Phytochemical study on the methanol extract of the leaves of Phyllanthus reticulatus led to the isolation of two new compounds, phyllanretiosides A (1) and B (2) together with ten known ones (3-12). Their chemical structures were determined by HR-ESI-MS, NMR, and ECD spectra in comparison with the literature. Three ellagitannins, phyllanretioside A (1), corilagin (3), and phyllanthusiin C (4) inhibited lipopolysaccharide(LPS)-induced nitric oxide production in RAW 264.
View Article and Find Full Text PDFPhytochemical investigation of the methanol extract of the aerial parts of Lysimachia laxa led to the isolation of four new oleanane-type saponins, lysimosides A-D (1-4) and one known compound, lysimachigenoside B (5). Their structures were elucidated using a combination of HR-ESI-MS, 1D and 2D-NMR spectral data, chemical methods, and comparison with previous literature. The cytotoxic activity of these compounds was evaluated against human lung cancer (A-549) and human breast cancer (MCF-7) cell lines.
View Article and Find Full Text PDFBiosci Biotechnol Biochem
September 2024
Seven new oleanane-type triterpene saponins, lysimaponins A-G, were isolated from aerial parts of Lysimachia laxa Baudo. Their chemical structures have been elucidated by analysis of spectroscopic and chemical methods. All compounds were evaluated for their antibacterial effects against Microcystis aeruginosa, Vibrio parahaemolyticus, V.
View Article and Find Full Text PDFEight furostanol glycosides including five undescribed compounds, named tribufurostanosides A-E (1-5), and three known ones (6-8) were isolated from the fruits of Tribulus terrestris L. Their chemical structures were determined by the IR, HR-ESI-MS, 1D-, and 2D-NMR spectra. Furostanols 1-8 significantly inhibited nitric oxide production in LPS activated RAW 264.
View Article and Find Full Text PDFis a species of mushroom with high nutritional value that is used mainly as food in tropical countries. Phytochemical study of led to the isolation of an undescribed compound, named as hericium VN (), together with nine known compounds, 1-(2-formyl-1-pyrrolyl)butanoic acid (), herierin III (), 5'-(methylthio)adenosine (), adenosine (), nicotinic acid (), (22,24)-5,8-epidioxyergosta-6,9(11),22-trien-3-ol (), 5,8-peroxycerevisterol (), (22,24)-5,8-epidioxy-egosta-6,22-diene 3---D-glucopyranoside (), and cerevisterol () based on extensive analyses of HR-ESI-MS, 1D and 2D NMR spectra. The absolute configuration of compound was determined by experimental combined with calculated electronic circular dichroism spectra.
View Article and Find Full Text PDFA phytochemical study of the aerial parts of Piper mutabile C. DC. revealed seven undescribed compounds [two (2-7')-neolignans and five polyoxygenated cyclohexene glycosides] and six known propenylcatechol derivatives.
View Article and Find Full Text PDFTwo undescribed triterpenes, syzyfolium A (1) and syzyfolium B (2), together with twelve known compounds, terminolic acid (3), actinidic acid (4), piscidinol A (5), threo-dihydroxydehydrodiconiferyl alcohol (6), lariciresinol-4-O-β-D-glucoside (7), icariol A (8), 14β,15β-dihydroxyklaineanone (9), garcimangosone D (10), (+)-catechin (11), myricetin-3-O-α-L-rhamnopyranoside (12), quercitrin (13), and 3, 4, 5-trimethoxyphenyl-(6'-O-galloyl)-O-β-D-glucopyranoside (14) were isolated from the leaves of Syzygium myrsinifolium. Their chemical structures were determined by IR, HR-ESI-MS, 1D and 2D NMR spectra. Compounds 3 and 4 inhibited significantly α-glucosidase with IC values of 23.
View Article and Find Full Text PDFFour previously undescribed compounds named phyllancosides A and B (1 and 2), and phyllancochines A and B (3 and 4) together with ten known compounds (5-14) were isolated from the aerial parts of Phyllanthus cochinchinensis Spreng. Their chemical structures were elucidated on the basis of comprehensive analysis of IR, HR-ESI-MS, 1D and 2D NMR spectra. The absolute configurations of 1 and 2 were determined by electronic circular dichroism (ECD) spectra.
