New Cembranoids and a Biscembranoid Peroxide from the Soft Coral Sarcophyton cherbonnieri

Chia-Chi Peng; Chiung-Yao Huang; Atallah F Ahmed; Tsong-Long Hwang; Chang-Feng Dai; Jyh-Horng Sheu

doi:10.3390/md16080276

New Cembranoids and a Biscembranoid Peroxide from the Soft Coral Sarcophyton cherbonnieri

Mar Drugs. 2018 Aug 6;16(8):276. doi: 10.3390/md16080276.

Authors

Chia-Chi Peng¹, Chiung-Yao Huang², Atallah F Ahmed^{3

4}, Tsong-Long Hwang^{5

6

7}, Chang-Feng Dai⁸, Jyh-Horng Sheu^{9

10

11}

Affiliations

¹ Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan. m045020008@student.nsysu.edu.tw.
² Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan. huangcy@mail.nsysu.edu.tw.
³ Department of Pharmacognosy, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia. afahmed@ksu.edu.sa.
⁴ Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt. afahmed@ksu.edu.sa.
⁵ Graduate Institute of Natural Products, College of Medicine, Chang Gung University, Taoyuan 333, Taiwan. htl@mail.cgu.edu.tw.
⁶ Research Center for Industry of Human Ecology and Graduate Institute of Health Industry Technology, Chang Gung University of Science and Technology, Taoyuan 333, Taiwan. htl@mail.cgu.edu.tw.
⁷ Department of Anesthesiology, Chang Gung Memorial Hospital, Taoyuan 333, Taiwan. htl@mail.cgu.edu.tw.
⁸ Institute of Oceanography, National Taiwan University, Taipei 112, Taiwan. corallab@ntu.edu.tw.
⁹ Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan. sheu@mail.nsysu.edu.tw.
¹⁰ Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan. sheu@mail.nsysu.edu.tw.
¹¹ Frontier Center for Ocean Science and Technology, National Sun Yat-sen University, Kaohsiung 804, Taiwan. sheu@mail.nsysu.edu.tw.

Abstract

Six new cembranoids, cherbonolides A-E (1⁻5) and bischerbolide peroxide (6), along with one known cembranoid, isosarcophine (7), were isolated from the Formosan soft coral Sarcophyton cherbonnieri. The structures of these compounds were elucidated by detailed spectroscopic analysis and chemical methods. Compound 6 was discovered to be the first example of a molecular skeleton formed from two cembranoids connected by a peroxide group. Compounds 1⁻7 were shown to have the ability of inhibiting the production of superoxide anions and elastase release in N-formyl-methionyl-leucyl-phenyl-alanine/cytochalasin B (fMLF/CB)-induced human neutrophils.

Keywords: Sarcophyton cherbonnieri; anti-inflammatory activity; biscembranoid peroxide; cembranoid; elastase release inhibition.

MeSH terms

Animals
Anthozoa / chemistry*
Anti-Inflammatory Agents / chemistry
Anti-Inflammatory Agents / isolation & purification
Anti-Inflammatory Agents / pharmacology*
Cell Line, Tumor
Cytochalasin B / pharmacology
Diterpenes / chemistry
Diterpenes / isolation & purification
Diterpenes / pharmacology*
Humans
Molecular Structure
N-Formylmethionine Leucyl-Phenylalanine / pharmacology
Neutrophils / drug effects*
Neutrophils / metabolism
Pancreatic Elastase / metabolism
Peroxides / chemistry
Peroxides / isolation & purification
Peroxides / pharmacology*
Superoxides / metabolism

Substances

Anti-Inflammatory Agents
Diterpenes
Peroxides
Superoxides
Cytochalasin B
N-Formylmethionine Leucyl-Phenylalanine
Pancreatic Elastase