Publication: New labdane-type diterpenoids from Croton oblongifolius and their cytotoxic activity
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Issued Date
2005-04-01
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ISSN
03855414
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2-s2.0-33744474346
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Mahidol University
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SCOPUS
Bibliographic Citation
Heterocycles. Vol.65, No.4 (2005), 809-822
Suggested Citation
Chaiyo Chaichantipyuth, Amorn Petsom, Pagorn Taweechotipatr, Nongnuj Muangsin, Narongsak Chaichit, Songchan Puthong, Sophon Roengsumran, Masatoshi Kawahata, Toshiko Watanabe, Tsutomu Ishikawa New labdane-type diterpenoids from Croton oblongifolius and their cytotoxic activity. Heterocycles. Vol.65, No.4 (2005), 809-822. doi:10.3987/COM-05-10327 Retrieved from: https://repository.li.mahidol.ac.th/handle/123456789/16447
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Title
New labdane-type diterpenoids from Croton oblongifolius and their cytotoxic activity
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Abstract
Eight new labdane-type diterpenoids (1-3) and (5-9) and hardwickiic acid(4), a clerodane, were isolated from the stem bark of Croton oblongifolius. Their structures were established to be 3-oxygenated ent-manoyl oxide derivatives with a 8,13-epoxytricyclic ring system and hydroxylabdandienes on the basis of spectroscopic and X-Ray crystallographic analysis. The absolute stereochemistry of the core labdane skeleton was deduced to be (5S,8S,9S,10R,13S) from the X-Ray crystallographic analysis of the p-bromobenzoate of ent-3α-hydroxymanoyl oxide (3) and mutual chemical correlation. Cytotoxicity of these compounds was tested against a panel of human tumor cell lines. © 2005 The Japan Institute of Heterocyclic Chemistry.