Cargando…
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...
Autores principales: | , , , , , , , , , |
---|---|
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 |
_version_ | 1783448587527520256 |
---|---|
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. |
format | Online Article Text |
id | pubmed-6722650 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT tsengwanru bioactivecapnosanesandcembranesfromthesoftcoralklyxumflaccidum AT ahmedatallahf bioactivecapnosanesandcembranesfromthesoftcoralklyxumflaccidum AT huangchiungyao bioactivecapnosanesandcembranesfromthesoftcoralklyxumflaccidum AT tsaiyiying bioactivecapnosanesandcembranesfromthesoftcoralklyxumflaccidum AT taichijen bioactivecapnosanesandcembranesfromthesoftcoralklyxumflaccidum AT orfalirahas bioactivecapnosanesandcembranesfromthesoftcoralklyxumflaccidum AT hwangtsonglong bioactivecapnosanesandcembranesfromthesoftcoralklyxumflaccidum AT wangyihsuan bioactivecapnosanesandcembranesfromthesoftcoralklyxumflaccidum AT daichangfeng bioactivecapnosanesandcembranesfromthesoftcoralklyxumflaccidum AT sheujyhhorng bioactivecapnosanesandcembranesfromthesoftcoralklyxumflaccidum |