Abstract
Three new bidesmosidic saponins (1-3) and a new ursane triterpenoid, 2α,3β,11α,23-tetrahydroxyurs-12-en-28-oic acid (4), along with seven known compounds, were isolated from a methanolic extract of the leaves of Symplocos lancifolia. The bidesmosidic saponins were found to possess the same sugar unit part, composed of two β-d-glucose moieties and one α-l-rhamnose moiety, linked to maslinic acid, arjunolic acid, and asiatic acid, respectively. Their structures were elucidated by interpretation of their 1D and 2D NMR spectra and completed by analysis of the HRESIMS data. The antibacterial activity of the isolated triterpenoids was evaluated against Staphylococcus aureus, Enterococcus faecalis, Escherichia coli, and Pseudomonas aeruginosa, and several showed activity against Gram-positive bacteria.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Anti-Bacterial Agents / chemistry
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Anti-Bacterial Agents / isolation & purification*
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Anti-Bacterial Agents / pharmacology
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Enterococcus faecalis / drug effects
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Escherichia coli / drug effects
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Magnoliopsida / chemistry*
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Microbial Sensitivity Tests
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Plant Leaves / chemistry
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Pseudomonas aeruginosa / drug effects
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Saponins / chemistry
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Saponins / isolation & purification*
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Saponins / pharmacology
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Staphylococcus aureus / drug effects
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Triterpenes / chemistry
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Triterpenes / isolation & purification*
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Triterpenes / pharmacology
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Vietnam
Substances
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11alpha-hydroxyasiatic acid
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3-O-(beta-D-glucopyranosyl)-28-O-(alpha-L-rhamnopyranosyl-(1-2)-beta-D-glucopyranosyl)arjunolic acid
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3-O-(beta-D-glucopyranosyl)-28-O-(alpha-L-rhamnopyranosyl-(1-2)-beta-D-glucopyranosyl)asiatic acid
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3-O-(beta-D-glucopyranosyl)-28-O-(alpha-L-rhamnopyranosyl-(1-2)-beta-D-glucopyranosyl)maslinic acid
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Anti-Bacterial Agents
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Saponins
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Triterpenes
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arjunolic acid
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maslinic acid