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Chamaejasnoids A-E,一种具有 5/6/7 桥环系统的 2,3-裂环古芸烯倍半萜和相关代谢产物,来自瑞香狼毒 Stellera chamaejasme L.

Chamaejasnoids A-E, a 2,3-seco-guaiane sesquiterpenoid with a 5/6/7 bridged ring system and related metabolites from Stellera chamaejasme L.

机构信息

College of Pharmacy, Jinan University, Guangzhou 510632, China.

State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100050, China.

出版信息

Fitoterapia. 2022 Apr;158:105171. doi: 10.1016/j.fitote.2022.105171. Epub 2022 Mar 11.

Abstract

Sixteen guaiane-type sesquiterpenoids were isolated from Stellera chamaejasme L. Among them, chamaejasnoids A-F (1-5) are new compounds. 1 represents the first example of 2,3-seco-guaiane sesquiterpenoid with a 5/6/7 bridged ring system. 2 is a unique 2-nor-guaiane sesquiterpenoid. A plausible biosynthetic pathway for 1 was proposed, involving a Baeyer-Villiger oxidation and a non-enzymatic intramolecular transesterification. 5 exhibited a selective cytotoxicity against HCT8 cell line with an IC of 11.82 ± 2.89 μM.

摘要

从瑞香狼毒 Stellera chamaejasme L. 中分离得到 16 个愈创木烷型倍半萜。其中,chamaejasnoids A-F(1-5)为新化合物。1 代表了第一个具有 5/6/7 桥环系统的 2,3-桥接愈创木烷型倍半萜。2 是一个独特的 2-去甲愈创木烷型倍半萜。提出了 1 的可能生物合成途径,涉及 Baeyer-Villiger 氧化和非酶分子内酯交换反应。5 对 HCT8 细胞系表现出选择性细胞毒性,IC 为 11.82 ± 2.89 μM。

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