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Headspace solid-phase microextraction combined with gas chromatography/mass spectrometry is one of the strongest tools for comprehensive analysis of volatile compounds and has been used to analyze aromatic components of mango and investigate its varietal characteristics. In this study, profiling of aroma compounds in 17 mango cultivars, grown in the same green house to exclude the effect of environmental factors, was conducted and the patterns were subjected to principal component analysis (PCA) to identify the relationship between the aroma components and cultivars. Fifty-nine different volatile constituents were detected from the blends of these 17 mango cultivars. The cultivars were divided into 4 clusters using PCA based on the volatile components determined in the study. Aiko was found to mainly contain δ-3-carene and showed a composition more similar to its pollen parent, Irwin, than to its seed parent, Chiin Hwang No. 1.

During the course of Citrus unshiu fruit cultivation, large amounts of plant material including pruned leaves, thinned-out flowers and unripe fruit are obtained; these materials are generally considered unusable and discarded as plant wastes. We have previously attempted to establish an effective use of such plant wastes as beneficial natural resources and found that a methanolic extract of pruned Citrus leaves (CUL-ext) exhibited inhibitory activity against porcine pancreatic lipase. In this study, we sought to identify further the effective uses of C. unshiu plant wastes by determining the lipase inhibitory activity of methanolic extracts of thinning out flowers (CUF-ext) and unripe fruit (CUUF-ext). We accordingly found that the inhibitory activity of CUF-ext was superior to that of CUUF-ext and comparable to that previously observed using CUL-ext. Fractionation of CUF-ext and CUUF-ext, followed by chromatographic analyses, revealed that the pancreatic lipase inhibitory activities of these extracts could be attributed, at least in part, to the flavonoids hesperidin, nobiletin, narirutin and rutin. On the basis of present findings, we propose that, in addition to pruned Citrus leaves, the thinned-out flowers and unripe fruit of C. unshiu are natural resources which are suitable for preparing constituents with lipase inhibitory activity.

In this study, we aimed to identify the utility of pruned mango (Mangifera indica ‘Irwin’) leaves as a resource for ingredients with antioxidant activity. Firstly, we examined the antioxidant activity of extracts obtained from the pericarps, flesh, flowers, barks, seeds, young dark reddish brown leaves (YDL-ext), young yellow leaves (YYL-ext), and pruned old dark green leaves (OML-ext) obtained from ‘Irwin’ mango. Among them, methanolic extract of flower and OML-ext showed the most potent 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging and superoxide dismutase (SOD)-like activity. The flesh extract showed weak DPPH radical scavenging activity, but did not show SOD-like activity. Secondly, we investigated the relationship between the maturation of leaves and their antioxidant activity by considering the contents of their two active polyphenolic components, 3-C-β-D-glucosyl-2,4,4’,6-tetrahydroxybenzophenone (1) and mangiferin (2), in addition to chlorophyll (3) and anthocyanins represented by cyanidin-3-O-glucoside (4). The DPPH radical scavenging activity of YDL-ext, YYL-ext and OML-ext were mainly attributable to 1, 2 and 3, whereas their SOD-like activity was partly attributable to 2. The DPPH radical scavenging and SOD-like activities of YDL-ext and YYL-ext were attributable to 1 and 2. These activities were also due to anthocyanins whose content is highest in YDL-ext. Considering the amounts of leaves obtained from pruning, old dark green leaves may be a reasonable natural resource for preparing cosmetics and/or supplemental ingredients with health-enhancing properties, antioxidant activity and inhibitory effect on AGEs formation and pancreatic lipase.

