Structurally Diverse Diterpenes from the South China Sea Soft Coral Sarcophyton trocheliophorum

Author:

Song Yu-Ting12,Yu Dan-Dan3,Su Ming-Zhi3,Luo Hui4,Cao Jian-Guo2,Liang Lin-Fu5ORCID,Yang Fan2,Guo Yue-Wei1ORCID

Affiliation:

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

2. College of Life Sciences, Shanghai Normal University, 100 Guilin Road, Shanghai 200234, China

3. Shandong Laboratory of Yantai Drug Discovery, Bohai rim Advanced Research Institute for Drug Discovery, Yantai 264117, China

4. Key Laboratory of Zhanjiang for Research and Development Marine Microbial Resources in the Beibu Guif Rim, Marine Biomedical Research Institute, Guangdong Medical University, Zhanjiang 524023, China

5. College of Materials Science and Engineering, Central South University of Forestry and Technology, 498 South Shaoshan Road, Changsha 410004, China

Abstract

The present investigation of the South China Sea soft coral Sarcophyton trocheliophorum resulted in the discovery of six new polyoxygenated diterpenes, namely sartrocheliols A–E (1, 3, 5–8) along with four known ones, 2, 4, 9, and 10. Based on extensive spectroscopic data analysis, sartrocheliol A (1) was identified as an uncommon capnosane diterpene, while sartrocheliols B–E (3, 5–8) were established as cembrane diterpenes. They displayed diverse structural features not only at the distinctly different carbon frameworks but also at the various types of heterocycles, including the epoxide, γ-lactone, furan, and pyran rings. Moreover, their absolute configurations were determined by a combination of quantum mechanical-nuclear magnetic resonance (QM-NMR) approach, modified Mosher’s method, and X-ray diffraction analysis. In the anti-tumor bioassay, compound 4 exhibited moderate cytotoxic activities against A549, H1975, MDA-MB-231, and H1299 cells with the IC50 values ranging from 26.3 to 47.9 μM.

Funder

National Natural Science Foundation of China

National Key Research and Development Program of China

SKLDR/SIMM Project

Publisher

MDPI AG

Subject

Drug Discovery,Pharmacology, Toxicology and Pharmaceutics (miscellaneous),Pharmaceutical Science

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