Computationally Assisted Structural Elucidation of Cembranoids from the Soft Coral Sarcophyton tortuosum

Chih-Hua Chao; Kuan-Hua Lin; Chiung-Yao Huang; Tsong-Long Hwang; Chang-Feng Dai; Hui-Chi Huang; Jyh-Horng Sheu

doi:10.3390/md20050297

Computationally Assisted Structural Elucidation of Cembranoids from the Soft Coral Sarcophyton tortuosum

Mar Drugs. 2022 Apr 27;20(5):297. doi: 10.3390/md20050297.

Authors

Chih-Hua Chao^{1

2}, Kuan-Hua Lin³, Chiung-Yao Huang³, Tsong-Long Hwang^{4

5

6

7

8}, Chang-Feng Dai⁹, Hui-Chi Huang¹⁰, Jyh-Horng Sheu^{3

11

12}

Affiliations

¹ School of Pharmacy, China Medical University, Taichung 406040, Taiwan.
² Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404332, Taiwan.
³ Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 80424, Taiwan.
⁴ Graduate Institute of Natural Products, College of Medicine, Chang Gung University, Taoyuan 33303, Taiwan.
⁵ Research Center for Chinese Herbal Medicine, College of Human Ecology, Chang Gung University of Science and Technology, Taoyuan 33303, Taiwan.
⁶ Research Center for Food and Cosmetic Safety, College of Human Ecology, Chang Gung University of Science and Technology, Taoyuan 33303, Taiwan.
⁷ Graduate Institute of Health Industry Technology, College of Human Ecology, Chang Gung University of Science and Technology, Taoyuan 33303, Taiwan.
⁸ Department of Anesthesiology, Chang Gung Memorial Hospital, Taoyuan 33303, Taiwan.
⁹ Institute of Oceanography, National Taiwan University, Taipei 10617, Taiwan.
¹⁰ Department of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, China Medical University, Taichung 40402, Taiwan.
¹¹ Department of Medical Research, China Medical University Hospital, China Medical University, Taichung 404332, Taiwan.
¹² Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 80708, Taiwan.

Abstract

A persistent study on soft coral Sarcophyton tortuosum resulted in the characterization of two new cembranolides, tortuolides A and B (1 and 2), and a new related diterpene, epi-sarcophytonolide Q. Their structures were determined not only by extensive spectroscopic analysis but also by DFT calculations of ECD and NMR data, the latter of which was combined with statistical analysis methods, e.g., DP4+ and J-DP4 approaches. Anti-inflammatory and cytotoxicity activities were evaluated in this study.

Keywords: DP4+; J-DP4; Sarcophyton tortuosum; epi-sarcophytonolide; tortuolide A; tortuolide B.

MeSH terms

Animals
Anthozoa* / chemistry
Anti-Inflammatory Agents / chemistry
Anti-Inflammatory Agents / pharmacology
Diterpenes* / chemistry
Diterpenes* / pharmacology
Drug Screening Assays, Antitumor
Magnetic Resonance Spectroscopy

Substances

Anti-Inflammatory Agents
Diterpenes

Abstract

MeSH terms

Substances

Grants and funding