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Ageratum conyzoides L. is native to Tropical America, and it has naturalized in many other tropical, subtropical, and temperate countries in South America, Central and Southern Africa, South and East Asia, Eastern Austria, and Europe. The population of the species has increased dramatically as an invasive alien species, and it causes significant problems in agriculture and natural ecosystems. The life history traits of Ageratum conyzoides, such as its short life cycle, early reproductive maturity, prolific seed production, and high adaptive ability to various environmental conditions, may contribute to its naturalization and increasing population. Possible evidence of the molecules involved in the defense of Ageratum conyzoides against its natural enemies, such as herbivore insects and fungal pathogens, and the allelochemicals involved in its competitive ability against neighboring plant species has been accumulated in the literature. The volatiles, essential oils, extracts, residues, and/or rhizosphere soil of Ageratum conyzoides show insecticidal, fungicidal, nematocidal, and allelopathic activity. The pyrrolizidine alkaloids lycopsamine and echinatine, found in the species, are highly toxic and show insecticidal activity. Benzopyran derivatives precocenes I and II show inhibitory activity against insect juvenile hormone biosynthesis and trichothecene mycotoxin biosynthesis. A mixture of volatiles emitted from Ageratum conyzoides, such as β-caryophyllene, β-bisabolene, and β-farnesene, may work as herbivore-induced plant volatiles, which are involved in the indirect defense function against herbivore insects. Flavonoids, such as nobiletin, eupalestin, 5′-methoxynobiletin, 5,6,7,3′,4′,5′-hexamethoxyflavone, and 5,6,8,3,4′,5′-hexamethoxyflavone, show inhibitory activity against the spore germination of pathogenic fungi. The benzoic acid and cinnamic acid derivatives found in the species, such as protocatechuic acid, gallic acid, p-coumaric acid, p-hydroxybenzoic acid, and ferulic acid, may act as allelopathic agents, causing the germination and growth inhibition of competitive plant species. These molecules produced by Ageratum conyzoides may act as defense molecules against its natural enemies and as allelochemicals against neighboring plant species, and they may contribute to the naturalization of the increasing population of Ageratum conyzoides in new habitats as an invasive plant species. This article presents the first review focusing on the defense function and allelopathy of Ageratum conyzoides.

Logging operations of Liriodendron tulipifera L., as timber trees, and fallen leaves in autumn from ornamental trees produce a large amount of leaf waste. In this study, the allelopathy of L. tulipifera fresh and fallen leaves was investigated for the development of potential applications of leaf waste. The extracts of fresh and fallen leaves of L. tulipifera showed growth inhibitory activity against weed species, Vulpia myuros (L.) C.C.Gmel., Echinochloa crus-galli (L.) P.Beauv., and Lolium multiflorum Lam., under laboratory conditions. The powder of L. tulipifera fresh and fallen leaves also inhibited the germination of E. crus-galli under greenhouse conditions. A potent allelochemical was isolated from fresh and fallen leaf extracts through a bioassay-guided separation process, and was identified as lipiferolide. Lipiferolide inhibited the growth of L. multiflorum and Lepidum sativum in a concentration-dependent manner. This investigation suggests that the leaf waste of L. tulipifera from logging operations and fallen leaves is potentially useful for the purpose of weed control, such as through the use of soil additive materials from leaves or the creation of foliar spray from leaf extracts. The development of weed control materials using L. tulipifera leaf waste may be a means with which to minimize waste, reducing environmental impacts and economic concerns.

Ludwigia decurrens Walter, belonging to the Onagraceae family, is native to southeastern and southcentral USA and has spread quickly, colonizing wetlands in South and Central America, East and South Asia and Africa. Ludwigia decurrens also infests rice paddy fields and causes serious damage to rice production. The phenomenon of allelopathy is often observed in invasive plant species and contributes to their invasive characteristics. However, no information has been made available on the allelopathy of L. decurrens against wetland species, including Oryza sativa (rice), or on its allelochemicals. Aqueous methanol extracts of whole L. decurrens plants showed allelopathic activity against O. sativa and paddy weeds, Echinochloa crus-galli and Monochoria vaginalis in an extract-concentration-dependent manner. Two allelochemicals, loliolide and dehydrololiolide, were isolated from the L. decurrens extracts through a bioassay-guided separation process using O. sativa as the test plant species. Loliolide and dehydrololiolide also suppressed the growth of O. sativa and E. crus-galli in a concentration-dependent manner. Thus, loliolide and dehydrololiolide may be involved in the allelopathy of L. decurrens and may provide a competitive advantage for L. decurrens due to their growth inhibitory activity. However, the inhibitory activity of loliolide was about 3-fold greater than that of dehydrololiolide. These investigations suggest the allelopathy of L. decurrens may play an important role in the invasion of the species into rice paddy fields and other wetlands. This is the first report on the allelopathy of L. decurrens against wetland species and the isolation and identification of the allelochemicals in L. decurrens.

The inhibitory potential of allelopathic plants is the subject of increasing research attention for their application in weed management. The sugarcane leaf is an agricultural waste product that has been reported to have allelopathic potential. Therefore, the present study determined the optimal organic solvent system and fractionation procedure to enhance the quantity of this extract and its allelopathic efficiency. Sugarcane leaves were extracted using five ethanol/water solvent ratios (v/v): 00:100, 25:75, 50:50, 75:25, and 100:00. Their allelopathic effects on seed germination and seedling growth were assayed in two major weeds, Echinochloa crus-galli (L.) Beauv. and Amaranthus viridis L. The results showed that the extract concentration, solvent ratio, and their interaction significantly inhibited the growth parameters in A. viridis. Consequently, a crude ethanol/water ratio of 00:100 was used to separate the active fraction via acid–base solvent partitioning. The acidic fraction (AE) exerted the greatest inhibitory effect and completely (100%) inhibited A. viridis at all concentrations, followed by the original crude fraction, neutral fraction, and aqueous fraction. Moreover, all of the fractions had selective effects, inhibiting A. viridis much more than E. crus-galli in the laboratory tests. The chemical analysis using gas chromatography/mass spectrometry indicated that the AE fraction contained 20 different compounds. The five major compounds included alkaloids, organic acids, and phenols. Therefore, the AE fraction was selected for formulation in a concentrated suspension and tested for its herbicidal characteristics. The formulation exhibited early post-emergence activities and had a stronger effect on A. viridis compared to E. crus-galli. The physiological mechanism of the formulation was tested against A. viridis. The thiobarbituric acid reactive substances and H2O2 occurred in the A. viridis leaf, which suggests lipid peroxidation and cell disruption.

Chamaecyparis obtusa (Siebold et Zucc.) Endl. is cultivated in the temperate region of East Asia for its high-quality and profitable timber. The timber-processing industry produces a large amount of waste, such as tree bark, branches, and leaves, and finding ways to minimize such waste is economically and environmentally efficient. In the present study, the allelopathic activity and allelochemicals of the C. obtusa leaves were investigated to develop potential application methods. C. obtusa leaves were phytotoxic and associated leaf extracts significantly suppressed the growth of the weeds; Echinochloa crus-galli, Phleum pratense and Lolium multiflorum under laboratory conditions. The leaf powder applied onto the soil surface also suppressed the germination of E. crus-galli and P. pratense under greenhouse conditions. Hinokiic acid and (+)-dihydrosesamin were isolated from the leaves and structurally identified. Both compounds suppressed the growth of cress and P. pratense in a concentration dependent manner. When the leaves of C. obtua were applied as a soil additive, hinokiic acid and (+)-dihydrosesamin in the leaves potentially cause the growth inhibitory activity by leaching into the soil. These experiments showed that the leaves and the leaf extracts of C. obtusa are phytotoxic. These experiments also demonstrated that the leaves and the leaf extracts of C. obtusa have growth inhibitory potential against several plant species, and the leaves produce allelochemicals. Therefore, the leaves and leaf extracts of C. obtusa may be useful for weed suppression purposes. The leaf biomass of C. obtusa is frequently large and the timber processing industry produces significant leaf waste. The development of weed control products using waste leaves may be a solution to minimize the timber processing waste to reduce environmental impact and provide economic value. However, leaf material should be evaluated for weed suppression and herbicidal activity as a soil additive and also possible as a foliar spray under field conditions.

