Steroidal alkaloid with unprecedented triheterocyclic architecture

Zhong-Shun Zhou; Yun-Li Zhao; Bin-Yuan Hu; Bei Wang; Ya-Ping Liu; Yan-Yan Zhu; Ying-Jie He; Zhao-Jie Wang; Zhi Dai; Li-Xing Zhao; Xiao-Dong Luo

doi:10.1039/D2CC06073F

Steroidal alkaloid with unprecedented triheterocyclic architecture†

Zhong-Shun Zhou,‡^a Yun-Li Zhao,‡^a Bin-Yuan Hu,^a Bei Wang,^c Ya-Ping Liu,^b Yan-Yan Zhu,^a Ying-Jie He,

^a Zhao-Jie Wang,^a Zhi Dai,^a Li-Xing Zhao^a and Xiao-Dong Luo

*^ab

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* Corresponding authors

^a Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education and Yunnan Province, Yunnan Characteristic Plant Extraction Laboratory, School of Chemical Science and Technology, Yunnan University, Kunming, P. R. China
E-mail: xdluo@ynu.edu.cn

^b State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, P. R. China

^c Key Laboratory of Herbal-Tebitan Drug Screening and Deep Processing of Gansu Province, School of Life Science and Engineering, Lanzhou University of Technology, Lanzhou 730050, P. R. China

Abstract

Veratrazine A (1), a steroidal alkaloid with a unique 6/5/5 triheterocyclic scaffold as the side chain, was isolated from Veratrum stenophyllum, and its structure was established via spectroscopic analyses and X-ray diffraction. A plausible biosynthetic pathway for 1 is proposed. Bioassy exhibits moderate anti-inflammatory activities in vitro and in vivo.

Chemical Communications

Steroidal alkaloid with unprecedented triheterocyclic architecture†

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