Artemlavanins A and B from Artemisia lavandulaefolia and Their Cytotoxicity Against Hepatic Stellate Cell Line LX2

doi:10.1007/s13659-020-00254-0

应用天然产物 ›› 2020, Vol. 10 ›› Issue (4): 243-250.DOI: 10.1007/s13659-020-00254-0

Artemlavanins A and B from Artemisia lavandulaefolia and Their Cytotoxicity Against Hepatic Stellate Cell Line LX2

Cheng Shen^1,2,3, Xiao-Yan Huang^1,2, Chang-An Geng^1,2, Tian-Ze Li^1,2, Shuang Tang^1,2,3, Li-Hua Su^1,2,3, Zhen Gao^1,2,3, Xue-Mei Zhang^1,2, Jing Hu^1,2, Ji-Jun Chen^1,2,3

State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China

收稿日期:2020-04-27 修回日期:2020-06-15 出版日期:2020-08-24 发布日期:2020-08-19
通讯作者: Ji-Jun Chen
基金资助:
This work was supported by the Yunnan Wanren Project (YNWR-KJLJ-2019-002), the Program of Yunling Scholarship, the Reserve Talents of Young and Middle-aged Academic and Technical Leaders in Yunnan Province, and the Youth Innovation Promotion Association, CAS (2013252).

Artemlavanins A and B from Artemisia lavandulaefolia and Their Cytotoxicity Against Hepatic Stellate Cell Line LX2

Cheng Shen^1,2,3, Xiao-Yan Huang^1,2, Chang-An Geng^1,2, Tian-Ze Li^1,2, Shuang Tang^1,2,3, Li-Hua Su^1,2,3, Zhen Gao^1,2,3, Xue-Mei Zhang^1,2, Jing Hu^1,2, Ji-Jun Chen^1,2,3

State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China

Received:2020-04-27 Revised:2020-06-15 Online:2020-08-24 Published:2020-08-19
Contact: Ji-Jun Chen
Supported by:
This work was supported by the Yunnan Wanren Project (YNWR-KJLJ-2019-002), the Program of Yunling Scholarship, the Reserve Talents of Young and Middle-aged Academic and Technical Leaders in Yunnan Province, and the Youth Innovation Promotion Association, CAS (2013252).

摘要/Abstract

摘要： Two new sesquiterpenoids, artemlavanins A (1) and B (3), together with fifteen known compounds (2 and 4-17) were isolated from the EtOH extract of Artemisia lavandulaefolia. The structures of new compounds were elucidated by extensive spectroscopic analyses (HRESIMS, 1D and 2D NMR) and ECD calculations. Compound 1 was a sesquiterpenoid lactone possessing a rearranged eudesmane skeleton; compounds 2-5, 6-8, 9 and 10-12 belonged to the eudesmane, guaiane, oppositane and farnesane sesquiterpenoids, respectively; compounds 13-17 were the phenyl derivatives with a 4-hydroxy-acetophenone moiety. Twelve compounds (1-3, 5-7, 10-12, 14, 15 and 17) displayed cytotoxicity against hepatic stellate cell line LX2 (HSC-LX2) with IC₅₀ values ranging from 35.1 to 370.3 μM. Compounds 2, 7, 10-12 and 17 exhibited the stronger cytotoxicity than silybin (IC₅₀, 169.6 μM) with IC₅₀ values of 82.1, 35.1, 95.0, 83.8, 81.6 and 90.1 μM. Compound 7 as the most active one showed significant inhibition on the deposition of human collagen type I (Col I), human hyaluronic acid (HA) and human laminin (HL) with IC₅₀ values of 10.7, 24.5 and 13.3 μM.

关键词: Artemisia lavandulaefolia, Sesquiterpenoids, Artemlavanins, Cytotoxicity, HSC-LX2

Abstract: Two new sesquiterpenoids, artemlavanins A (1) and B (3), together with fifteen known compounds (2 and 4-17) were isolated from the EtOH extract of Artemisia lavandulaefolia. The structures of new compounds were elucidated by extensive spectroscopic analyses (HRESIMS, 1D and 2D NMR) and ECD calculations. Compound 1 was a sesquiterpenoid lactone possessing a rearranged eudesmane skeleton; compounds 2-5, 6-8, 9 and 10-12 belonged to the eudesmane, guaiane, oppositane and farnesane sesquiterpenoids, respectively; compounds 13-17 were the phenyl derivatives with a 4-hydroxy-acetophenone moiety. Twelve compounds (1-3, 5-7, 10-12, 14, 15 and 17) displayed cytotoxicity against hepatic stellate cell line LX2 (HSC-LX2) with IC₅₀ values ranging from 35.1 to 370.3 μM. Compounds 2, 7, 10-12 and 17 exhibited the stronger cytotoxicity than silybin (IC₅₀, 169.6 μM) with IC₅₀ values of 82.1, 35.1, 95.0, 83.8, 81.6 and 90.1 μM. Compound 7 as the most active one showed significant inhibition on the deposition of human collagen type I (Col I), human hyaluronic acid (HA) and human laminin (HL) with IC₅₀ values of 10.7, 24.5 and 13.3 μM.

Key words: Artemisia lavandulaefolia, Sesquiterpenoids, Artemlavanins, Cytotoxicity, HSC-LX2

Cheng Shen, Xiao-Yan Huang, Chang-An Geng, Tian-Ze Li, Shuang Tang, Li-Hua Su, Zhen Gao, Xue-Mei Zhang, Jing Hu, Ji-Jun Chen. Artemlavanins A and B from Artemisia lavandulaefolia and Their Cytotoxicity Against Hepatic Stellate Cell Line LX2[J]. 应用天然产物, 2020, 10(4): 243-250.

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Artemlavanins A and B from Artemisia lavandulaefolia and Their Cytotoxicity Against Hepatic Stellate Cell Line LX2

Artemlavanins A and B from Artemisia lavandulaefolia and Their Cytotoxicity Against Hepatic Stellate Cell Line LX2

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