As a part of our ongoing research to find novel functions in mango leaves, we have reported that the methanolic extract of pruned old dark green mango leaf (Mangifera indica ‘Irwin’) exhibited inhibitory effects on the formation of advanced glycation end products (AGEs) in nonenzymatic glycation of albumin. The purpose of this study was to find other mango cultivars with more potent activity in this regard. We examined the inhibitory effect of seventeen mango (Mangifera indica) cultivar leaf extracts on AGEs formation. We also investigated the relationship between the inhibitory activity of the extracts and the contents of their active components, 3-C-β-D-glucosyl-2,4,4’,6-tetrahydroxybenzophenone (1), mangiferin (2) and chlorophyll (3). On the basis of the evaluation of the inhibitory activity of mango cultivar leaf extracts, the HPLC determination of the contents of 1 and 2, and the spectrophotometric determination of 3, it was found that almost all extract showed a significant activity, and the content of 2 and 3 detected in each was similar. In contrast, AGEs formation inhibition tended to be higher as the content of 1 in the leaf extracts increased. This is the first report of phytochemical analysis of compounds 1, 2 and 3 in various cultivars of mango leaf. From the phytochemical point of view, these results suggest that the pruned leaves of any cultivar of Mangifera indica except ‘Chiin Hwang No. 1’ and ‘Kyo Savoy’ may be useful for the preparation of natural ingredients with inhibitory activity of AGEs formation.

In the cultivation of Citrus fruit, pruning in late winter after harvest is important to obtain excellent flower buds in the next spring and a rich harvest of superior fruit in the following winter; a large number of pruned leaves are usually discarded. The purpose of this study was to determine the utility value of pruned leaves of Citrus unshiu. A methanol extract of pruned C. unshiu leaves showed a porcine pancreatic lipase inhibitory activity. Fractionation of C. unshiu leaf extract (CUL-ext) followed by bibliographic and chromatographic analyses revealed that a part of the pancreatic lipase inhibitory activity of CUL-ext was attributable to nobiletin (1), rutin (2), and hesperidin (3). Thus, pruned C. unshiu leaves may be a reasonable natural resource for the preparation of ingredients with lipase inhibitory activity.

The objective of this study was to examine the effects of Morinda citrifolia (noni) extract and its constituents on α-melanocyte stimulating hormone (α-MSH)-stimulated melanogenesis in cultured murine B16 melanoma cells (B16 cells). A 50% ethanolic extract of noni seeds (MCS-ext) showed significant inhibition of melanogenesis with no effect on cell proliferation. MCS-ext was more active than noni leaf and fruit flesh extracts. Activity guided fractionation of MCS-ext led to the isolation of two lignans, 3,3'-bisdemethylpinoresinol (1) and americanin A (2), as active constituents. To elucidate the mechanism of melanogenesis inhibition by the lignans, α-MSH-stimulated B16 cells were treated with 1 (5 μM) and 2 (200 μM). Time-dependent increases of intracellular melanin content and tyrosinase activity, during 24 to 72 h, were inhibited significantly by treatment with the lignans. The activity of 1 was greater than that of 2. Western blot analysis suggested that the lignans inhibited melanogenesis by down regulation of the levels of phosphorylation of p38 mitogen-activated protein kinase, resulting in suppression of tyrosinase expression.

The 50% ethanolic extract (CH-ext) obtained from the unripe fruit of Citrus hassaku exhibited significant tyrosinase inhibitory activity. The CH-ext showed antioxidant activity, such as superoxide dismutase (SOD)-like activity and 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging activity. Activity-guided fractionation of the CH-ext indicated that flavanone glycoside-rich fractions showed potent tyrosinase inhibitory activity. Further examination revealed that the tyrosinase inhibitory activity and antioxidant activity of the CH-ext were attributable to naringin and neohesperidin, respectively. The CH-ext showed inhibition of melanogenesis without any effects on cell proliferation in cultured murine B16 melanoma cells after glucosamine exposure. The topical application of the CH-ext to the dorsal skin of brownish guinea pigs showed in vivo preventive effects against UVB-induced pigmentation.

