Sinulasterols D-G, four new antibacterial steroids from the South China sea soft coral Sinularia depressa

Ting Xu; Qing-Min Zhao; Li-Gong Yao; Le-Fu Lan; Song-Wei Li; Yue-Wei Guo

doi:10.1016/j.steroids.2023.109182

Sinulasterols D-G, four new antibacterial steroids from the South China sea soft coral Sinularia depressa

Steroids. 2023 Apr:192:109182. doi: 10.1016/j.steroids.2023.109182. Epub 2023 Jan 13.

Authors

Ting Xu¹, Qing-Min Zhao¹, Li-Gong Yao², Le-Fu Lan¹, Song-Wei Li³, Yue-Wei Guo⁴

Affiliations

¹ State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555, Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, China; University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, China.
² State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555, Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, China.
³ Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals and College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, China.
⁴ State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555, Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, China; University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, China; Shandong Laboratory of Yantai Drug Discovery , Bohai Rim Advanced Research Institute for Drug Discovery, Yantai, Shandong 264117, China; Open Studio for Druggability Research of Marine Natural Products, Pilot National Laboratory for Marine Science and Technology (Qingdao), 1 Wenhai Road, Aoshanwei, Jimo, Qingdao 266237, China. Electronic address: ywguo@simm.ac.cn.

PMID: 36642107
DOI: 10.1016/j.steroids.2023.109182

Abstract

Four new steroids, namely sinulasterols D-G (1-4), along with seven known related ones 5-11, were isolated from the Xisha soft coral Sinularia depressa. The structures of the new compounds were elucidated by a combination of extensive spectroscopic analyses, chemical conversion method, and comparison of the NMR data with those of known analogues. In in vitro bioassays, compounds 1-3 showed significant antibacterial activities against gram-positive bacteria Enterococcus faecium with minimum inhibitory concentration (MIC) values of 62.5, 125, and 125 µM, respectively, comparable with that of vancomycin (MIC: >44.2 µM).

Keywords: Antibacterial activity; Oxygenated steroids; Sinularia depressa; Soft coral.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Anthozoa* / chemistry
Anti-Bacterial Agents / pharmacology
China
Diterpenes*
Magnetic Resonance Spectroscopy
Molecular Structure
Steroids / chemistry

Substances

Steroids
Anti-Bacterial Agents
Diterpenes