Phytotoxic compounds isolated and identified from different plants have the ability to use as plant-based herbicides. Phytotoxic chemicals may be essential to weed management and environmental protection in order to reduce the indiscriminate use of synthetic pesticides. It has been reported that Elaeocarpus floribundus plant possesses phytotoxic compounds. The leaf extracts of this species demonstrated significant growth inhibition against the tested plants (dicot plant lettuce and plant monocot timothy) and inhibition was dose- and species-dependent pattern. Two phytotoxic compounds were separated using different purifications methods and identified as compounds 1 and 2. All phytotoxic compounds displayed potent growth limitation against the tested species (cress). The compound concentrations needed for the inhibition of 50% growth (IC50 value) of tested species ranged from 1.06 to 8.53 µM (micromolar). Findings of this research suggest that these compounds might be responsible for the phytotoxicity of Elaeocarpus floribundus plant. The results of this study may be helpful for the development of natural herbicide to control weeds.

Agricultural production depends heavily on the application of synthetic herbicides. Using these herbicides results in the development of herbicide-resistant weeds, poses hazards to human and animal health, and pollutes the environment. To solve these problems, developing and using bioherbicides must be increased. Although different uses of Albizia procera have been well reported, its allelopathic activity against weeds and crop species has not. Hence, we evaluated the allelopathic activity of the A. procera plant and isolated its allelopathic compounds. Extracts of A. procera significantly suppressed the seedling growth of the tested species (cabbage, alfalfa, lettuce, barnyard grass, timothy, and Italian ryegrass). The seedling growth decreased with increasing extract concentrations. The concentrations required for 50% growth inhibition (I50 value) of the tested plants were 0.0225–0.4935 mg/mL. The A. procera extracts were separated using different column chromatography, and two active fractions (AP-5 and AP-7) were isolated. Cress seedling growth was completely restricted by fraction AP-5, and fraction AP-7 restricted the cress shoots to 83.10% and roots to 85.65% of the control treatment. The findings of this study indicate that A. procera extracts have allelopathic activity and these fractions might contribute to the activity.

Plant extracts with allelopathic activity and their related compounds have been investigated for a long time as an eco-friendly approach to sustainable weed management. Croton oblongifolius (Roxb.) is a traditional medicinal plant valued for its diverse source of bioactive compounds that have been used to treat various diseases. C. oblongifolius leaf extract was previously described to involve a number of allelochemicals. Therefore, we conducted this research to explore more of the allelochemicals in the leaves of C. oblongifolius. The leaf extracts showed significant inhibitory activity against two test plants, Lolium multiflorum (monocot) and Medicago sativa (dicot). The bioassay-directed chromatographic purification of the leaf extracts yielded three compounds, including one novel compound, identified using spectral data, as follows: (1) alpinolide peroxide, (2) 6-hydroxy alpinolide, and (3) 3-hydroxy-5-isopropyl-3-methyl-2,3-dihydro-1H-inden-1-one (a novel sesquiterpene). These compounds considerably limited the growth of L. sativum. The compound concentrations affecting a 50% growth limitation (IC50) of L. sativum varied from 0.16 to 0.34 mM. Therefore, these characterized compounds may be allelopathic agents that cause the allelopathy of C. oblongifolius.

The fruit of Forsythia suspensa (Thunb.) Vahl has been used in traditional Chinese medicine as “Forsythiae fructus”. The species is also grown in parks and gardens, and on streets and building lots, as an ornamental plant, but it requires pruning. In this study, the allelopathic activity and allelopathic substances in the leaves of pruned branches of F. suspensa were investigated to determine any potential application. The leaf extracts of F. suspensa showed growth inhibitory activity against three weed species; Echinochloa crus-galli, Lolium multiflorum, and Vulpia myuros. Two allelopathic substances in the extracts were isolated through the bioassay-guided purification process, and identified as (-)-matairesinol and (-)-arctigenin. (-)-Matairesinol and (-)-arctigenin, which showed significant growth inhibitory activity at concentrations greater than 0.3 mM in vitro. The inhibitory activity of (-)-arctigenin was greater than that of (-)-matairesinol. However, both compounds were more active than (+)-pinolesinol which is their precursor in the biosynthetic pathway. The investigation suggests that F. suspensa leaves are allelopathic, and (-)-matairesinol and (-)-arctigenin may contribute to the growth inhibitory activities. Therefore, the leaves of the pruned branches can be applied as a weed management strategy in some agricultural practices such as using the leaf extracts in a foliar spray and the leaves in a soil mixture, thereby reducing the dependency on synthetic herbicides in the crop cultivation and contributing to developing eco-friendly agriculture.

Aegle marmelos (L.) Correa is an economically and therapeutically valuable tree. It is cultivated as a fruit plant in southeast Asian countries. In this research, we investigated the allelopathy and possible allelochemicals in the leaves of A. marmelos. Aqueous methanol extracts of A. marmelos exhibited significant inhibitory effects against the growth of Lepidium sativum, Lactuca sativa, Medicago sativa, Echinochloa crusgalli, Lolium multiflorum, and Phleum pratense. Bioassay-directed chromatographic purification of the A. marmelos extracts resulted in identifying five active compounds: umbelliferone (1), trans-ferulic acid (2), (E)-4-hydroxycinnamic acid methyl ester (3), trans-cinnamic acid (4), and methyl (E)-3’-hydroxyl-4’-methoxycinnamate (5). The hypocotyl and root growth of L. sativum were considerably suppressed by these compounds. Methyl (E)-3’-hydroxyl-4’-methoxycinnamate also suppressed the coleoptile and root growth of E. crusgalli. The concentrations of these compounds, causing 50% growth reduction (I50) of L. sativum, were in the range of 74.19–785.4 μM. The findings suggest that these isolated compounds might function in the allelopathy of A. marmelos.

Bidens pilosa L. is native to tropical America and has widely naturized from tropical to warm temperate regions in Europe, Africa, Asia, Australia, and North and South America. The species has infested a wide range of habitats such as grasslands, forests, wetlands, streamlines, coastal areas, pasture, plantations, agricultural fields, roadsides, and railway sides and has become a noxious invasive weed species. B. pilosa forms thick monospecific stands, quickly expands, and threatens the indigenous plant species and crop production. It is also involved in pathogen transmission as a vector. The species was reported to have (1) a high growth ability, producing several generations in a year; (2) a high achene production rate; (3) different biotypes of cypselae, differently germinating given the time and condition; (4) a high adaptative ability to various environmental conditions; (5) an ability to alter the microbial community, including mutualism with arbuscular mycorrhizal fungi; and (6) defense functions against natural enemies and allelopathy. The species produces several potential allelochemicals such as palmitic acid, p-coumaric acid, caffeic acid, ferulic acid, p-hydroxybenzoic acid, vanillic acid, salycilic acid, quercetin, α-pinene, and limonene and compounds involved in the defense functions such as 1-phenylhepta-1,3,5-trine, 5-phenyl-2-(1-propynyl)-thiophene, 5-actoxy-2-phenylethinyl-thiophene, and icthyothereol acetate. These characteristics of B. pilosa may contribute to the naturalization and invasiveness of the species in the introduced ranges. This is the first review article focusing on the invasive mechanisms of the species.

Calamus tenuis is a shrub species distributed across South Asia. It grows well in diversified habitats and tends to dominate plants in the surrounding environment. The phytotoxicity of C. tenuis and the action of its phytochemicals against other plant species could explain its dominant behavior. Compounds with phytotoxic activity are in high demand as prospective sources of ecofriendly bioherbicides. Therefore, we investigated the phytotoxicity of C. tenuis. Aqueous methanol extracts of this plant species significantly limited the growth of four test plant species, two monocots (barnyard grass and timothy), and two dicots (alfalfa and cress), in a dose- and species-dependent manner. Bio-directed chromatographic isolation of the C. tenuis extracts yielded two major active substances: a novel compound, calamulactone {(S)-methyl 8-(5-oxo-2,5-dihydrofuran-2-yl) octanoate}, and 3-oxo-α-ionone. Both of the identified compounds exerted strong growth inhibitory effects on cress and timothy seedlings. The concentrations of 3-oxo-α-ionone and calamulactone required to limit the growth of the cress seedlings by 50% (I50) were 281.6–199.5 and 141.1–105.5 µM, respectively, indicating that the effect of calamulactone was stronger with lower I50 values. Similarly, the seedlings of timothy also showed a considerably higher sensitivity to calamulactone (I50: 40.5–84.4 µM) than to 3-oxo-α-ionone (I50: 107.8–144.7 µM). The findings indicated that the leaves of C. tenuis have marked growth-inhibitory potential, and could affect surrounding plants to exert dominance over the surrounding plant community. Moreover, the two identified phytotoxic substances might play a key role in the phytotoxicity of C. tenuis, and could be a template for bioherbicide development. This paper was the first to report calamulactone and its phytotoxicity.

