Euphopias G - J, macrocyclic diterpenes with anti-zika virus activity from Euphorbia helioscopia L

Xiong Qiu; Ying-Jie Jiang; Yong-Xiang Huang; Wen-Hui Pang; Ze-Kai Wu; Ya-Ling Zhou; Rui Li; De-Wen Bi; Bin Cheng; Wei-Lie Xiao; Chang-Bo Zheng; Xiao-Li Li

doi:10.1016/j.fitote.2023.105614

Euphopias G - J, macrocyclic diterpenes with anti-zika virus activity from Euphorbia helioscopia L

Fitoterapia. 2023 Sep:169:105614. doi: 10.1016/j.fitote.2023.105614. Epub 2023 Jul 16.

Authors

Xiong Qiu¹, Ying-Jie Jiang², Yong-Xiang Huang², Wen-Hui Pang¹, Ze-Kai Wu¹, Ya-Ling Zhou¹, Rui Li¹, De-Wen Bi¹, Bin Cheng¹, Wei-Lie Xiao³, Chang-Bo Zheng⁴, Xiao-Li Li⁵

Affiliations

¹ Key Laboratory of Medicinal Chemistry for Natural Resource of Ministry of Education, Yunnan Characteristic Plant Extraction Laboratory, Yunnan Research & Development Center for Natural Products, School of Chemical Science and Technology, and School of Pharmacy, State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, Yunnan University, Kunming 650500, China.
² School of Pharmaceutical Science and Yunnan Key Laboratory of Pharmacology for Natural Products, Kunming Medical University, Kunming, Yunan 650500, China.
³ Key Laboratory of Medicinal Chemistry for Natural Resource of Ministry of Education, Yunnan Characteristic Plant Extraction Laboratory, Yunnan Research & Development Center for Natural Products, School of Chemical Science and Technology, and School of Pharmacy, State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, Yunnan University, Kunming 650500, China. Electronic address: xiaoweilie@ynu.edu.cn.
⁴ School of Pharmaceutical Science and Yunnan Key Laboratory of Pharmacology for Natural Products, Kunming Medical University, Kunming, Yunan 650500, China. Electronic address: zhengchangbo@kmmu.edu.cn.
⁵ Key Laboratory of Medicinal Chemistry for Natural Resource of Ministry of Education, Yunnan Characteristic Plant Extraction Laboratory, Yunnan Research & Development Center for Natural Products, School of Chemical Science and Technology, and School of Pharmacy, State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, Yunnan University, Kunming 650500, China. Electronic address: lixiaoli@ynu.edu.cn.

PMID: 37463646
DOI: 10.1016/j.fitote.2023.105614

Abstract

Four new diterpenoids (1-4) and sixteen known diterpenoids (5-20) were purified from the whole plant of Euphorbia helioscopia L. Compounds 1 and 2 were rhamofolane diterpenoids with a 5/7/6 tricyclic systems, compound 3 was a lathyranes diterpenoid, and compound 4 was a jathophanes diterpenoid. The isolated compounds were tested for their cytotoxicity and anti-Zika virus properties, and compounds 9 and 15 showed low cytotoxicity and strong anti-Zika virus properties with EC₅₀ 2.63 and 5.94 μM, respectively. Further, the inhibitory effects of compounds on protein levels were determined using Western blotting and immunofluorescence assays.

Keywords: Anti-Zika virus activity; Cytotoxicity; Diterpenoids; Euphorbia helioscopia L..

MeSH terms

Diterpenes* / pharmacology
Euphorbia*
Molecular Structure

Substances

Diterpenes