View Article and Find Full Text PDFAphanapolystachones A-C (1-3), three undescribed sesquiterpene-diterpene heterodimers, were obtained from the fruits of Aphanamixis polystachya. Their structures and absolute configurations were identified by extensive analysis of HR-ESI-MS, NMR, experimental and TD-DFT calculated ECD spectra. The biosynthetic pathway of them was also proposed, which is produced by key intermolecular Diels-Alder [4 + 2]-cycloaddition reaction between a guaiane sesquiterpene and an acyclic diterpene.
View Article and Find Full Text PDFSeven steroidal saponins including three new 16,23-cyclocholestanes (1-3) and one new pregane (4) were isolated from the roots of Dracaena cambodiana Pierre ex Gagnep. Their chemical structures were elucidated to be (23R,25R)-26-O-β-D-glucopyranosyl-16,23-cyclocholesta-5,17(20)-dien-22-one-3β,16α,26-triol-3-O-α-L-rhamnopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→3)]-β-D-glucopyranoside (1), (23R,25R)-26-O-β-D-glucopyranosyl-16,23-cyclocholesta-5,17,20(22)-trien-3β,22,26-triol-3-O-α-L-rhamnopyranosyl-(1→3)-β-D-glucopyranoside (2), (23R,25R)-16,23-cyclocholesta-5,16,20(22)-trien-3β,22,26-triol-3-O-α-L-rhamnopyranosyl-(1→3)-β-D-glucopyranoside (3), 3β-[(O-α-L-rhamnopyranosyl-(1→3)-[α-L-rhamnopyranosyl-(1→2)]-β-D-gluco-pyranosyl)oxy]-pregna-5,17(20)-diene-16-one-20-carboxylic acid 4''''-O-β-D-glucopyranosylisopentyl ester (4), cambodianoside A (5), diosbulbiside C (6), and diosbulbiside D (7), by IR, HR-ESI-MS, 1D and 2D NMR spectra. Compounds 1 and 4-7 inhibited nitric oxide (NO) production in lipopolysaccharide activated RAW 264.
View Article and Find Full Text PDFVitex trifolia L. is a medicinal plant and widely distributed in the northern mountainous areas of Vietnam. Phytochemical study on the fruits of this plant led to the isolation of nine iridoid derivatives (1-9) including three undescribed compounds (1-3).
View Article and Find Full Text PDFPhytochemical study on the methanol extract of Aglaia odorata leaves resulted in the isolation of four previously undescribed compounds, including three 2,9-deoxyflavonoids and one flavonol-diamide [3 + 2] adduct, and 13 known compounds. The chemical structures of the four undescribed compounds were elucidated on the basis of their IR, HR-ESI-MS, 1D and 2D NMR, and ECD spectra. The results revealed an unprecedented 2,9-deoxyflavonoid framework, which was confirmed by TD-DFT, ECD, and GIAO C-NMR calculations using sorted training set methods.
View Article and Find Full Text PDFA phytochemical investigation of the methanolic extract of aerial parts of the led to the isolation of two new lignan glycosides, acaniliciosides A and B ( and ), together with ten known compounds (-). The structures of isolated compounds were elucidated based on HR-ESI-MS, 1D and 2D NMR spectroscopic data. The absolute configurations of two new compounds were established by CD spectra.
View Article and Find Full Text PDFA new megastigmane glycoside, (3,47-megastigma-5,7-diene-9-one-3,4-diol 3-D-apiofuranosyl-(1→2)--D-glucopyranoside () and a new cyanogenic glycosyl derivative, ()-2-(6'rosmarinoyl--D-glucopyranosyloxy)-phenylacetonitrile () were isolated from the methanol extract of the together with twelve known compounds, 1-D-glucopyranosyl-2-hydroxy-4-allylbenzene (), citrusin C (), 1,2-di-D-glucopyranosyl-4-allylbenzene (), manglieside B (), 4-allyl-2-hydroxyphenyl 1-D-apiofuranosyl-(1→6)--D-glucopyranoside (), (-)-isolariciresinol 3α--D-glucopyranoside (), 7,8-threo-4,7,9-trihydroxy-3,3'-dimethoxy-84'-neolignan-9'-D-glucopyranoside (), 7,8-threo-4,7,9,9'-tetrahydroxy-3-methoxy-84'-neolignan-9'-D-glucopyranoside (), cedrusin-4-D-glucopyranoside (), icariside E (), everlastoside L () and rosmarinic acid (). Their chemical structures were elucidated on the basic of extensive 1D and 2D-NMR experiments, as well as their mass spectroscopic data. The absolute configurations of the compounds and were successfully indicated by both theoretical and calculated CD spectra.