Investigation of allelopathic substances from herbal plants may lead to the development of allelochemical-based natural herbicides. Croton oblongifolius (Roxb.) is a well-known herbal plant with a long history of being used for traditional medicines and for being the source of a diverse range of bioactive compounds. This plant has been reported to have allelopathic potential; however, its allelopathic-related substances have not yet been described. Therefore, we conducted this investigation to explore the allelopathic substances from the leaves of C. oblongifolius. Aqueous methanol extracts of C. oblongifolius leaves exhibited significant growth inhibitory potential against four test plants (monocot barnyard grass and timothy, and dicot cress and lettuce). The leaf extracts were purified in various chromatographic steps and yielded four active compounds identified as (3R,6R,7E)-3-hydroxy-4-7-megastigmadien-9-one (I), 2-hydroxy alpinolide (a novel compound) (II), alpinolide (III), and epialpinolide (IV) via an analysis of the spectral data. These identified compounds significantly restricted the seedling growth of cress. The concentration necessary for 50% growth reduction of the cress seedlings varied from 0.15 to 0.24 mM for (3R,6R,7E)-3-hydroxy-4-7-megastigmadien-9-one, 0.04 to 0.11 mM for 2-hydroxy alpinolide, 0.07 to 0.12 mM for alpinolide, and 0.09 to 0.16 mM for epialpinolide. Therefore, the leaf extracts of C. oblongifolius and the characterized compounds have the potential to be used as weed-suppressive resources for natural weed control.

Pueraria montana var. lobata is native to East Asia, and was introduced to many countries due to its potential for multiple uses. This species escaped under the management conditions soon after its introduction, and became a harmful weed species. This species has been listed in the top 100 of the world’s worst invasive alien species. P. montana stands expand quickly and threaten the native flora and fauna including microbiota. This species affects the concentration of carbon and nitrogen in soil and aquatic environments, and increases the amount of pollutants in the local atmosphere. Its infestation also causes serious economic losses on forestry and agriculture. Its characteristics of fast growth, thick canopy structure, enormous vegetative reproduction, and adaptative ability to the various environmental conditions may contribute to the invasiveness and naturalization of this species. The characteristics of P. montana regarding their defense functions against their natural enemies and pathogens, and allelopathy may also contribute to the invasiveness of this species. Potential allelochemicals such as xanthoxins, p-coumaric acid, caffeic acid, methyl caffeate and daidzein, and two isoflavones with anti-virus activity were identified in this species. In addition, fewer herbivore insects were found in the introduced ranges. These characteristics of P. montana may be involved in the invasive mechanisms of the species. This is the first review article focusing on the invasive mechanisms of this species.

Trewia nudiflora Linn. is a valuable forest resource due to its economic, ethnomedicinal, and ecological properties; however, its allelopathic potential is undocumented. Therefore, this research was designed to investigate the allelopathic impacts of T. nudiflora leaf extracts on alfalfa (Medicago sativa L.) and barnyard grass (Echinochloa crus-galli (L.) P. Beauv.) growth, as well as to isolate and to identify the active allelopathic substances responsible for these effects. A bioassay experiment with eight different treatments (0.1, 0.3, 1, 3, 10, 30, 100, and 300 mg dry weight (DW) equivalents of T. nudiflora extracts in mL−1) was carried out. The results showed that the growth of both plants decreased with increasing contents of T. nudiflora extracts, with the effect depending on the plant species and reaching its peak at a concentration of a 300 mg DW equivalent of T. nudiflora extract in mL−1. Active substances were isolated and identified using an HPLC system, which revealed the presences of methyl gallate and pinoresinol in aqueous methanol extracts of T. nudiflora. The shoot and root lengths of the alfalfa and the barnyard grass decreased significantly when they were treated with the methyl gallate and the pinoresinol. The allelopathic inhibition increased with increasing compound concentrations, with the root growth being more sensitive to the pinoresinol than to the methyl gallate, and it was significantly higher at the concentration of 10 mM. These results indicated that the T. nudiflora leaf extracts limited the growth of the treated plants, and the methyl gallate and pinoresinol in the extracts may have caused the inhibition of the T. nudiflora extracts. Thus, the leaf extracts of T. nudiflora and the substances methyl gallate and pinoresinol could be incorporated into sustainable agricultural practices or used to develop bioherbicides that would promote sustainable weed management practices.

Polygonum chinense Linn., belonging to the Polygonaceae family, is distributed mostly in northern temperate climates. This species is a high-risk invasive plant and is thought to possess allelopathic potential. This study aimed to isolate and identify the allelopathic substances from P. chinense. Aqueous methanol extracts of P. chinense significantly inhibited the growth of alfalfa and Italian ryegrass seedlings in a species- and concentration-dependent manner. Activity-guided fractionation led to the isolation of two active compounds: dehydrovomifoliol and loliolide. A cress bioassay was used to determine the biological activity of dehydrovomifoliol, and cress, alfalfa, and Italian ryegrass were used to determine loliolide. Dehydrovomifoliol significantly suppressed the seedling growth of cress at the concentration of 1 mM, and the concentrations necessary for 50% growth inhibition (I50 values) of the roots and shoots were 1.2 and 2 mM, respectively. Loliolide significantly suppressed the shoot growth of cress, alfalfa, and Italian ryegrass at the concentration of 1 mM, and the concentrations necessary for I50 values of the shoots and roots were 0.15 to 2.33 and 0.33 to 2.23 mM, respectively. The findings of our study suggest the extracts of P. chinense might have growth-inhibitory potential and that dehydrovomifoliol and loliolide might contribute as allelopathic agents.

Mimosa pigra is native to Tropical America, and it has naturalized in many other countries especially in Australia, Eastern and Southern Africa and South Asia. The species is listed in the top 100 of the world’s worst invasive alien species and is listed as Least Concern in the IUCN Red List of Threatened Species. M. pigra forms very large monospecific stands in a wet–dry tropical climate with conditions such as floodplains, riverbanks, grasslands, forests and agricultural fields. The stands expand quickly and threaten the native flora and fauna in the invasive ranges. Possible mechanisms of the invasion of the species have been investigated and accumulated in the literature. The characteristics of the life history such as the high reproduction and high growth rate, vigorous mutualism with rhizobia and arbuscular mycorrhizal fungi, very few natural enemies, and allelopathy, and certain secondary metabolites may contribute to the invasiveness and naturalization of M. pigra. Herbicide application, such as aerial spraying, foliar, cut-stump and soil treatments, is the primary control methods of M. pigra. The investigation of the natural enemies of M. pigra has been conducted in its native ranges since 1979, and biological control agents have been selected based on host specificity, rearing and availability. Mechanical control practices, such as hand weeding, bulldozing, chaining and fire, were also effective. However, the species often regrow from the remaining plant parts. Integration of multiple weed control practices may be more effective than any single practice. This is the first review article focusing on the invasive mechanism of M. pigra.

Plant parts and extracts that are rich in bioactive substances with allelopathic potential can be explored as a possible alternative to herbicides for natural weed control in sustainable agriculture. In the present study, we investigated the allelopathic potential of Marsdenia tenacissima leaves and its active substances. Aqueous methanol extracts of M. tenacissima showed significant inhibitory activities against the growth of lettuce (Lactuca sativa L.), alfalfa (Medicago sativa L.), timothy (Phleum pratense L.), and barnyard grass (Echinochloa crusgalli (L.) Beauv.). The extracts were purified through various chromatography steps, and one active substance was isolated and determined by spectral data to be a novel compound, assigned as steroidal glycoside 3 (8-dehydroxy-11β-O-acetyl-12β-O-tigloyl-17β-marsdenin). Steroidal glycoside 3 significantly inhibited the seedling growth of cress at a concentration of 0.03 mM. The concentrations needed for 50% growth inhibition of the cress shoots and roots were 0.25 and 0.03 mM, respectively. These results suggest that steroidal glycoside 3 may be responsible for the allelopathy of M. tenacissima leaves.

Polygonum chinense Linn. is a medicinal and invasive plant that belongs to the family Polygonaceae. The pharmacological activities and phytochemical constituents of Polygonum chinense are well reported, but the allelopathic effects and potent allelopathic substances of P. chinense remain to be investigated. Hence, this experiment was conducted to separate and characterize potentially allelopathic substances from an extract of the Polygonum chinense plant. The Polygonum chinense plant extracts highly suppressed the growth of cress (Lepidium sativum L.), lettuce (Lactuca sativa L.), barnyard grass (Echinochloa crusgalli (L.) P. Beauv.), and timothy grass (Phleum pratense L.) seedlings in a species- and concentration-dependent way. Two active substances were separated using a series of purification procedures and determined through spectral analysis as (−)-3-hydroxy-β-ionone and (−)-3-hydroxy-7,8-dihydro-β-ionone. These two compounds significantly suppressed the seedling growth of Lepidium sativum (cress) at concentrations of 0.01 and 1 mM, respectively. The extract concentrations necessary for 50% growth inhibition (I50 values) of the cress hypocotyls and roots were 0.05 and 0.07 mM for (−)-3-hydroxy-β-ionone, respectively, and 0.42 and 1.29 mM for (−)-3-hydroxy-7,8-β-ionone, respectively. These findings suggest that these two compounds are in charge of the inhibitory effects of the Polygonum chinense extract and may serve as weed control agents.

