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A crotofolane-type diterpenoid and a rearranged nor-crotofolane-type diterpenoid with a new skeleton from the stems of Croton cascarilloides
Authors:Susumu Kawakami  Hideaki Otsuka  Takakazu Shinzato  Masatoshi Kawahata
Institution:a Department of Pharmacognosy, Graduate School of Biomedical Sciences, Hiroshima University, 1-2-3 Kasumi, Minami-ku, Hiroshima 734-8553, Japan
b Subtropical Field Science Center, Faculty of Agriculture, University of the Ryukyus, 1 Senbaru, Nishihara-cho, Nakagami-gun, Okinawa 903-0213, Japan
c Faculty of Pharmacy, Yasuda Women’s University, 8-13-1 Yasuhigashi, Asaminami-ku, Hiroshima 731-0153, Japan
d Department of Analytical Chemistry, Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Kagawa, 1314-1 Shido, Sanuki City, Kagawa 769-2193, Japan
Abstract:From the stems of Croton cascarilloides collected in the Okinawa Islands, a structurally rare crotofolane-type diterpenoid (1) and a rearranged nor-crotofalane, a new skeletal diterpenoid (2) were isolated. The structures were determined by X-ray crystallographic analyses, establishing their absolute stereostructures for the first time. Compound 2 was probably biosynthesized from 1 through several steps, such as decarboxylation, oxidation, C-C bond migration.
Keywords:Croton cascarilloides  Euphorbiaceae  Crotofolane  Diterpenoid
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