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Org Lett. 2019 Jun 7;21(11):4128-4131. doi: 10.1021/acs.orglett.9b01315. Epub 2019 May 14.

Euphorkanlide A, a Highly Modified Ingenane Diterpenoid with a C24 Appendage from Euphorbia kansuensis.

Author information

1
School of Pharmaceutical Sciences , Sun Yat-sen University , Guangzhou , Guangdong 510006 , People's Republic of China.
2
College of Pharmaceutical Sciences , Zhejiang University , Hangzhou , Zhejiang 310058 , People's Republic of China.

Abstract

Euphorkanlide A (1), a highly modified ingenane diterpenoid with a C24 appendage forming an additional hexahydroisobenzofuran-fused 19-membered macrocyclic bis-lactone ring system was isolated from the roots of Euphorbia kansuensis. Its structure was determined by extensive spectroscopic analysis and quantum-chemical calculations. Compound 1 showed significant cytotoxicities against a panel of cancer cell lines (IC50s < 5 μM). Mechanistic study revealed that 1 could induce the generation of ROS, leading to cell cycle arrest and cell apoptosis in drug-resistant cancer cell line HCT-15/5-FU.

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