Metasequoia glyptostroboides Hu et W.C. Cheng, known as a living fossil species, is planted in parks, gardens, and streets in many temperate regions worldwide. Adequate branch pruning is necessary to grow the plants in these locations, and pruning generates a large amount of waste. In this study, allelopathic activity of pruned-branch waste was investigated to search for beneficial applications of the waste. The leaves of M. glyptostroboides obtained from pruned branches were extracted, and the extracts showed growth-inhibitory activity on four weed species, namely, Vulpia myuros, Lolium multiflorum, Echinochloa crus-galli, and Phleum pretense. The inhibition was extract-concentration dependent. The roots of P. pretense were the most sensitive, and the coleoptiles of E. crus-galli were the least sensitive to the extracts among all roots and coleoptiles of these weed species. Two allelopathic substances in the extracts were isolated and identified as umbelliferone and (+)-rhododendrol. Both compounds showed inhibitory activity on the growth of V. myuros, although the inhibitory activity of (+)-rhododendrol was much greater than that of umbelliferone. The leaves may also contain some other allelopathic substances. These allelopathic substances, including umbelliferone and (+)-rhododendrol, may work as growth-inhibitory substances of leaf extracts. Therefore, the leaves of M. glyptostroboides obtained from pruned branches are allelopathic and potentially useful for weed control in certain agricultural settings such as foliar spray and soil additive, to decrease synthetic herbicide application in crop production pursuant to developing ecofriendly agriculture.

Labdane-related diterpenoids, momilactones A and B were isolated and identified in rice husks in 1973 and later found in rice leaves, straws, roots, root exudate, other several Poaceae species and the moss species Calohypnum plumiforme. The functions of momilactones in rice are well documented. Momilactones in rice plants suppressed the growth of fungal pathogens, indicating the defense function against pathogen attacks. Rice plants also inhibited the growth of adjacent competitive plants through the root secretion of momilactones into their rhizosphere due to the potent growth-inhibitory activity of momilactones, indicating a function in allelopathy. Momilactone-deficient mutants of rice lost their tolerance to pathogens and allelopathic activity, which verifies the involvement of momilactones in both functions. Momilactones also showed pharmacological functions such as anti-leukemia and anti-diabetic activities. Momilactones are synthesized from geranylgeranyl diphosphate through cyclization steps, and the biosynthetic gene cluster is located on chromosome 4 of the rice genome. Pathogen attacks, biotic elicitors such as chitosan and cantharidin, and abiotic elicitors such as UV irradiation and CuCl2 elevated momilactone production through jasmonic acid-dependent and independent signaling pathways. Rice allelopathy was also elevated by jasmonic acid, UV irradiation and nutrient deficiency due to nutrient competition with neighboring plants with the increased production and secretion of momilactones. Rice allelopathic activity and the secretion of momilactones into the rice rhizosphere were also induced by either nearby Echinochloa crus-galli plants or their root exudates. Certain compounds from Echinochloa crus-galli may stimulate the production and secretion of momilactones. This article focuses on the functions, biosynthesis and induction of momilactones and their occurrence in plant species.

Trewia nudiflora Linn. is a woody plant of the Euphorbiaceae family. It is well known for its use as a folk remedy, but its potential for phytotoxicity has not been explored. Therefore, this study investigated the allelopathic potential and the allelopathic substances in T. nudiflora leaves. The aqueous methanol extract of T. nudiflora was found to have a toxic effect on the plants used in the experiment. The shoot and root development of lettuce (Lactuca sativa L.) and foxtail fescue (Vulpia myuros L.) were significantly (p ≤ 0.05) reduced by the T. nudiflora extracts. The growth inhibition by the T. nudiflora extracts was proportional to the extract concentration and varied with the test plant species. The chromatographic separation of the extracts resulted in the isolation of two substances, identified as loliolide and 6,7,8-trimethoxycoumarin based on their respective spectral analyses. Both substances significantly inhibited lettuce growth at a concentration of 0.01 mM. To inhibit 50% of the growth of the lettuce, the required concentration of loliolide was 0.043 to 0.128 mM, while that of 6,7,8-trimethoxycoumarin was 0.028 to 0.032 mM. Comparing these values, the lettuce growth was more sensitive to 6,7,8-trimethoxycoumarin than loliolide, suggesting that 6,7,8-trimethoxycoumarin was more effective than loliolide. Therefore, the inhibition of the growth of the lettuce and foxtail fescue suggests that loliolide and 6,7,8-trimethoxycoumarin are responsible for the phytotoxicity of the T. nudiflora leaf extracts. Thus, the growth-inhibitory effectiveness of the T. nudiflora extracts and the identified loliolide and 6,7,8-trimethoxycoumarin may be used to develop bioherbicides that restrict the growth of weeds.

Chromolaena odorata (L.) R.M. King & H. Robinson is native to tropical America, and has naturalized in many other countries in tropical Asia, Austria, and West Africa. The species often forms dense thickets and reduces the native species diversity and population in the invasive ranges. The species is also considered as a noxious weed in agriculture fields, and listed in the 100 of the world’s worst invasive alien species. The characteristics of its life-history such as the seed production rate, growth pattern, and adaptative ability to the environmental conditions may contribute to the invasiveness of the species. Possible evidence of the defense capacity against the natural enemy, and the allelopathic potential against the competitive plant species for C. odorata has been accumulated in the literature over three decades. The extracts, residues, and/or rhizosphere soil of C. odorata increased the mortality of various insects and parasitic nematodes, and decreased their population. The extracts, residues, and/or rhizosphere soil of C. odorata also inhibited the germination and growth of several plant species including the indigenous plant species in the invasive ranges of C. odorata. Toxic substances, pyrrolizidine alkaloids were found in the leaves and flowers of C. odorata. These pyrrolizidine alkaloids may work as the defense agents against the natural enemies. Several potential allelochemicals such as flavonoids, phenolic acids, and terpenoids were also found in the plant extracts of C. odorata. Some of these compounds may work as allelopathic agents of C. odorata and inhibit the germination and growth of the competitive plant species. These characteristics of C. odorata for the defense function against their natural enemies such as insects and parasitic nematodes, and allelopathic potential against the competitive native plant species may contribute to the invasiveness and naturalization of C. odorata in the new habitats as invasive plant species. However, it is necessary to determine the concentration of these allelochemicals in the neighboring environment of C. odorata such as the rhizosphere soil since allelochemicals are able to work only when they are released into the neighboring environment. It is the first review article focusing on the defense function and allelopathy of C. odorata.

Osmanthus fragrans Lour. has been cultivated for more than 2500 years because of the fragrance and color of the flowers. The flowers and roots have been used in tea, liquors, foods, and traditional Chinese medicine. The species contains more than 180 compounds including terpenoids, phenylpropanoids, polyphenols, flavonoids, and sterols. However, there has been limited information available on the allelopathic properties and allelopathic substances of O. fragrans. We investigated the allelopathy and allelopathic substances of O. fragrans and Osmanthus heterophyllus (G.Don) P.S. Green, as well as Osmanthus × fortunei Carrière, which is the hybrid species between O. fragrans and O. heterophyllus. The leaf extracts of O. fragrans, O. heterophyllus, and O. × fortunei suppressed the growth of cress (Lepidium sativum L.), alfalfa (Medicago sativa L.), Lolium multiflorum Lam., and Vulpia myuros (L.) C.C.Gmel with the extract concentration dependently. The extract of the hybrid species O. × fortune was the most active among the extracts. The main allelopathic substances of O. × fortunei and O. fragrans were isolated and identified as (+)-pinoresinol and 10-acetoxyligustroside, respectively. (+)-Pinoresinol was also found in the fallen leaves of O. × fortunei. Both compounds showed an allelopathic activity on the growth of cress and L. multiflorum. On the other hand, several allelopathic substances including (+)-pinoresinol may be involved in the allelopathy of O. heterophyllus. O. fragrans, O. heterophyllus, and O. × fortunei are evergreen trees. but their senescent leaves fall and cover the soil under the trees. It is possible that those allelopathic substances are liberated through the decomposition process of the leaves into their rhizosphere soil, and that they accumulate in the soil and provide a competitive advantage to the species through the inhibition of the growth of the neighboring competing plants. Therefore, the leaves of these Osmanthus species are allelopathic and potentially useful for weed management options in some agriculture settings to reduce commercial herbicide dependency for the developing sustainable agriculture systems.