The purpose of this study was to examine an inhibitory effect of mango lea f extracts on advanced glycation end products (AGEs) formation and to identify these active ingredients, and also to investigate a relationship between leaves maturation and the inhibitory activity. A methanolic extract of old dark green mango leaf extract (OML-ext) exhibited an inhibitory activity of AGEs formation in nonenzymatic glycation of albumin. The inhibitory activity of OML-ext was attributable to 3-C- β - D -glucosyl-2,4,4’,6-tetrahydroxybenzophenone ( 1 ), mangiferin ( 2 ) and chlorophyll. Inhibitory effect of young dark reddish brown mango leaf extract (YDL-ext) on AGEs formation was similar to that of OML-ext. The inhibitory activity of YDL-ext was attributable to 1 and 2 , in addition, a part of the the activity of YDL-ext due to anthocyanins whose content is highest in young dark reddish brown mango leaves. Considering the amounts of leaves obtained from pruning, old dark green leaves may be a reasonable natural resource for the preparation of ingredients with inhibitory activity of AGEs formation.

The purpose of this study was to search edible ripe Citrus fruits which are applicable for functional food materials as juice, tea and/or jam with sweet taste and rich aroma. A fifty percent ethanolic extract (CMR-ext) obtained from the edible ripe fruit of Citrus madurensis exhibited an inhibitory activity of antigen-induced degranulation in anti-dinitrophenyl (DNP) IgE antibody sensitized rat basophilic leukemia (RBL) -2H3 cells. The inhibitory effect of the CMR-ext on degranulation in RBL-2H3 cells was attributable to 3’,5’-di-C-β-glucopyranosylphloretin (1) which is a constituent of C. madurensis. The effect of 1 on Akt and mitogen-activated protein kinases (MAPK) phosphorylation was examined in RBL-2H3 cells. Western blot analysis revealed that 1 (50 μM) inhibited the degranulation by suppression of Akt and p38 phosphorylation.

The objective of this study was to identify pancreatic lipase inhibitory active ingredients of mango leaves, and to examine a relationship between leaves maturation and pancreatic lipase inhibitory activity. A methanolic extract of old dark green mango leaves (OML-ext) showed a porcine pancreatic lipase inhibitory activity. The pancreatic lipase inhibitory activity of OML-ext was attributable to 3-C-β-D-glucosyl-2,4,4’,6-tetrahydroxybenzophenone (2) and mangiferin (1). The pancreatic lipase inhibitory activity of young mango leaf extract was superior to that of old leaf extract. It was suggested that the activity is correlated with the content of 2 in these extract. Considering the amounts of leaves obtained from pruning, old dark green leaves may be a reasonable natural resource for the preparation of ingredients with lipase inhibitory activity.

In Oriental countries, such as China, Korea and Japan, a female beauty criterion since ancient times has been a face with fair skin, and the admiration of women with young, healthy, bright and fair skin has created a whitening cosmetics market. The color of human skin and hair is determined by a number of factors. Biosynthesis of the melanin pigment, namely melanogenesis, is the most important factor. Melanogenesis is a multistage process involving melanin synthesis, melanin transport, and melanosome release. Tyrosinase is one of the key enzymes in the melanin biosynthetic pathway. Abnormal deposition of the melanin pigment causes hyperpigmentary disorders. From natural sources, a number of ingredients with an inhibitory effect on melanin hyperpigmentation have been found, and some of them were developed as cosmetic agents and over the counter (OTC) drugs in Oriental countries. On the other hand, some medicinal chemists have recently paid a lot of attention to inhibitors of melanin production to prevent hyperpigmentary disorders such as melasma, freckles and age spots. To develop novel and useful cosmetic agents, supplements, functional foods and OTC drugs, we have continued to research regulators of melanin production from natural sources since 1980. We describe here our screening strategy and studies on targeted melanin hyperpigmentation inhibitors from natural plant sources, e.g. Umbelliferae, Ericaceae, Rubiaceae, Piperaceae and Rutaceae plants. Interesting findings originating from the screening results are also described.

