Further undescribed cembranoids from South China Sea soft coral Sarcophyton ehrenbergi: Structural elucidation and biological evaluation

Meng-Jun Wu; Dan-Dan Yu; Ye-Qing Du; Juan Zhang; Ming-Zhi Su; Cheng-Shi Jiang; Yue-Wei Guo

doi:10.1016/j.phytochem.2022.113549

Further undescribed cembranoids from South China Sea soft coral Sarcophyton ehrenbergi: Structural elucidation and biological evaluation

Phytochemistry. 2023 Feb:206:113549. doi: 10.1016/j.phytochem.2022.113549. Epub 2022 Dec 5.

Authors

Meng-Jun Wu¹, Dan-Dan Yu², Ye-Qing Du³, Juan Zhang⁴, Ming-Zhi Su⁵, Cheng-Shi Jiang⁶, Yue-Wei Guo⁷

Affiliations

¹ Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals and College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou, 310014, China; 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.
² College of Pharmacy, Guangdong Medical University, Zhanjiang, Guangdong, 524023, PR China; Shandong Laboratory of Yantai Drug Discovery, Bohai Rim Advanced Research Institute for Drug Discovery, Yantai, Shandong, 264117, China.
³ 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.
⁴ School of Biological Science and Technology, University of Jinan, Jinan, 250022, China.
⁵ Shandong Laboratory of Yantai Drug Discovery, Bohai Rim Advanced Research Institute for Drug Discovery, Yantai, Shandong, 264117, China. Electronic address: smz0310@163.com.
⁶ School of Biological Science and Technology, University of Jinan, Jinan, 250022, China. Electronic address: bio_jiangcs@ujn.edu.cn.
⁷ Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals and College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou, 310014, China; 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; College of Pharmacy, Guangdong Medical University, Zhanjiang, Guangdong, 524023, PR China; Shandong Laboratory of Yantai Drug Discovery, Bohai Rim Advanced Research Institute for Drug Discovery, Yantai, Shandong, 264117, China. Electronic address: ywguo@simm.ac.cn.

PMID: 36481314
DOI: 10.1016/j.phytochem.2022.113549

Abstract

A detailed chemical investigation of the South China Sea soft coral Sarcophyton ehrenbergi has yield seven undescribed cembranoids, namely isoehrenbergol D and sarcoehrenolides F-K embodying a rare α,β-unsaturated-lactone moiety at C-6 to C-19, along with two known related compounds, ehrenbergol D and sarcoehrenolide A. Their structures and absolute configurations were unambiguously established in the light of extensive spectroscopic data analysis, modified Mosher's method, X-ray diffraction analysis, and quantum chemical computation method. In a bioassay for α-glucosidase inhibition, ehrenbergol D was evaluated as α-glucosidase inhibitor with an IC₅₀ value of 13.57 μM.

Keywords: Cembranoid; Diterpenoids; Sarcophytidae; Sarcophyton ehrenbergi; Soft coral; α-Glucosidase inhibitor.

MeSH terms

Animals
Anthozoa* / chemistry
China
Crystallography, X-Ray
Diterpenes* / chemistry
Diterpenes* / pharmacology
Molecular Structure
Spectrum Analysis

Substances

Diterpenes