Cytotoxic sesquiterpenoid dimers from the resin of Commiphora myrrha Engl

Chao-Chao Wang; Nai-Yun Liang; Hui Xia; Rong-Ye Wang; Yun-Feng Zhang; Hui-Xia Huo; Yun-Fang Zhao; Yue-Lin Song; Jiao Zheng; Peng-Fei Tu; Jun Li

doi:10.1016/j.phytochem.2022.113443

Cytotoxic sesquiterpenoid dimers from the resin of Commiphora myrrha Engl

Phytochemistry. 2022 Dec:204:113443. doi: 10.1016/j.phytochem.2022.113443. Epub 2022 Sep 20.

Authors

Affiliations

¹ Modern Research Center for Traditional Chinese Medicine, School of Chinese Materia Medica, Beijing University of Chinese Medicine, Beijing, 100029, People's Republic of China.
² Modern Research Center for Traditional Chinese Medicine, School of Chinese Materia Medica, Beijing University of Chinese Medicine, Beijing, 100029, People's Republic of China. Electronic address: pengfeitu@163.com.
³ Modern Research Center for Traditional Chinese Medicine, School of Chinese Materia Medica, Beijing University of Chinese Medicine, Beijing, 100029, People's Republic of China. Electronic address: drlj666@163.com.

PMID: 36169037
DOI: 10.1016/j.phytochem.2022.113443

Abstract

Seven undescribed sesquiterpenoid dimers, commiphomyrones A - G, together with three known analogs, were isolated from the resin of Commiphora myrrha Engl.. The structures of the undescribed compounds were elucidated based on a comprehensive analysis of spectroscopic data (NMR, UV, IR, and MS), and the absolute configurations were defined by comparing the experimental and calculated ECD spectra as well as by performing X-ray crystallographic analysis. All the isolated dimeric sesquiterpenoids feature a 7-oxabicyclo [2.2.1] hept-2-ene moiety formed by the [4 + 2] cycloaddition of two sesquiterpenoids. Commiphomyrones C and G and commiphoratone D showed cytotoxic activity against the HGC-27 cell line with IC₅₀ values of 22.76, 25.01, and 27.51 μM, respectively.

Keywords: Burseraceae; Commiphomyrones A – G; Commiphora myrrha Engl.; Cytotoxicity; Sesquiterpenoid dimers.