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Bioactive Capnosanes and Cembranes from the Soft Coral Klyxum flaccidum

Two new capnosane-based diterpenoids, flaccidenol A (1) and 7-epi-pavidolide D (2), two new cembranoids, flaccidodioxide (3) and flaccidodiol (4), and three known compounds 5 to 7 were characterized from the marine soft coral Klyxum flaccidum, collected off the coast of the island of Pratas. The str...

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Autores principales: Tseng, Wan-Ru, Ahmed, Atallah F., Huang, Chiung-Yao, Tsai, Yi-Ying, Tai, Chi-Jen, Orfali, Raha S., Hwang, Tsong-Long, Wang, Yi-Hsuan, Dai, Chang-Feng, Sheu, Jyh-Horng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6722650/
https://www.ncbi.nlm.nih.gov/pubmed/31394844
http://dx.doi.org/10.3390/md17080461
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author Tseng, Wan-Ru
Ahmed, Atallah F.
Huang, Chiung-Yao
Tsai, Yi-Ying
Tai, Chi-Jen
Orfali, Raha S.
Hwang, Tsong-Long
Wang, Yi-Hsuan
Dai, Chang-Feng
Sheu, Jyh-Horng
author_facet Tseng, Wan-Ru
Ahmed, Atallah F.
Huang, Chiung-Yao
Tsai, Yi-Ying
Tai, Chi-Jen
Orfali, Raha S.
Hwang, Tsong-Long
Wang, Yi-Hsuan
Dai, Chang-Feng
Sheu, Jyh-Horng
author_sort Tseng, Wan-Ru
collection PubMed
description Two new capnosane-based diterpenoids, flaccidenol A (1) and 7-epi-pavidolide D (2), two new cembranoids, flaccidodioxide (3) and flaccidodiol (4), and three known compounds 5 to 7 were characterized from the marine soft coral Klyxum flaccidum, collected off the coast of the island of Pratas. The structures of the new compounds were determined by extensive spectroscopic analyses, including 1D and 2D nuclear magnetic resonance (NMR) spectroscopy, and spectroscopic data comparison with related structures. The rare capnosane diterpenoids were isolated herein from the genus Klyxum for the first time. The cytotoxicity of compounds 1 to 7 against the proliferation of a limited panel of cancer cell lines was assayed. The isolated diterpenoids also exhibited anti-inflammatory activity through suppression of superoxide anion generation and elastase release in the N-formyl-methionyl-leucyl-phenylalanine/cytochalasin B (fMLF/CB)-stimulated human neutrophils. Furthermore, 1 and 7 also exhibited cytotoxicity toward the tested cancer cells, and 7 could effectively inhibit elastase release. It is worth noting that the biological activities of 7 are reported for the first time in this paper.
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spelling pubmed-67226502019-09-10 Bioactive Capnosanes and Cembranes from the Soft Coral Klyxum flaccidum Tseng, Wan-Ru Ahmed, Atallah F. Huang, Chiung-Yao Tsai, Yi-Ying Tai, Chi-Jen Orfali, Raha S. Hwang, Tsong-Long Wang, Yi-Hsuan Dai, Chang-Feng Sheu, Jyh-Horng Mar Drugs Article Two new capnosane-based diterpenoids, flaccidenol A (1) and 7-epi-pavidolide D (2), two new cembranoids, flaccidodioxide (3) and flaccidodiol (4), and three known compounds 5 to 7 were characterized from the marine soft coral Klyxum flaccidum, collected off the coast of the island of Pratas. The structures of the new compounds were determined by extensive spectroscopic analyses, including 1D and 2D nuclear magnetic resonance (NMR) spectroscopy, and spectroscopic data comparison with related structures. The rare capnosane diterpenoids were isolated herein from the genus Klyxum for the first time. The cytotoxicity of compounds 1 to 7 against the proliferation of a limited panel of cancer cell lines was assayed. The isolated diterpenoids also exhibited anti-inflammatory activity through suppression of superoxide anion generation and elastase release in the N-formyl-methionyl-leucyl-phenylalanine/cytochalasin B (fMLF/CB)-stimulated human neutrophils. Furthermore, 1 and 7 also exhibited cytotoxicity toward the tested cancer cells, and 7 could effectively inhibit elastase release. It is worth noting that the biological activities of 7 are reported for the first time in this paper. MDPI 2019-08-07 /pmc/articles/PMC6722650/ /pubmed/31394844 http://dx.doi.org/10.3390/md17080461 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Tseng, Wan-Ru
Ahmed, Atallah F.
Huang, Chiung-Yao
Tsai, Yi-Ying
Tai, Chi-Jen
Orfali, Raha S.
Hwang, Tsong-Long
Wang, Yi-Hsuan
Dai, Chang-Feng
Sheu, Jyh-Horng
Bioactive Capnosanes and Cembranes from the Soft Coral Klyxum flaccidum
title Bioactive Capnosanes and Cembranes from the Soft Coral Klyxum flaccidum
title_full Bioactive Capnosanes and Cembranes from the Soft Coral Klyxum flaccidum
title_fullStr Bioactive Capnosanes and Cembranes from the Soft Coral Klyxum flaccidum
title_full_unstemmed Bioactive Capnosanes and Cembranes from the Soft Coral Klyxum flaccidum
title_short Bioactive Capnosanes and Cembranes from the Soft Coral Klyxum flaccidum
title_sort bioactive capnosanes and cembranes from the soft coral klyxum flaccidum
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6722650/
https://www.ncbi.nlm.nih.gov/pubmed/31394844
http://dx.doi.org/10.3390/md17080461
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