Abstract
Three new betulinic acid derivatives, 3beta-O-trans-feruloylbetulinic acid (1), 3beta-O-cis-feruloylbetulinic acid (2), and 3beta-O-cis-coumaroylbetulinic acid (4), along with two known triterpenes, 3beta-O-trans-coumaroylbetulinic acid (3) and ursolic acid (6) were isolated from the leaves and twigs of Strychnos vanprukiiCraib. All isolates showed moderate anti-HIV activity with IC50 values ranging from 3 to 7 microg/mL (5 to 15 microM) in an indicator cell line for HIV infectivity. The structures of the new isolates were elucidated by spectroscopic techniques including 1D and 2D NMR spectroscopy. In addition, the structure of 1 was confirmed by X-ray crystallography.
Publication types
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Anti-HIV Agents / chemistry
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Anti-HIV Agents / isolation & purification*
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Anti-HIV Agents / pharmacology
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Antineoplastic Agents, Phytogenic / chemistry
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Antineoplastic Agents, Phytogenic / isolation & purification*
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Antineoplastic Agents, Phytogenic / pharmacology
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Betulinic Acid
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Crystallography, X-Ray
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Drug Screening Assays, Antitumor
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Humans
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Inhibitory Concentration 50
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Molecular Structure
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Pentacyclic Triterpenes
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Plant Leaves / chemistry
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Plants, Medicinal / chemistry*
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Stereoisomerism
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Strychnos / chemistry*
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Triterpenes / chemistry
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Triterpenes / isolation & purification*
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Triterpenes / pharmacology
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Tumor Cells, Cultured
Substances
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Anti-HIV Agents
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Antineoplastic Agents, Phytogenic
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Pentacyclic Triterpenes
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Triterpenes
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Betulinic Acid