Crotofolane-Type Diterpenoids, Crotocascarins L–Q, and a Rearranged Crotofolane-Type Diterpenoid, Neocrotocascarin, from the Stems of Croton cascarilloides

Susumu Kawakami; Masanori Inagaki; Katsuyoshi Matsunami; Hideaki Otsuka; Masatoshi Kawahata; Kentaro Yamaguchi

doi:10.1248/cpb.c16-00500

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Crotofolane-Type Diterpenoids, Crotocascarins L–Q, and a Rearranged Crotofolane-Type Diterpenoid, Neocrotocascarin, from the Stems of Croton cascarilloides

Susumu Kawakami, Masanori Inagaki, Katsuyoshi Matsunami, Hideaki Otsuka , Masatoshi Kawahata, Kentaro Yamaguchi

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Keywords: Croton cascarilloides, Euphorbiaceae, crotofolane, crotocascarin, neocrotocascarin

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2016 Volume 64 Issue 10 Pages 1492-1498

DOI https://doi.org/10.1248/cpb.c16-00500

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Abstract

From the stems of Croton cascarilloides, further crotofolane-type diterpenoids, named crotocascarins L–Q (1–6), and a rearranged one (7), named neocrotocascarin were isolated. Their structures were elucidated from spectroscopic evidence. Also, the structures of crotocascarin O (4) and neocrotocascarin (7) were determined by X-ray crystallographic analyses. As a result, neocrotocascarin (7) was found to possess a new carbon framework. A plausible mechanism for the formation of neocrotocascarin (7) is also discussed.

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