Solidago canadensis L. and Solidago altissima L. are native to North America and have naturalized many other continents including Europa and Asia. Their species is an aggressive colonizer and forms thick monospecific stands. The evidence of the allelopathy for S. canadensis and S. altissima has accumulated in the literature since the late 20th century. The root exudates, extracts, essential oil and rhizosphere soil of S. canadensis suppressed the germination, growth and the arbuscular mycorrhizal colonization of several plants, including native plant species. Allelochemicals such as fatty acids, terpenes, flavonoids, polyphenols and their related compounds were identified in the extracts and essential oil of S. canadensis. The concentrations of total phenolics, total flavonoids and total saponins in the rhizosphere soil of S. canadensis obtained from the invasive ranges were greater than those from the native ranges. Allelochemicals such as terpenes, flavonoids, polyacetylene and phenols were also identified in the extracts, essential oil and the rhizosphere soil in S. altissima. Among the identified allelochemicals of S. altissima, the cis-dehydromatricaria ester may be involved in the allelopathy considering its growth inhibitory activity and its concentration in the rhizosphere soil. Therefore, the allelopathy of S. canadensis and S. altissima may support their invasiveness, naturalization and formation of thick monospecific stands. This is the first review article focusing on the allelopathy of both of S. canadensis and S. altissima.

Using plant-based allelopathic compounds might be a potent substitute to help mitigate the effects of synthetic herbicides. Annona reticulata L. is often planted for its fruit in residential gardens. This plant is well-documented for its diverse ethnomedicinal uses. However, there is no information in the literature on the allelopathic potential of A. reticulata leaves. Therefore, the allelopathic potential and relevant allelopathic compounds of A. reticulata leaves were investigated in this study. The bioassays were carried out using a completely randomized experimental layout (CRD), and the resulting data were analyzed using one-way ANOVA at p ≤ 0.05. Aqueous methanol extracts of A. reticulata leaves significantly inhibited the growth of three dicots and three monocots (Lepidium sativum L., Medicago sativa L., Lactuca sativa L., Echinochloa crus-galli (L.) P. Beauv., Lolium multiflorum Lam., and Phleum pratense L., respectively). The level of growth inhibition was proportional to the A. reticulata extract concentration. Three compounds were purified through different chromatographic steps, and their structures were determined using spectroscopy and identified as loliolide, 5-hydroxy-3,4-dimethyl-5-pentylfuran-2(5H)-one, and 3,4-dihydroxyphenylethanol. The 5-hydroxy-3,4-dimethyl-5-pentylfuran-2(5H)-one had the greatest effect on suppressing cress root growth, while loliolide had the greatest effect on suppressing timothy shoot growth. The values for 50% seedling growth suppression showed that the compound with the maximum inhibitory activity was loliolide, followed by 5-hydroxy-3,4-dimethyl-5-pentylfuran-2(5H)-one and 3,4-dihydroxyphenylethanol. Therefore, this result suggests that the three compounds might be responsible for the allelopathic effects of A. reticulata leaf extracts, and these compounds have the potential to be used to develop effective bioherbicides.

The phytotoxic potential of plants and the effect of their active components on another plant species is being explored as a potential alternative to synthetic herbicides for weed control. In the current study, we investigated the phytotoxic potential of the leaves of Dregea volubilis (L.f.) Benth. ex Hook.f. against four test plants [timothy (Phleum pratense L.), barnyard grass (Echinochloa crus-galli (L.) P. Beauv), lettuce (Lactuca sativa L.), and alfalfa (Medicago sativa L.)] and observed significant growth inhibition on those plants at concentrations >3 mg D.W. equivalent extract mL−1. A bioassay-governed purification of the D. volubilis extracts using different chromatography phases produced two growth inhibitory compounds, 3-hydroxy-α-ionone (compound 1) and 5-hydroxy-3,4-dimethyl-5-pentylfuran-2(5H)-one (compound 2). The compounds retarded the growth of barnyard grass and cress (Lepidium sativum L.) with I50 (concentration required for 50% growth suppression) values ranging from 0.098 to 0.450 mM for 3-hydroxy-α-ionone and 0.029 to 0.420 mM for 5-hydroxy-3,4-dimethyl-5-pentylfuran-2(5H)-one. Thus, the extracts and identified compounds may have the possibility to be utilized as bioagents for weed control.

Cassia alata (Caesalpiniaceae) is a large perennial shrub native to tropical America. It is an important medicinal and ornamental plant and has been reported to possess several pharmacological properties. However, phytotoxic substances from C. alata have not yet been documented in the literature. Therefore, this study seeks to evaluate the phytotoxic potential of C. alata leaves and to identify inhibitory substances for the purpose of eco-friendly weed management. The effect of aqueous methanol extracts of C. alata on the seedling growth of alfalfa, cress, lettuce, rapeseed, barnyard grass, foxtail fescue, Italian ryegrass, and timothy was examined. The level of inhibition of the extracts corresponded to concentration. Several chromatographic steps were performed to separate the extracts, and through spectroscopic analysis, two active substances were isolated and characterised as rutin and syringone. These two active substances significantly inhibited the seedling growth of cress and foxtail fescue. The range of I50 values (required concentration for 50% growth inhibition) of rutin and syringone for the seedling growth of cress and foxtail fescue were 129.5–417.8 and 160.1–466.5 µM, respectively. These results indicate that the two identified active phytotoxic substances from C. alata may be responsible for its growth inhibitory properties.

Imperata cylindrica is native to Southeast Asia and East Africa and has become naturalized in humid tropics, subtropics and warmer temperate zones of the world. The species is one of the top ten worst weeds in the worlds and is listed among the world’s top 100 worst invasive alien species. It is an aggressive colonizer and forms large monospecific stands in several countries. Possible evidence of the allelopathy of I. cylindrica has been accumulated in the literature over three decades. The extracts, leachates, root exudates, decomposing residues and rhizosphere soil of I. cylindrica were found to suppress the germination and growth of several plant species, including woody plant species, and to reduce their rhizobium nodulation and mycorrhizal colonization. Several allelochemicals, such as fatty acids, terpenoids, simple phenolics, benzoic acids, phenolic acids, phenolic aldehydes, phenylpropanoids, flavonoids, quinones and alkaloids, were also found in the extracts, leachates, root exudates and/or growth medium of I. cylindrica. These observations suggest that allelochemicals may be synthesized in I. cylindrica and released into the rhizosphere soil and surrounding environments either by the leachates, root exudation or decomposition process of plant parts, and certain allelochemicals may contribute to the alteration of the microbial community, including rhizobia and mycorrhizal fungi, suppressing the regeneration process of native plant species through the inhibition of their germination and growth. Therefore, the allelopathy of I. cylindrica may support its invasiveness, naturalization and formation of large monospecific stands. This is the first review article focusing on the allelopathy of I. cylindrica.

Phytotoxic substances in plants that may serve as alternative natural herbicides for controlling weeds are required for sustainable agriculture. We explored the phytotoxic activities of aqueous methanol extracts of Senna garrettiana (Craib) Irwin & Barneby leaves and the active substances they contain. The results revealed that the S. garrettiana leaf extracts had significant phytotoxic effects on three dicotyledons (Lepidium sativum L., Lactuca sativa L., and Medicago sativa L.) and two monocotyledons (Phleum pratense L. and Lolium multiflorum Lam.). An bioassay-guided isolation process yielded three active substances; caffeic acid, methyl caffeate, and (S)-6-hydroxymellein inhibited the seed germination, seedling growth, and biomass accumulation of L. sativum in a concentration-dependent manner. Based on the concentration required for 50% growth inhibition (IC50), (S)-6-hydroxymellein had the highest inhibitory effects on L. sativum in all test parameters, followed by methyl caffeate and caffeic acid. The L. sativum roots were the most susceptible to (S)-6-hydroxymellein (IC50 = 383 µM) and caffeic acid (IC50 = 2627 µM), whereas methyl caffeate (IC50 = 1361 µM) had the greatest effect on the L. sativum shoots. Thus, three isolated compounds may explain the phytotoxic effects of the S. garrettiana extracts. Consequently, caffeic acid, methyl caffeate, and (S)-6-hydroxymellein could be potential candidates for the future production of bioherbicides.

