Abstract
Three new lanostane-type triterpenoids (1-3) were isolated from the bark of Abies sachalinensis along with a known compound (4). The structures of 1-4 were characterized by spectroscopic methods including NMR and MS. Compound 4 and some derivatives were tested for inhibitory effects on in vitro DNA topoisomerases I and II and found to be selective catalytic inhibitors of topoisomerase II activity with IC(50) values in the range 43-76 microM.
MeSH terms
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Abies / chemistry*
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Catalysis
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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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Inhibitory Concentration 50
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Japan
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Lanosterol / analogs & derivatives
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Lanosterol / chemistry
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Lanosterol / isolation & purification*
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Lanosterol / pharmacology
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Mass Spectrometry
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Methylation
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Oxidation-Reduction
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Plant Bark / chemistry
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Stereoisomerism
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Topoisomerase I Inhibitors*
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Topoisomerase II Inhibitors*
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Triterpenes / chemistry
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Triterpenes / isolation & purification*
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Triterpenes / pharmacology
Substances
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3,4-seco-17,14-friedo-9H-lanosta-4(28),6,8(14)-trien-26,23-olid-3-oic acid
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3-oxolanosta-9betaH-7-en-24S,25-diol
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Enzyme Inhibitors
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Topoisomerase I Inhibitors
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Topoisomerase II Inhibitors
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Triterpenes
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methyl-3,4-seco-9H-lanosta-4(28),7-dien-26,23-olid-3-oate
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Lanosterol