Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (3): 679-687.DOI: 10.6023/cjoc201909036 Previous Articles     Next Articles


解天珍a,b, 赵云丽b, 马伟光c, 王易芬b, 于浩飞a, 王蓓b, 魏鑫b, 黄之镨c, 朱培凤b, 刘亚平b, 罗晓东a,b   

  1. a 云南大学化学科学与工程学院药学院 教育部自然资源药物化学重点实验室 昆明 650091;
    b 中国科学院昆明植物研究所 植物化学与西部植物资源持续利用国家重点实验室 昆明 650201;
    c 云南中医药大学 昆明 650500
  • 收稿日期:2019-09-26 修回日期:2019-11-02 发布日期:2020-04-02
  • 通讯作者: 刘亚平, 罗晓东;
  • 基金资助:

Anti-Inflammatory Indole Alkaloids from the Stems of Kopsia officinalis

Xie Tian-Zhena,b, Zhao Yun-Lib, Ma Wei-Guangc, Wang Yi-Fenb, Yu Hao-Feia, Wang Beib, Wei Xinb, Huang Zhi-Puc, Zhu Pei-Fengb, Liu Ya-Pingb, Luo Xiao-Donga,b   

  1. a Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education and Yunnan Province, School of Chemical Science and Technology, Yunnan University, Kunming 650091;
    b State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201;
    c Yunnan University of Traditional Chinese Medicine, Kunming 650500
  • Received:2019-09-26 Revised:2019-11-02 Published:2020-04-02
  • Supported by:
    Project supported by the Yunnan Major Science and Technology Project (No. 2019ZF003), the National Key Research and Development Program of China (No. 2017YFC1704007) and the National Natural Science Foundation of China (Nos. 31872676, 31500292).

Seven new monoterpenoid indole alkaloids, kopsiofficines A~G, together with twenty known alkaloids, were isolated from the stems of Kopsia officinalis. Their structures were elucidated on the basis of extensive spectroscopic methods. The anti-inflammatory activities of all alkaloids were evaluated on lipopolysaccharide (LPS)-stimulated RAW 264.7 cells by the inhibiting the production of IL-1β, PGE2 and TNF-α. Among them, kopsiofficines A (1), kopsiofficines B (2), kopsiofficines D (4), kopsiofficines F (6), kopsiofficines G (7), 12-methoxykopsine (11), kopsinoline (15), (-)-N-methoxycarbonyl-11,12-methylenedioxykopsinaline (16), kopsinine (18) and kopsinic acid (20) exhibited significant anti-inflammatory activity, which were comparable to that of dexamethasone. The results supposed that the acetonyl group at C-5 of monoterpenoid indole alkaloids play an important role in their anti-inflammatory activity.

Key words: Kopsia officinalis, kopsiofficines A~G, anti-inflammatory, monoterpenoid indole alkaloids