The plant Plumbago rosea Linn., belonging to the Plumbaginaceae family, is an important medicinal herb distributed in part of Southeast Asia, and there are many reports of its pharmacological properties. However, the allelopathic activities of P. rosea have not been examined. Thus, the present study was conducted to assess the allelopathic activity of P. rosea and to identify its allelopathic substances. The aqueous methanol stem extract of P. rosea significantly suppressed the seedling growth of barnyard grass (Echinochloa crus-galli L. P. Beauv.), Italian ryegrass (Lolium multiflorum Lam.), timothy (Phleum pretense L.), cress (Lepidium sativum L.), lettuce (Lactuca sativa L.), and alfalfa (Medicago sativa L.). The extract of P. rosea was then purified through chromatographic steps, and two active substances were isolated and determined as 7,4′,5′-tri-O-methyl dihydroquercetin and 7,4′,5′-tri-O-methylampelopsin. The two compounds significantly inhibited the seedling growth of cress, with 7,4′,5′-tri-O-methylampelopsin showing a greater inhibitory effect than 7,4′,5′-tri-O-methyl dihydroquercetin. This result may be due to the 3′-OH group in 7,4′,5′-tri-O-methylampelopsin. The effective concentrations of both compounds required for 50% growth inhibition (EC50 values) of cress seedlings were 0.24 mM and 0.59 mM for root and shoot, and 0.07 mM and 0.21 mM, respectively. These findings suggest that the two compounds may contribute to the allelopathic effect of P. rosea and could be used as a natural source of allelopathic substances.

Unexpected rainfall before herbicide absorption by plants can wash away herbicides from plant tissue surfaces, which may reduce the herbicidal efficacy and increase the adverse effects on nontarget organisms and the environment, including water networks. The objective of this study was the evaluation of the effect of chitosan on paraquat efficacy under simulated rainfall conditions. Simulated rainfall within 3 h after paraquat application decreased its herbicidal efficacy. A mixture of paraquat (280 g a.i./ha) and chitosan (0.05% w/v) significantly increased the herbicidal efficacy against Ageratum conyzoides L. (21% increase), Borreria alata Aubl. (15%) and Paspalum conjugatum Bergius (8%) under the rainfall conditions. The chemical structure of chitosan may contribute to the penetration of paraquat into plant tissues. However, a mixture of paraquat and chitosan did not affect the herbicidal efficacy against Imperata cylindrica (L.) Beauv. The morphological characteristics of I. cylindrica may interfere with the enhancement effect of chitosan. Chitosan is a degradable, nontoxic and easily available and low-cost material made from crustacean shells. These results suggest that chitosan may increase paraquat efficacy against some noxious weed species under rainfall conditions, which may reduce the risk of paraquat contamination into the environment. Therefore, the application of herbicides with chitosan may provide the economic and environmental benefits. Chitosan may enhance the efficacy of other herbicides under unexpected rainfall conditions; however, this possibility requires further investigation.

Medicinal plants are rich sources of bioactive substances that can be used to develop environmentally friendly weed control alternatives. Marsdenia tenacissima (Roxb.) Moon is a traditional medicinal plant well known for its pharmacological activities and several bioactive compounds. However, its allelopathy and related substances have not been reported. Hence, the present study was conducted to explore the allelopathic potential and substances from M. tenacissima leaves. Aqueous methanol extracts of M. tenacissima showed significant inhibitory activities against the growth of cress (Lepidium sativum L.) and Italian ryegrass (Lolium multiflorum Lam.). The extracts were purified through various chromatography steps, and two allelopathic substances were isolated and determined by spectral data to be steroidal glycoside 1 (5,6-dihydrogen-11α-O-acetyl-12β-O-tigloyl-17β-marsdenin), a novel compound, and steroidal glycoside 2 (5,6-dihydrogen-11α,12β-di-O-tigloyl-17β-marsdenin). Both compounds significantly inhibited the growth of cress seedlings. Steroidal glycoside 1 showed 1.6- and 4-times greater growth inhibitory potential against the cress shoots and roots than steroidal glycoside 2. The concentrations needed for 50% growth inhibition of the cress seedling shoots and roots were 0.46 and 0.03 mM for steroidal glycoside 1, respectively, and 0.74 and 0.12 mM for steroidal glycoside 2, respectively. Therefore, these results suggest that steroidal glycosides 1 and 2 may be responsible for the allelopathy of the M. tenacissima leaves.

Leucaena leucocephala (Lam.) de Wit is native to southern Mexico and Central America and is now naturalized in more than 130 countries. The spread of L. leucocephala is probably due to its multipurpose use such as fodder, timber, paper pulp, shade trees, and soil amendment. However, the species is listed in the world’s 100 worst invasive alien species, and an aggressive colonizer. It forms dense monospecific stands and threatens native plant communities, especially in oceanic islands. Phytotoxic chemical interactions such as allelopathy have been reported to play an important role in the invasion of several invasive plant species. Possible evidence for allelopathy of L. leucocephala has also been accumulated in the literature over 30 years. The extracts, leachates, root exudates, litter, decomposing residues, and rhizosphere soil of L. leucocephala increased the mortality and suppressed the germination and growth of several plant species, including weeds and woody plants. Those observations suggest that L. leucocephala is allelopathic and contains certain allelochemicals. Those allelochemicals may release into the rhizosphere soil during decomposition process of the plant residues and root exudation. Several putative allelochemicals such as phenolic acids, flavonoids, and mimosine were identified in L. leucocephala. The species produces a large amount of mimosine and accumulates it in almost all parts of the plants, including leaves, stems, seeds, flowers, roots, and root nodules. The concentrations of mimosine in these parts were 0.11 to 6.4% of their dry weight. Mimosine showed growth inhibitory activity against several plant species, including some woody plants and invasive plants. Mimosine blocked cell division of protoplasts from Petunia hybrida hort. ex E. Vilm. between G1 and S phases, and disturbed the enzyme activity such as peroxidase, catalase, and IAA oxidase. Some of those identified compounds in L. leucocephala may be involved in its allelopathy. Therefore, the allelopathic property of L. leucocephala may support its invasive potential and formation of dense monospecific stands. However, the concentrations of mimosine, phenolic acids, and flavonoids in the vicinity of L. leucocephala, including its rhizosphere soil, have not yet been reported.

Herbicide resistance due to the increasing reliance on herbicides is a near-term challenge for the world’s agriculture. This has led to a desire to develop new herbicides with a novel mode of action, to address resistance in weed species. Lamiaceae, a large dicotyledonous plant family, is very well known for the multitudinous pharmacological and toxicological properties of its member species. Moreover, many species of this family are significant for their allelopathic activity in natural and laboratory settings. Thus, plants in Lamiaceae have the potential to be sources of alternative herbicides. However, gaps in our knowledge need to be addressed prior to adopting these allelopathic activities in agriculture. Therefore, we review the existing state of knowledge about the Lamiaceae family, the reported allelopathic properties of plant extracts, and their isolated allelochemicals under laboratory, greenhouse, and field conditions. In addition, we offer a perspective on existing challenges and future opportunities for adopting the allelopathic properties of Lamiaceae plant species for green agriculture.

Senna garrettiana (Craib) Irwin & Barneby (Fabaceae) is a medicinal plant known to be rich in biologically active compounds that could be exploited to produce bioherbicides. The present study was conducted to explore the allelopathic potential and phytotoxic substances of S. garrettiana. Extracts of S. garrettiana leaves were found to significantly inhibit the growth of Lepidium sativum L. and Echinochloa crus-galli (L.) P. Beauv. (p ≤ 0.05). The phytotoxic substances were isolated and identified as vanillic acid and ferulic acid by bioassay-directed fractionation and spectral data analysis. The two compounds were shown to significantly inhibit the seed germination, seedling growth, and dry biomass of L. sativum. Based on the concentration required for 50% growth inhibition (defined as IC50), the roots of L. sativum were the most sensitive to the compounds, and the inhibitory effect of ferulic acid (IC50 = 0.62 mM) was >1.3 times more potent than that of vanillic acid (IC50 = 0.82 mM). In addition, a mixture of the two compounds (0.3 mM) resulted in synergistic inhibitory activity against the L. sativum roots compared with the individual compounds. These results suggest that the extracts of S. garrettiana leaves and their phytotoxic compounds have potential as candidate natural herbicides.

Monochoria vaginalis (Burm. f.) C. Presl, belonging to the family Pontederiaceae, is an aquatic herbaceous plant, native to temperate and tropical Asia. The species often occurs in paddy fields as a noxious weed in East Asia, and in the USA, and causes a significant reduction in rice production. The objective of the present research was the evaluation of the resistance levels of M. vaginalis against three chemical groups of acetolactate synthase (ALS)-inhibitor herbicides and other two different groups of herbicides, and the investigation of the mutations in the ALS gene of the resistant biotype of M. vaginalis. Herbicide dose–response experiments showed that the resistant biotype of M. vaginalis was highly resistant to bensulfuron-methyl, moderately resistant to bispyribac-sodium, had low resistance to penoxsulam and 2,4-D dimethyl ammonium, and was susceptible to sulfentrazone. The nucleotide sequences of the ALS gene of resistant and susceptible biotypes showed 14 base substitutions, which caused two amino acid substitutions: Val-143-Ile and Val-148-Ile. It is the first report of the substitutions of amino acids Val-143-Ile and Val-148-Ile in ALS protein. Those mutations may give different resistance spectra against three ALS-inhibitor herbicides: bensulfuron-methyl, bispyribac-sodium, and penoxsulam. Further research is needed to elucidate the molecular basis of target-site resistance mechanisms such as the transformation of the ALS gene of M. vaginalis. It is also necessary to evaluate herbicide mixtures and/or the rotation of herbicide sites of action to control the resistant biotype of M. vaginalis.

