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Chromatographic purification of the ethyl acetate soluble fraction from the methanolic extract ofAtriplex lasianthayielded a new triterpenoid, 7β,15α,16β-trihydroxyolean-12-ene-28,30-dioic acid-3-O-β-d-xylopyranoside (1), along with two known triterpenoids, rotundifolioside I (2) and corchorusin B (3). Structures of the compounds1–3were elucidated through sophisticated NMR studies and high resolution mass spectrometry. The three isolates (1–3) were evaluated for antibacterial, antioxidant, and antiurease activities. Compound2exhibited the best antibacterial activity againstEscherichiacoliwith IC50value of 66.25 μg/ml, whereas, all the tested compounds exhibited antioxidant (IC50values of 68.7–75.4 μg/ml) and antiurease (IC50values of 25.5–49.3 μg/ml) activities, respectively. [ABSTRACT FROM PUBLISHER]

Two new cryptosporioptide-derived polyketides cryptosporioptides A (2) and B (3) were isolated from the extract of endophytic fungus Cryptosporiopsis sp. associated with the shrub, Viburnum tinus. The structures of the isolates were determined through spectral analysis including 1D NMR (1H, 13C) and 2D NMR (HSQC, HMBC, COSY) techniques, HR-FAB-MS and by comparison with the reported data of cryptosporioptide (1). The relative stereochemistry was assigned with the help of NOESY analysis, the molecular model, and comparison of the optical rotation values with the reference compound 1. [ABSTRACT FROM AUTHOR]

Chromatographic purification of ethyl acetate soluble fraction of the methanolic extract of the flowers ofAerva javanicayielded three new acylated flavone glycosides: kaempferol-3-O-β-d-[4‴-E-p-coumaroyl-α-l-rhamnosyl(1 → 6)]-galactoside (1), kaempferol-3-O-β-d-[4‴-E-p-coumaroyl-α-l-rhamnosyl(1 → 6)]-(3″-E-p-coumaroyl)galactoside (2), and kaempferol-3-O-β-d-[4‴-E-p-coumaroyl-α-l-rhamnosyl(1 → 6)]-(4″-E-p-coumaroyl)galactoside (3), along withp-coumaric acid (4), caffeic acid (5), gallic acid (6), eicosanyl-trans-p-coumarate (7), hexadecyl ferulate (8), and hexacosyl ferulate (9). The compounds1–9were characterized using 1D (1H,13C) and 2D NMR (HMQC, HMBC, and COSY) spectroscopy and mass spectrometry (EI-MS, HR-EI-MS, FAB-MS, and HR-FAB-MS) and in comparison with the reported data in the literature. Compound1showed weak inhibitory activity against enzymes, such as acetylcholinesterase, butyrylcholinesterase, and lipoxygenase with IC50values 205.1, 304.1, and 212.3 μM, respectively, whereas compounds2and3were only weakly active against the enzyme acetylcholinesterase. [ABSTRACT FROM PUBLISHER]

Chromatographic separation of the ethyl acetate soluble part of the methanolic extract from Seriphidium stenocephalum yielded three new compounds: stenocepflavone (1), stenocepflavan (2), and stenocephol (3), together with cirsimaritin (4), 5,7,5′-trihydroxy-3′,4′,6-trimethoxyflavone (5), 5,6,7,5′-tetrahydroxy-4′-methoxyflavone (6), and axillaroside (7). All isolates were characterized with the help of spectroscopic data including 1D, 2D NMR, and high resolution mass spectrometry and/or in comparison with the related compounds in literature. All compounds were tested for in vitro enzyme inhibitory activities against acetylcholinesterase, butyrylcholinesterase, and lipoxygenase. Compounds 1 and 4–7 exhibited significant activity against all the tested enzymes, whereas compounds 2 and 3 were found inactive. [ABSTRACT FROM AUTHOR]

Bengalensinone (22β-hydroxylup-12,20-dien-3-one; 1), a new lupane triterpene, and benganoic acid (2), a new apocarotenoid, together with lupanyl acetate, 3-acetoxy-9(11),12-ursandiene, stigmasterol, alpinumisoflavone, 4-hydroxyacetophenone, 4-hydroxybenzoic acid, 4-hydroxymellein, and p-coumeric acid were isolated from the methanolic extract of the aerial roots of Ficus bengalensis. The structures of these compounds were established by the combination of 1D NMR (1H and 13C NMR) and 2D NMR (HMQC, HMBC, and COSY) analyses, and mass spectrometry (EI-MS and HR-EI-MS), and in comparison with literature data of the related compounds. Compounds 1 and 2 displayed inhibitory potential against enzyme cholinesterase in a concentration-dependent manner with IC50 values 194.5 and 154.5 μM for acetylcholinesterase and 224.9 and 120.0 μM for butyrycholinesterase, respectively. [ABSTRACT FROM AUTHOR]

