One-Step Semisynthesis of a Segetane Diterpenoid from a Jatrophane Precursor via a Diels–Alder Reaction

• DOI: 10.1021/acs.orglett.5b03473
• Publication Date: 2016-01-19T12:33:53Z
• Authors: Luo-Sheng Wan; Li-Dong Shao; Liangbing Fu; Jun Xu; Guo-Lei Zhu; Xing-Rong Peng; Xiao-Nian Li; Yan Li; Ming-Hua Qiu
• Keywords: Semisynthesis; Diels–Alder reaction

A novel segetane diterpenoid (1) and four jatrophane diterpenoids (2–5) were isolated from an acetone extract of Euphorbia peplus. Due to quantity limitations, we prepared 1 via a Diels–Alder reaction, approach motivated by this compound's biosynthetic pathway successfully performed X-ray analysis 1. Furthermore, in vitro activity test, exhibited moderate anti-inflammatory activity, whereas both its precursor (2) the relevant intermediate (2a, IC50 = 1.56 μM) significant activity.