Cembranolides and Related Constituents from the Soft Coral <i>Sarcophyton cinereum</i>

In an attempt to explore the bioactive metabolites of the soft coral <i>Sarcophyton cinereum</i>, three new cembranolides, cinerenolides A–C (<b>1</b>–<b>3</b>), and 16 known compounds were isolated and identified from the EtOAc extract. The structures of the new...

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Main Authors: Chih-Hua Chao, Yi-Ju Chen, Chiung-Yao Huang, Fang-Rong Chang, Chang-Feng Dai, Jyh-Horng Sheu
Format: Article
Language:English
Published: MDPI AG 2022-03-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/6/1760
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author Chih-Hua Chao
Yi-Ju Chen
Chiung-Yao Huang
Fang-Rong Chang
Chang-Feng Dai
Jyh-Horng Sheu
author_facet Chih-Hua Chao
Yi-Ju Chen
Chiung-Yao Huang
Fang-Rong Chang
Chang-Feng Dai
Jyh-Horng Sheu
author_sort Chih-Hua Chao
collection DOAJ
description In an attempt to explore the bioactive metabolites of the soft coral <i>Sarcophyton cinereum</i>, three new cembranolides, cinerenolides A–C (<b>1</b>–<b>3</b>), and 16 known compounds were isolated and identified from the EtOAc extract. The structures of the new cembranolides were elucidated on the basis of spectroscopic analysis, and the NOE analysis of cinerenolide A (<b>1</b>) was performed with the assistance of the calculated lowest-energy molecular model. The relative configuration of cinerenolide C (<b>3</b>) was determined by the quantum chemical NMR calculation, followed by applying DP4+ analysis. In addition, the cytotoxic assays disclosed that some compounds exhibited moderate to potent activities in the proliferation of P388, DLD-1, HuCCT-1, and CCD966SK cell lines.
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spelling doaj.art-11d6e26aef9b46b3ba99eab43c1abbaf2023-11-30T21:40:45ZengMDPI AGMolecules1420-30492022-03-01276176010.3390/molecules27061760Cembranolides and Related Constituents from the Soft Coral <i>Sarcophyton cinereum</i>Chih-Hua Chao0Yi-Ju Chen1Chiung-Yao Huang2Fang-Rong Chang3Chang-Feng Dai4Jyh-Horng Sheu5School of Pharmacy, China Medical University, Taichung 406040, TaiwanDepartment of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 80424, TaiwanDepartment of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 80424, TaiwanGraduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 80708, TaiwanInstitute of Oceanography, National Taiwan University, Taipei 10617, TaiwanDepartment of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 80424, TaiwanIn an attempt to explore the bioactive metabolites of the soft coral <i>Sarcophyton cinereum</i>, three new cembranolides, cinerenolides A–C (<b>1</b>–<b>3</b>), and 16 known compounds were isolated and identified from the EtOAc extract. The structures of the new cembranolides were elucidated on the basis of spectroscopic analysis, and the NOE analysis of cinerenolide A (<b>1</b>) was performed with the assistance of the calculated lowest-energy molecular model. The relative configuration of cinerenolide C (<b>3</b>) was determined by the quantum chemical NMR calculation, followed by applying DP4+ analysis. In addition, the cytotoxic assays disclosed that some compounds exhibited moderate to potent activities in the proliferation of P388, DLD-1, HuCCT-1, and CCD966SK cell lines.https://www.mdpi.com/1420-3049/27/6/1760<i>Sarcophyton cinereum</i>cinerenolides A–Dcytotoxityα,β-unsaturated ε-lactone
spellingShingle Chih-Hua Chao
Yi-Ju Chen
Chiung-Yao Huang
Fang-Rong Chang
Chang-Feng Dai
Jyh-Horng Sheu
Cembranolides and Related Constituents from the Soft Coral <i>Sarcophyton cinereum</i>
Molecules
<i>Sarcophyton cinereum</i>
cinerenolides A–D
cytotoxity
α,β-unsaturated ε-lactone
title Cembranolides and Related Constituents from the Soft Coral <i>Sarcophyton cinereum</i>
title_full Cembranolides and Related Constituents from the Soft Coral <i>Sarcophyton cinereum</i>
title_fullStr Cembranolides and Related Constituents from the Soft Coral <i>Sarcophyton cinereum</i>
title_full_unstemmed Cembranolides and Related Constituents from the Soft Coral <i>Sarcophyton cinereum</i>
title_short Cembranolides and Related Constituents from the Soft Coral <i>Sarcophyton cinereum</i>
title_sort cembranolides and related constituents from the soft coral i sarcophyton cinereum i
topic <i>Sarcophyton cinereum</i>
cinerenolides A–D
cytotoxity
α,β-unsaturated ε-lactone
url https://www.mdpi.com/1420-3049/27/6/1760
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