Four new sphingolipids: nudicaulin A [(2S,3S,4R,14E)-2-{[octadecanoyl]amino}tetraeicos-14-ene-1,3,4-triol; 1], nudicaulin B [(2S,3S,4R,14E)-2-{[(2R)-2-hydroxyoctadecanoyl]amino}tetraeicos-14-ene-1,3,4-triol; 2], nudicaulin C [(2S,3S,4R,14E)-2-{[(2R)-2-hydroxyoctadecanoyl]amino}tetraeicos-14-ene-1,3,4-triol-1-O-β-d-glucopyranoside; 3], and nudicaulin D [(2S,3S,4R)-2-{[(2R,3S,12E)-2,3-dihydroxyeicos-12-enoyl]amino}octadecane-1,3,4-triol; 4] together with 1-hexatriacontanol, β-sitosterol, octadecyl 4-hydroxycinnamate, elaidic acid, cholesta-5,22-diene-3,7-diol, oleanolic acid, apigenin, and β-sitosterol 3-O-β-d-glucopyranoside were isolated from the methanolic extract of the whole plant of Launaea nudicaulis. Their structures were elucidated using 1H and 13C NMR spectra and 2D NMR analyses (HMQC, HMBC, and COSY) in combination with mass spectrometry (EI-MS, HR-EI-MS, FAB-MS, and HR-FAB-MS) experiments and comparison with literature data of related compounds. Compounds 1–4 displayed moderate inhibitory potential against enzyme lipoxygenase in concentration-dependent manner with IC50 value ranges 103–193 μM. [ABSTRACT FROM AUTHOR]

Chromatographic purification of the methanolic extract of Plumeria obtusa yielded two new iridoid obtusadoids A (1) and B (2), along with eight known compounds plumieridin A (3), plumieridine (4), 1α-plumieride (5), 15-demethylplumieride (6), rel-(3R,3′S,4R,4′S)-3,3′,4,4′-tetrahydro-6,6′-dimethoxy[3,3′-bi-2H-benzopyran]-4,4′-diol (7), glochiflavanoside B (8), oleanolic acid (9), and methyl coumarate (10). The structures of all the isolates (1–10) were determined by NMR spectroscopy and mass spectrometry. The data of known compounds (3–10) were further compared with the reported data for these compounds. [ABSTRACT FROM PUBLISHER]

Chromatographic purification of the extract of an endophytic fungal culture yielded depsitinuside (1), a new phenolic ester together with ergosterol (2) and (22E,24S)-24-methyl-5-α-cholesta-7,22-diene-3β,5,6β-triol (3). The structure of 1 was elucidated based on 1D, 2D NMR spectroscopy and high-resolution mass spectrometry, whereas the known compounds (2 and 3) were identified by 1H NMR, mass spectrometry, and in comparison with the literature values. Compound 1 was evaluated for its enzyme inhibitory potential against acetylcholinesterase, butyrylcholinesterase and lipoxygenase, and was found inactive (10%–40% inhibition at a concentration of 2 mg/ml). [ABSTRACT FROM AUTHOR]

The variety 'Shukri' is a new hybrid of Citrus sinensis and is frequently grown for its sweet edible fruits in the southern part of Pakistan. The leaves of this hybrid variety have been investigated in search of secondary metabolites for the first time. As a result of chromatographic analysis of the methanolic extract, a new ceramide along with a flavonone glycoside and two steroids has been isolated, which were spectroscopically characterized as (E)-N-(1,3,4,5-tetrahydroxyhexadecan-2-yl)dec-4-enamide (1), atripliside B (2), β-sitosterol (3), and β-sitosterol-3-O-β-D-glucopyranoside (4), respectively. Compound 1 was found to be a new addition in the list of natural products, whereas, to the best of our knowledge, compounds 2-4 have been isolated for the first time from this source. [ABSTRACT FROM AUTHOR]

Species of the genus Phyllanthus are known for their medicinal values and many are explored phytochemically. Some of them produce phthalates which usually have antimicrobial properties. This paper deals with the phytochemical investigation on Phyllanthus muellerianus. As a result, five compounds, bis(2-ethyloctyl)phthalate (1), bis(2-ethylicosyl)phthalate (2), 3-friedelanone (3), β-sitosterol (4), and methyl gallate (5), have been isolated and characterized. Metabolites 1 and 2 are new compounds, while 3-5 have been isolated for the first time from this source. Structures of all the isolates were established on the basis of MS, 1D and 2D NMR spectral data and in comparison with the reported data. [ABSTRACT FROM AUTHOR]