Cytotoxic Guaianolide Sesquiterpenoids from Ainsliaea fragrans

J Nat Prod. 2021 Sep 24;84(9):2568-2574. doi: 10.1021/acs.jnatprod.1c00587.

Ning Ding ¹, Junyang Wang ¹, Jian Liu ¹, Youjuan Zhu ¹, Shurong Hou ², Huimin Zhao ¹, Yisheng Yang ³, Xiabin Chen ², Lihong Hu ¹, Xiachang Wang ¹

Affiliations

1 Jiangsu Key Laboratory for Functional Substances of Chinese Medicine, Nanjing University of Chinese Medicine, Nanjing210023, People's Republic of China.
2 Key Laboratory of Elemene Class Anti-Cancer Chinese Medicine of Zhejiang Province, Engineering Laboratory of Development and Application of Traditional Chinese Medicine from Zhejiang Province, Holistic Integrative Pharmacy Institutes (HIPI), Hangzhou Normal University, Hangzhou311121, People's Republic of China.
3 Jiangxi Institute for Drug Control, Nanchang330029, People's Republic of China.

PMID: 34496568 DOI: 10.1021/acs.jnatprod.1c00587

Abstract

Twelve guaianolide-type sesquiterpene oligomers with diverse structures were isolated from the whole Plants of Ainsliaea fragrans, including a novel trimer (1) and two new dimers (2, 3). The chemical structures of the new compounds were elucidated through spectroscopic data interpretation and computational calculations. Ainsfragolide (1) is an unusual guaianolide sesquiterpene trimer generated with a novel C-C linkage at C_2'-C_15″, which may be biosynthesized prospectively through a further Michael addition. Cytotoxicity results showed that ainsfragolide (1) was the most potent compound against five Cancer cell lines with IC₅₀ values in the range of 0.4-8.3 μM.

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