Allelopathic plants and their related phytotoxic chemicals have been explored as alternatives for environmentally friendly weed management. Dregea volubilis (L.f.) Benth. ex Hook.f., a woody vine, is well-known for its uses in various therapeutic treatments, and several bioactive compounds have been isolated from this species. However, to date, no phytotoxic substances from D. volubilis have been reported. Hence, in this research, we aimed to investigate the allelopathic effect of D. volubilis and characterize its phytotoxic substances. Extracts of D. volubilis exhibited significant inhibitory activity against the seedling growth of Italian ryegrass (Lolium multiflorum Lam.) and cress (Lepidium sativum L.). The extracts were purified through several chromatography steps, yielding two phytotoxic substances, and using spectroscopy, their structures were determined as dehydrovomifoliol and loliolide. The compounds inhibited the Italian ryegrass and cress seedlings with the I50 (concentrations needed for 50% inhibition) values ranging from 0.022 to 0.102 mM, for loliolide and 3.24–4.60 mM, for dehydrovomifoliol. These results suggest that both phytotoxic compounds might be responsible for the allelopathy of D. volubilis, and they may be released into the soil through the decomposition of the D. volubilis leaf and probably act as allelopathic active substances. Therefore, the extracts of D. volubilis and its related phytotoxic compounds may be applied as biological agents for controlling weeds.

Paspalum commersonii (Poaceae) is a herbaceous perennial weed distributed in the tropics and subtropics regions and grows mainly in the moist, or even flooded soil. It often appears in the rice field as a competitive weed and difficult to manage. Its strong competitive nature indicates possible allelopathic potential of P. commersonii. However, no studies have been found yet on the allelopathic activity of P. commersonii. Thus, we investigated the allelopathic potential of this weed and determined its allelopathic substances. Aqueous methanol extracts of P. commersonii showed concentration-dependent inhibitory activity on the seedling growth of cress, alfalfa, rapeseed, lettuce, barnyard grass, foxtail fescue, Italian ryegrass, and timothy. Two substances were isolated through bioassay-guided fractionation and their structures were determined through spectral data as dehydrovomifoliol and loliolide. Dehydrovomifoliol and loliolide started inhibiting the shoot and root growth of cress at concentrations greater than 3 and 0.03 mM, respectively. The concentrations required for 50% inhibition (I50) of cress shoot and root growth were 3.34 and >3.50 mM for dehydrovomifoliol and 0.04 and 0.05 mM for loliolide, respectively. These results indicate that both substances may affect the inhibitory activity of P. commersonii.

Perennial herbaceous Fallopia is native to East Asia, and was introduced to Europe and North America in the 19th century as an ornamental plant. Fallopia has been spreading quickly and has naturalized in many countries. It is listed in the world’s 100 worst alien species. Fallopia often forms dense monospecies stands through the interruption of the regeneration process of indigenous plant species. Allelopathy of Japanese knotweed (Fallopia japonica), giant knotweed (Fallopia sachalinensis), and Bohemian knotweed (Fallopia x bohemica) has been reported to play an essential role in its invasion. The exudate from their roots and/or rhizomes, and their plant residues inhibited the germination and growth of some other plant species. These knotweeds, which are non-mycorrhizal plants, also suppressed the abundance and species richness of arbuscular mycorrhizal fungi (AMF) in the rhizosphere soil. Such suppression was critical for most territorial plants to form the mutualism with AMF, which enhances the nutrient and water uptake, and the tolerance against pathogens and stress conditions. Several allelochemicals such as flavanols, stilbenes, and quinones were identified in the extracts, residues, and rhizosphere soil of the knotweeds. The accumulated evidence suggests that some of those allelochemicals in knotweeds may be released into the rhizosphere soil through the decomposition process of their plant parts, and the exudation from their rhizomes and roots. Those allelochemicals may inhibit the germination and growth of native plants, and suppress the mycorrhizal colonization of native plants, which provides the knotweeds with a competitive advantage, and interrupts the regeneration processes of native plants. Therefore, allelopathy of knotweeds may contribute to establishing their new habitats in the introduced ranges as invasive plant species. It is the first review article focusing on the allelopathy of knotweeds.

To help protect the environment as well as increase agricultural production, the use of synthetic herbicides must be reduced and replaced with plant-based bioherbicides. Elaeocarpus floribundus is a perennial, evergreen, and medium-sized plant grown in different areas of the world. The pharmaceutical properties and various uses of Elaeocarpus floribundus have been reported, but its allelopathic potential has not yet been explored. Thus, we carried out the present study to identify allelopathic compounds from Elaeocarpus floribundus. Aqueous MeOH extracts of Elaeocarpus floribundus significantly suppressed the growth of the tested species (cress and barnyard grass) in a dose- and species-dependent way. The three most active allelopathic substances were isolated via chromatographic steps and characterized as (3R)-3-hydroxy-β-ionone, cis-3-hydroxy-α-ionone, and loliolide. All three substances significantly limited the seedling growth of cress, and the compound (3R)-3-hydroxy-β-ionone had stronger allelopathic effects than cis-3-hydroxy-α-ionone and loliolide. The concentrations of the compounds required for 50% growth inhibition (I50 value) of the cress seedlings were in the range of 0.0001–0.0005 M. The findings of this study indicate that all three phytotoxic substances contribute to the phytotoxicity of Elaeocarpus floribundus.

Metasequoia glyptostroboides Hu et W.C. Cheng is one of the oldest living conifer species, and it has remained unchanged for millions of years compared to its fossils from the Cretaceous period. The species are cultivated in the parks, gardens, and roadsides in many countries. We investigated the allelopathy and allelopathic substances in fallen leaves of M. glyptostroboides. An aqueous methanol extract of the fallen leaves inhibited the growth of cress (Lepidium sativum L.), lettuce (Lactuca sativa L.), alfalfa (Medicago sativa L.), Lolium multiflorum Lam., Phleum pretense L., and Vulpia myuros (L.) C.C.Gmel. The extract was then purified by several chromatographic steps, and two allelopathic substances were isolated and determined by spectral data to be (+)-rhododendrol and 9-epi-blumenol C. The compound inhibited the growth of cress and L. multiflorum. M. glyptostroboides is a deciduous perennial tree, and accumulation of its fallen leaves occur on the soil under the trees. Therefore, those allelopathic substances in the fallen leaves may be liberated into the rhizosphere soil during the decomposition process of fallen leaves and provide a competitive advantage for M. glyptostrob through the growth inhibition of competing plant species nearby. Therefore, M. glyptostroboides is allelopathic, and (+)-rhododendrol and 9-epi-blumenol C may be contribute to the allelopathy.

The global population is increasing day by day. To meet the food demand for such a huge number of people, crop production must increase without damaging the environment, and to prevent synthetic chemical herbicides from polluting the environment, controlling weeds using bioherbicides is essential. Accordingly, using phytotoxic substances obtained from plants for biological weed management has attracted attention. The plant Albizia richardiana possesses phytotoxic compounds that have been previously recorded. Hence, we have conducted this research to characterize more phytotoxic compounds in Albizia richardiana. Aqueous methanolic extracts of Albizia richardiana plant significantly restricted the growth of the examined plants lettuce and Italian ryegrass in a species- and concentration-dependent manner. Three active phytotoxic compounds were isolated through various chromatographic methods and identified as compound 1, 2, and 3. Compound 3 exhibited stronger phytotoxic potentials than the other two compounds and significantly suppressed the growth of Lepidium sativum (cress). The concentration of the compounds required for 50% growth reduction (I50 value) of the Lepidium sativum seedlings ranged between 0.0827 to 0.4133 mg/mL. The results suggest that these three phytotoxic compounds might contribute to the allelopathic potential of Albizia richardiana.

