Abstract
Thirteen new heterodimeric ent-kauranoids, bistenuifolins A-M (1-13), were isolated from the aerial parts of Isodon tenuifolius. The constituent units of compounds 1-6 were linked by a six-membered dihydropyran ring, while those of compounds 7-11 were joined by a rare single carbon-carbon bond (C-16→C-17'). The constituent units of 12 and 13 were linked via an unusual cyclobutane moiety. The structures of these metabolites were established via spectrometric analyses, and the absolute configurations of 1 and 4 were defined by single-crystal X-ray diffraction. Selected compounds were evaluated for their cytotoxicity against a small panel of human tumor cell lines; bistenuifolin B (2) exhibited weak inhibitory effects.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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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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Crystallography, X-Ray
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Diterpenes, Kaurane / chemistry
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Diterpenes, Kaurane / isolation & purification*
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Diterpenes, Kaurane / pharmacology
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Drug Screening Assays, Antitumor
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Drugs, Chinese Herbal / chemistry
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Drugs, Chinese Herbal / isolation & purification*
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Drugs, Chinese Herbal / pharmacology
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Humans
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Isodon / chemistry*
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Plant Components, Aerial / chemistry
Substances
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Antineoplastic Agents, Phytogenic
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Diterpenes, Kaurane
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Drugs, Chinese Herbal
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bistenuifolin B