View Article and Find Full Text PDFThree new rotenoids, named derieliptosides A-C (-), were isolated from the stems of (Wall.) Benth. Their structures were determined by HR-ESI-MS and NMR spectroscopic methods.
View Article and Find Full Text PDFThree new furostane saponins, ramofurosides A-C (1-3), and two known saponins, fistulosaponin B (4) and (25R)-26-O-β-D-glucopyranosyl-1β,3β,26-trihydroxyfurosta-5,20(22)-diene-1-O-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranoside (5) were isolated from the methanol extract of Allium ramosum seeds. Their structures were identified based on spectroscopic evidence and comparison with those reported in the literature. All compounds were evaluated for reduction of lipid accumulation in HepG2 cell lines.
View Article and Find Full Text PDFThree new isomalabaricanes (1-3), a new α-pyrone derivative (4), together with four known isomalabaricane analogs rhabdastrellin G (5), isogeoditin A (6), stelliferin A (7), and (13)-isogeoditin A (8) were isolated from the marine sponge . Their chemical structures were determined by HR-ESI-MS, 1D and 2D-NMR spectroscopic data analysis. The absolute configurations were identified by Mo(OAc) induced ECD spectra and TD-DFT theoretical calculated ECD spectra.
View Article and Find Full Text PDFThree new glycosides, named as saurobaccioside A (), saurobaccioside B (), saurobaccioside C (), together with five known magastigmanes, canangaionoside (), (6,9)-roseoside (), cucumegastigmane I (), icariside B5 (), linarionoside A () were isolated from the whole plant of (L.) Airy Shaw. Their structures were established by extensive spectroscopic analysis (UV, IR, HR-ESI-MS and NMR) and by comparison of the spectral data with those reported in the literature.
View Article and Find Full Text PDFIn a search for anti-inflammatory activity in resources from Vietnamese mangroves, we found that a methanolic extract from the leaves of Calophyllum inophyllum (CIL) showed significant anti-inflammatory effects in vitro. Using various chromatographic techniques, we subsequently isolated 12 compounds (1-12) from a methanolic extract of CIL, including two novel compounds (1-2). The inhibitory effects of these compounds on lipopolysaccharide-induced nitric oxide (NO) production in RAW264.
View Article and Find Full Text PDFUsing various chromatographic separations, three new acylated flavonoid glycosides, namely barringosides G-I (-), were isolated from the water-soluble extract of branches and leaves. The structure elucidation was performed by extensive analysis of the 1D and 2D NMR and HR-QTOF-MS data. Of the isolated compounds, barringoside I () showed moderate inhibitory effects on LPS-induced NO production in RAW264.
View Article and Find Full Text PDFChem Pharm Bull (Tokyo)
November 2018
Seven anthraquinones including two new compounds namely capillasterquinones A and B (1 and 2) and one new butenolide namely capillasterolide (8) were isolated and structurally elucidated from the crinoid Capillaster multiradiatus. The inhibitory effect of compounds 1-8 on lipopolysaccharide (LPS)-induced nitric oxide (NO) production as well as inhibition of 1 on expressions of inducible nitric oxide synthase (iNOS) and cyclooxygenase 2 (COX-2) proteins in RAW264.7 cells were also evaluated.
View Article and Find Full Text PDFUsing various chromatographic separation techniques, ten flavonoid glycosides, including six new compounds namely barringosides A-F (1-6), were isolated from a methanol extract of the Barringtonia acutangula leaves. The structure elucidation was confirmed by spectroscopic analyses, including 1D and 2D NMR, and HR ESI MS. Their inhibitory effects on LPS-induced NO production in RAW264.
View Article and Find Full Text PDFTwo new pyrrole oligoglycosides, plancipyrrosides A and B (1 and 2), were isolated from methanol extract of the Vietnamese starfish Acanthaster planci using various chromatographic procedures. Their structures were elucidated by spectroscopic methods including one and two dimensional (1D- and 2D)-NMR and Fourier transform ion cyclotron resonance (FT-ICR)-MS. The finding of 1 and 2 represents the third case of pyrrole oligoglycosides obtaining reported to date.
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