Norbisabolane-type sesquiterpenoid derivatives, benzofuran lignans and a phenolic glycoside from the roots of Glochidion wilsonii Hutch

Ruixi Gao; Xuan Xu; Hao Sun; Zhijian Cao; Rui Chen; Xiaomei Zeng; Faju Chen; Maochuan Liao; Jun Li; Jing Yu Liu

doi:10.1016/j.phytochem.2022.113447

Norbisabolane-type sesquiterpenoid derivatives, benzofuran lignans and a phenolic glycoside from the roots of Glochidion wilsonii Hutch

Phytochemistry. 2022 Dec:204:113447. doi: 10.1016/j.phytochem.2022.113447. Epub 2022 Sep 22.

Authors

Ruixi Gao¹, Xuan Xu², Hao Sun¹, Zhijian Cao¹, Rui Chen¹, Xiaomei Zeng¹, Faju Chen³, Maochuan Liao⁴, Jun Li⁵, Jing Yu Liu⁶

Affiliations

¹ College of Life Science and Technology, Huazhong University of Science and Technology, Wuhan, 430074, China.
² Institute of Neuroscience, State Key Laboratory of Neuroscience, Center for Excellence in Brain Science and Intelligence Technology, Chinese Academy of Sciences, Shanghai, 200031, China.
³ Key Laboratory of Plant Genetics and Germplasm Innovation in Three Gorges Region / Center for Biotechnology Research of China, Three Gorges University, Yichang, Hubei Province, 443002, China.
⁴ School of Pharmacy, South-Central University for Nationalities, Wuhan, 430074, China.
⁵ School of Pharmacy, South-Central University for Nationalities, Wuhan, 430074, China. Electronic address: lijun-pharm@hotmail.com.
⁶ Institute of Neuroscience, State Key Laboratory of Neuroscience, Center for Excellence in Brain Science and Intelligence Technology, Chinese Academy of Sciences, Shanghai, 200031, China. Electronic address: liujy@ion.ac.cn.

PMID: 36152724
DOI: 10.1016/j.phytochem.2022.113447

Abstract

Three highly oxygenated norbisabolane sesquiterpenoid glycosides (glochiwilsonosides A-C), five benzofuran lignans (glochiwilsonises A-E) and a phenolic glycoside (glochiwilsophe-noside), together with forty-one known compounds, were isolated from the roots of Glochidion wilsonii Hutch. The chemical structures of the compounds were identified by spectroscopic methods and previous literature data. Glochiwilsonoside A displayed anti-proliferative activity on A-549 and RAW 264.7 cell lines with an IC₅₀ value of 34.5 ± 0.9 μM and CC₅₀ value of 16.0 ± 0.9 μM, respectively. Twenty-three known compounds were reported from the genus Glochidion for the first time, and the chemotaxonomic characteristics of the isolated compounds were also summarized. The bisabolane/norbisabolane-type sesqui-terpenoid derivatives could be used as chemotaxonomic markers for G. wilsonii.

Keywords: Benzofuran lignan; Chemotaxonomic significance; Euphorbiaceae; Glochidion wilsonii Hutch; Norbisabolane-type sesquiterpenoid glycoside; Phenolic glycoside; Structure elucidation.