ABSTRACT
Objective: To isolate and identify the terpenoids from the aerial parts of Gendarussa vulgaris. Methods: The 95% EtOH extract of the aerial parts of G. vulgaris were isolated and purified by silica gel, Sephadex LH-20, reversed-phase ODS, macroporous adsorption resin AB-8 and semi-preparative high performance liquid chromatography. The compound structures were identified by physicochemical properties and spectroscopic data. Results: Ten terpenoids were identified as gvterpennoid A (1), 4,4,14α- trimethylpregn-8-en-3β,20α-diol (2), betulone (3), ergosterol endoperoxide (4), ursolic acid (5), oleanolic acid (6), 3β-hydroxyl- 11α,12α-epoxy olean-28,13β-lactone (7), sweroside (8), loganin (9), and dehydromorroniaglycone (10). Conclusion: Compound 1 is a new triterpene, named gvterpennoid A. Compound 2 is a new natural product, and its 13C- and 1H-NMR chemical shifts were first completely assigned on the basis of 1D and 2D NMR spectroscopic evidence. Compounds 3-5, 7-10 are isolated from Gendarussa genus for the first time.
ABSTRACT
Objective: To study the chemical constituents of aerial part of Gendarussa vulgaris. Methods: The compounds were separated and purified by silica gel column chromatography, ODS and Sephadex LH-20 chromatography and semi-preparative HPLC. Base on HR-ESI-MS, NMR, and other spectral data, their structures were identified. Results: A total of 17 compounds were isolated from the EtOAc fraction of 95% ethanol extract and identified as 24-norchol-5-en-3β-ol (1), dihydrobetulic acid (2), betulinic acid (3), 3-hydroxy-30-nor-20-oxo-28-lupanoic acid (4), 6-hydroxy-7,8-dimethoxycoumarin (5), 6,7-dimethoxycoumarin (6), 5,6,7- trimethoxycoumarin (7), 6,7,8-trimethoxycoumarin (8), syringaresinol-4-O-β-D-glucopyranoside (9), 4-O-caffeoylquinic acid methyl ester (10), N-trans-feruloyl tyramine (11), N-(2-hydroxy-3-phenylpropyl) acetamide (12), 3-O-caffeoylquinic acid methyl ester (13), 3,5-O-dicaffeoylquinic acid methyl ester (14), p-E-coumarin quinic acid methyl ester (15), 3,4,5-O-tricaffeoyl quinic acid methyl ester (16) and 1'S*,4'R*-8-(4'-hydroxy-2',6',6'-trimethylcyclohex-2-enyl)-6-methyloct-3E,5E,7E-trien-2-one (17). Conclusion: Compounds 1 and 2 are new natural products. All Compounds are isolated from this plant for the first time except compound 6. Besides, all compounds are screened for anti-inflammatory activity and compounds 2, 3, 11, 13, and 17 have NO release inhibiting activities on LPS-induced RAW 264.7 macrophage cells with IC50 values of (30.91 ± 0.50), (44.66 ± 0.56), (17.67 ± 0.57), (28.45 ± 0.67) and (20.79 ± 0.24) μmol/L, respectively.
ABSTRACT
Objective To study the chemical constituents of Gendarussa vulgaris. Methods The chemical constituents were isolated and purified with silica column chromatography and gel chromatography, etc. Their structures were identified by physico- chemical properties and various spectroscopic methods including NMR spectrum, MS, UV, etc. Results A total of 16 compounds were isolated and elucidated as daucosterol (1), 6″-O-acetylisavitexin (2), 9,10-dihydroxy-4,7-megastigmadien-3-one (3), 22E,24R-ergosta- 7,22-diene-3β,5α,6β,9α-tetraol (4), isorhamnetin (5), quercetin (6), eleutheroside E (7), gusanlung A (8), gusanlung B (9), betulin (10), isovitexin-2″-O-rhamnoside (11), isovitexin (12), genkwanin (13), apigenin (14), quercetin 3-O-β-D-glucuronide (15), and 2-(4-hydroxy-3-methoxyphenyl)-3-(2-hydroxy-5-methoxyphe-nyl)-3-oxo-1-propanol (16). Conclusion Compounds 3, 5, 11, 12 and 15 are isolated from G. vulgaris for the first time. Compound 2, 4, 13, and 16 are isolated from the plant of genus for the first time.