Abstract
The crude ethanolic extract of Nauclea latifolia yielded five known compounds, strictosamide (1), naucleamides A (2), naucleamide F (3), quinovic acid-3-O-beta-rhamnosylpyranoside (4), and quinovic acid 3-O-beta-fucosylpyranoside (5). Microbial reactions, using a whole cell culture of Rhizopus circinans on compound (1), yielded three analogues, 10-hydroxystrictosamide (6), 10-beta-glucosyloxyvincoside lactam (7) and 16,17-dihydro-10-beta-glucosyloxyvincoside lactam (8). Compounds 1-8 were identified with the aid of extensive NMR spectral studies. Compound 8 was found to be a new metabolite. Compounds 1-8 exhibited different levels of anti-GST and anti-fungal activities.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Antifungal Agents / chemistry
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Antifungal Agents / isolation & purification*
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Antifungal Agents / pharmacology
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Carbolines / chemistry
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Carbolines / isolation & purification*
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Carbolines / pharmacology
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Enzyme Inhibitors / chemistry
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Enzyme Inhibitors / isolation & purification*
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Enzyme Inhibitors / pharmacology
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Glutathione Transferase / antagonists & inhibitors*
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Glutathione Transferase / metabolism
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Microbial Sensitivity Tests
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Nuclear Magnetic Resonance, Biomolecular
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Plant Extracts / chemistry
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Plant Extracts / isolation & purification
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Plant Extracts / pharmacology*
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Plant Roots / chemistry
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Rhizopus / drug effects*
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Rhizopus / growth & development
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Rubiaceae / chemistry*
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Spectrometry, Mass, Fast Atom Bombardment
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Spectrophotometry, Ultraviolet
Substances
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Antifungal Agents
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Carbolines
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Enzyme Inhibitors
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Plant Extracts
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Glutathione Transferase