Kaempferia parviflora (KP), a Zingiberaceae plant, is used as a folk medicine in Thailand for the treatment of various symptoms, including general pains, colic gastrointestinal disorders, and male impotence. In this study, the inhibitory activities of KP against xanthine oxidase (XOD) were investigated. The extract of KP rhizomes showed more potent inhibitory activity (38% at 500 µg/ml) than those of the other Zingiberaceae plants tested. Ten methoxyflavones were isolated from the KP extract as the major chemical components and their chemical structures were elucidated by X-ray crystallography. The structurally confirmed methoxyflavones were subjected to the XOD inhibitory test. Among them, 3,5,7,4',5'-pentamethoxyflavone and 3',4',5,7-tetramethoxyflavone showed inhibitory activities (IC(50) of 0.9 and >4 mM, respectively) and their modes of inhibition are clarified as competitive/non-competitive mixed type. To the best of our knowledge, this is the first report to present the inhibitory activities of KP, 3,5,7,4',5'-pentamethoxyflavone and 3',4',5,7-tetramethoxyflavone against XOD.

The enhancement of blood fluidity may lead to improvements in skin problems resulting from unsmooth circulation or blood stagnation. Since a 50% ethanolic extract (CH-ext) obtained from unripe Citrus hassaku fruits may be a useful ingredient in skin-whitening cosmetics, the present study was designed to examine the effect of CH-ext on blood fluidity. CH-ext concentration-dependently inhibited in vitro collagen-induced rabbit platelet aggregation and in vitro polybrene-induced rat erythrocyte aggregation. The CH-ext showed in vitro fibrinolysis activity in fibrin plate assay. Activity-guided fractionation of the CH-ext using antiplatelet activity, inhibitory activity of erythrocyte aggregation, and fibrinolysis activity revealed that these activities of CH-ext were attributable to naringenin-7-glycoside (prunin). Successive oral administration of CH-ext to rats inhibited the lipopolysaccharide (LPS)-induced decrease of blood platelets and fibrinogen, and LPS-induced increase of fibrin degradation products (FDP) in LPS-induced disseminated intravascular coagulation (DIC) model rats. Effects of CH-ext on blood fluidity were analyzed by a micro channel array flow analyzer (MC-FAN). Preventive oral administration of CH-ext to rats showed dose-dependent reduction of the passage time of whole blood flow of the DIC model rats in comparison with that of the vehicle control rats. These results imply that CH-ext may have effects which improve effects on blood fluidity.

Oral administration of a methanolic extract of Piper nigrum leaf (PN-ext, 50, 200 and 500 mg/kg) showed a potent dose-dependent inhibition of dinitrofluorobenzene (DNFB)-induced cutaneous reaction at 1 h [immediate phase response (IPR)] after and 24 h [late phase response (LPR)] after DNFB challenge in mice which were passively sensitized with anti-dinitrophenyl (DNP) IgE antibody. Ear swelling inhibitory effect of PN-ext (50, 200 and 500 mg/kg, per os (p.o.)) on very late phase response (vLPR) in the model mice was significant but weaker than that on IPR. Oral administration of PN-ext (50, 200 and 500 mg/kg for 7 d) inhibited picryl chloride (PC)-induced ear swelling in PC sensitized mice. PN-ext exhibited in vitro inhibitory effect on compound 48/80-induced histamine release from rat peritoneal mast cells. Two lignans of PN-ext, (-)-cubebin (1) and (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin (2), were identified as major active principles having histamine release inhibitory activity.

In our research program for discovering novel skin-whitening materials, screening of extracts from flowers of some Prunus species was performed using an anti-tyrosinase assay. Among the tested plants, the flowers of P. persica showed the most potent inhibitory activity. In addition, P. persica also showed suppression of melanogenesis in B16 rat melanoma cells. The active principles of tyrosinase inhibition and suppression of melanogenesis were revealed to be an afzelin (3- O-α-L-rhamnosylkaempferol) and a flavanone, naringenin. The mechanism of the anti-melanogenesis effect of these two compounds was disclosed, for the first time, as the suppression of the expression of tyrosinase protein, which was controlled by the inhibition of phosphorylation of p38 MAPK. These findings show that these compounds could be candidates for the novel molecular target for a skin-whitening agent.