Ludwigia decurrens Walter is a dicotyledonous plant belonging to the family Onagraceae. It is native to Central Eastern USA but has been spreading quickly and has naturalized in aquatic and riparian ecosystems (including rice paddy fields) in many countries; therefore, it is now considered an invasive noxious weed. L. decurrens is highly competitive with rice and causes a significant reduction in rice production. The objective of the present study was to evaluate the efficacy of the herbicide penoxsulam for the control of L. decurrens in rice fields. The seeds of L. decurrens were collected from four villages in Indonesia, and penoxsulam was applied to L. decurrens in seven dosages (0, 2.5, 5, 10, 20, 40, and 80 g a.i. ha−1) 3 weeks after seed sowing. The plant populations from Hegarmanah, Jatisari, and Joho showed complete mortality at the recommended dosage of penoxsulam (10 g a.i. ha−1). However, the plants from Demakan grew, flowered, and produced seeds 56 days after treatment with 40 g a.i. ha−1 of penoxsulam. The resistance index value of the population was 36.06. This is the first report of a penoxsulam-resistant weed from a dicotyledonous plant species and also the first report of a herbicide-resistant population of L. decurrens. The appearance of herbicide-resistant L. decurrens is a serious issue from both an environmental and an economic perspective, especially since protected forest and freshwater ecosystems are located at a short distance from the study area. Further research is needed to evaluate herbicide mixtures and/or the rotation of herbicide action sites. The identification of the penoxsulam-resistance mechanism in L. decurrens is also necessary to develop a herbicide resistance management strategy.

The present study was aimed at investigating the allelopathic effects of a crude extract from Chromolaena odorata (L.) R.M.King and H.Rob. (Siam weed). The effects of 70% crude ethanol extract from the whole plant, leaf, stem, and root on the germination and growth of Echinochloa crus-galli and Amaranthus viridis seedlings were evaluated using Petri-dish tests under laboratory conditions. Crude extracts from the leaf showed the highest inhibitory activity. The leaf extract (OR) was further separated by sequential solvent extraction to provide hexane (HX), ethyl acetate (ET), and butanol (BU) fractions, which were also evaluated using Petri-dish tests. The hexane fraction was significantly the most active; therefore, it was selected for formulation in a concentrated suspension and tested for its herbicidal characteristics. The formulation showed greater early post-emergence than post- and pre-emergence activities, respectively. The physiological mechanism of the formulation was tested against E. crus-galli and showed that chlorophyll a and b and the carotenoid contents of the leaf dramatically decreased when the concentration was increased, suggesting its ability to disrupt the process of photosynthesis. As thiobarbituric acid reactive substances also occurred in the leaf of E. crus-galli, this suggests lipid peroxidation and cell disruption. These results represent the possibility that C. odorata extract contains inhibitory compounds with herbicidal activity and could be used as an early post-emergence herbicide for weed control.

The present study was aimed to determine the allelopathic potential of mango (Mangifera indica L.) leaves and to identify allelopathic substances in the leaves. The aqueous methanol extracts of mango leaves inhibited seedling growth of garden cress, radish, rapeseed, foxtail fescue and crabgrass, and the inhibitory effects increased with the increasing extract concentration, suggesting that mango leaves may contain allelopathic substances. The extract was then purified by several chromatographic runs through a bioassay-directed fractionation, and an growth inhibitory substance was isolated and identified by spectral data as methyl-3,4,5-trihydroxybenzoate (methyl gallate). Methyl gallate at the concentration of 10 mM inhibited 98.6% and 99.8% of root and shoot growth of garden cress relative to the control, respectively, and 94.4% and 49.3% of those of foxtail fescue, respectively. The concentrations of methyl gallate required for 50% growth inhibition (I50) on garden cress roots and shoots were 3.9 and 3.3 mM, and those on foxtail fescue roots and shoots were 1.5 and 9.5 mM, respectively. It is the first report of an allelopathic substance in mango leaves and allelopathic activity of methyl gallate. Therefore, the mango leaves may have potential as a soil additive material for the weed management options.

Lantana camara L. (Verbenaceae) is native to tropical America and has been introduced into many other countries as an ornamental and hedge plant. The species has been spreading quickly and has naturalized in more than 60 countries as an invasive noxious weed. It is considered to be one of the world’s 100 worst alien species. L. camara often forms dense monospecies stands through the interruption of the regeneration process of indigenous plant species. Allelopathy of L. camara has been reported to play a crucial role in its invasiveness. The extracts, essential oil, leachates, residues, and rhizosphere soil of L. camara suppressed the germination and growth of other plant species. Several allelochemicals, such as phenolic compounds, sesquiterpenes, triterpenes, and a flavonoid, were identified in the extracts, essential oil, residues, and rhizosphere soil of L. camara. The evidence also suggests that some of those allelochemicals in L. camara are probably released into the rhizosphere soil under the canopy and neighboring environments during the decomposition process of the residues and as leachates and volatile compounds from living plant parts of L. camara. The released allelochemicals may suppress the regeneration process of indigenous plant species by decreasing their germination and seedling growth and increasing their mortality. Therefore, the allelopathic property of L. camara may support its invasive potential and formation of dense monospecies stands.

Teak (Tectona grandis L.f.) is one of the most valuable timber species, and is cultivated in agroforestry systems in many countries across the tropical and subtropical regions of the world. The species is also one of the most essential trees in home gardens in South Asia due to its wood quality and medicinal value in folk remedies. It is a deciduous tree species, and the amount of litter that falls from teak trees is huge. The decomposition rate of the litter is relatively fast in tropical humid conditions. The interactions between teak and weeds, or crops, under the teak trees have been evaluated in terms of allelopathy. Evidence of allelopathy is documented in the literature over the decades. The leachate and extracts of teak leaves suppress the germination and growth of several other plant species. Phytotoxic substances, such as phenolics, benzofurans, quinones, terpens, apocarotenoids and phenylpropanoids, in the teak leaves, were isolated and identified. Some phytotoxic substances may be released into the soil under teak trees from leaf leachate and the decomposition of the litters, which accumulate by annual leaf fall and can affect the germination and growth of undergrowth plant species as allelopathic substances. The allelopathy of teak is potentially useful for weed management options in agroforestry and other agriculture systems to reduce commercial herbicide dependency. It was also reported that agroforestry systems with teak enhance income through the production of crops and woods, and provide energy efficiency for crop cultivation.

Phytotoxic substances released from plants are considered eco-friendly alternatives for controlling weeds in agricultural production. In this study, the leaves of Afzelia xylocarpa (Kurz) Craib. were investigated for biological activity, and their active substances were determined. Extracts of A. xylocarpa leaf exhibited concentration-dependent phytotoxic activity against the seedling length of Lepidium sativum L., Medicago sativa L., Phleum pratense L., and Echinochloa crus-galli (L.) P. Beauv. Bioassay-guided fractionation of the A. xylocarpa leaf extracts led to isolating and identifying two compounds: vanillic acid and trans-ferulic acid. Both compounds were applied to four model plants using different concentrations. The results showed both compounds significantly inhibited the model plants’ seedling length in a species-dependent manner (p < 0.05). The phytotoxic effects of trans-ferulic acid (IC50 = 0.42 to 2.43 mM) on the model plants were much greater than that of vanillic acid (IC50 = 0.73 to 3.17 mM) and P. pratense was the most sensitive to both compounds. In addition, the application of an equimolar (0.3 mM) mixture of vanillic acid and trans-ferulic acid showed the synergistic effects of the phytotoxic activity against the root length of P. pratense and L. sativum. These results suggest that the leaves of A. xylocarpa and its phytotoxic compounds could be used as a natural source of herbicides.

The allelopathic potential of plant species and their related compounds has been increasingly reported to be biological tools for weed control. The allelopathic potential of Garcinia xanthochymus was assessed against several test plant species: lettuce, rapeseed, Italian ryegrass, and timothy. The extracts of G. xanthochymus leaves significantly inhibited all the test plants in a concentration- and species-specific manner. Therefore, to identify the specific compounds involved in the allelopathic activity of the G. xanthochymus extracts, assay-guided purification was carried out and two allelopathic compounds were isolated and identified as methyl phloretate {3-(4-hydroxyphenyl) propionic acid methyl ester} and vanillic acid (4-hydroxy-3-methoxybenzoic acid). Both of the substances significantly arrested the cress and timothy seedlings growth. I50 values (concentrations required for 50% inhibition) for shoots and roots growth of the cress and timothy were 113.6–104.6 and 53.3–40.5 μM, respectively, for methyl phloretate, and 331.6–314.7 and 118.8–107.4 μM, respectively, for vanillic acid, which implied that methyl phloretate was close to 3- and 2-fold more effective than vanillic acid against cress and timothy, respectively. This report is the first on the presence of methyl phloretate in a plant and its phytotoxic property. These observations suggest that methyl phloretate and vanillic acid might participate in the phytotoxicity of G. xanthochymus extract.