Przewalskone: a cytotoxic adduct of a danshenol type terpenoid and an icetexane diterpenoid via hetero-Diels–Alder reaction from Salvia przewalskii

Gang Xu; Xing-Wei Yang; Chun-Yan Wu; Xiao-Nian Li; Jia Su; Xu Deng; Yan Li; Hong-Bo Qin; Li-Xin Yang; Qin-Shi Zhao

doi:10.1039/C2CC30405H

Przewalskone: a cytotoxic adduct of a danshenol type terpenoid and an icetexane diterpenoidvia hetero-Diels–Alder reaction from Salvia przewalskii†

Gang Xu,*^a Xing-Wei Yang,^a Chun-Yan Wu,^a Xiao-Nian Li,^a Jia Su,^a Xu Deng,^a Yan Li,^a Hong-Bo Qin,^a Li-Xin Yang^a and Qin-Shi Zhao^a

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* Corresponding authors

^a State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, P. R. China
E-mail: xugang008@mail.kib.ac.cn
Tel: + 86-871-5217971

Abstract

Przewalskone (1), an unprecedented adduct of two different terpenoid units via a hetero-Diels–Alder cycloaddition, was isolated from the roots of Salvia przewalskii. The structure and absolute configurations were elucidated by extensive analysis of NMR spectra and crystal X-ray diffractions. Compound 1 exhibited significant cytotoxicities against five human cancer lines in vitro (IC₅₀ 0.69–2.35 μM).

Chemical Communications

Przewalskone: a cytotoxic adduct of a danshenol type terpenoid and an icetexane diterpenoidvia hetero-Diels–Alder reaction from Salvia przewalskii†

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Przewalskone: a cytotoxic adduct of a danshenol type terpenoid and an icetexane diterpenoid via hetero-Diels–Alder reaction from Salvia przewalskii

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