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Ochracenoids A and B, Guaiazulene-Based Analogues from Gorgonian Anthogorgia ochracea Collected from the South China Sea
Two new guaiazulene-based analogues, ochracenoids A (1) and B (2), along with four known analogues (3–6), were isolated from the gorgonian Anthogorgia ochracea collected from the South China Sea. The planar structures of the new compounds were elucidated by comprehensive spectroscopic data. The abso...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3967227/ https://www.ncbi.nlm.nih.gov/pubmed/24637960 http://dx.doi.org/10.3390/md12031569 |
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author | Zheng, Juan-Juan Shao, Chang-Lun Chen, Min Gan, Li-She Fang, Yu-Chun Wang, Xu-Hui Wang, Chang-Yun |
author_facet | Zheng, Juan-Juan Shao, Chang-Lun Chen, Min Gan, Li-She Fang, Yu-Chun Wang, Xu-Hui Wang, Chang-Yun |
author_sort | Zheng, Juan-Juan |
collection | PubMed |
description | Two new guaiazulene-based analogues, ochracenoids A (1) and B (2), along with four known analogues (3–6), were isolated from the gorgonian Anthogorgia ochracea collected from the South China Sea. The planar structures of the new compounds were elucidated by comprehensive spectroscopic data. The absolute configuration of 1 was determined as 3R by the comparison of TDDFT calculated electronic circular dichroism with its experimental spectrum. Compound 1 is a rare guaiazulene-based analogue possessing a unique C(16) skeleton. The possible generation process of 1 through an intermolecular one-carbon-transfer reaction was also discussed. Compound 2 was previously described as a presumed intermediate involved in the biogenesis of anthogorgienes A and I. Compound 3 exhibited antiproliferative effects on the embryo development of zebrafish Danio rerio. |
format | Online Article Text |
id | pubmed-3967227 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-39672272014-03-27 Ochracenoids A and B, Guaiazulene-Based Analogues from Gorgonian Anthogorgia ochracea Collected from the South China Sea Zheng, Juan-Juan Shao, Chang-Lun Chen, Min Gan, Li-She Fang, Yu-Chun Wang, Xu-Hui Wang, Chang-Yun Mar Drugs Communication Two new guaiazulene-based analogues, ochracenoids A (1) and B (2), along with four known analogues (3–6), were isolated from the gorgonian Anthogorgia ochracea collected from the South China Sea. The planar structures of the new compounds were elucidated by comprehensive spectroscopic data. The absolute configuration of 1 was determined as 3R by the comparison of TDDFT calculated electronic circular dichroism with its experimental spectrum. Compound 1 is a rare guaiazulene-based analogue possessing a unique C(16) skeleton. The possible generation process of 1 through an intermolecular one-carbon-transfer reaction was also discussed. Compound 2 was previously described as a presumed intermediate involved in the biogenesis of anthogorgienes A and I. Compound 3 exhibited antiproliferative effects on the embryo development of zebrafish Danio rerio. MDPI 2014-03-14 /pmc/articles/PMC3967227/ /pubmed/24637960 http://dx.doi.org/10.3390/md12031569 Text en © 2014 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 license (http://creativecommons.org/licenses/by/3.0/). |
spellingShingle | Communication Zheng, Juan-Juan Shao, Chang-Lun Chen, Min Gan, Li-She Fang, Yu-Chun Wang, Xu-Hui Wang, Chang-Yun Ochracenoids A and B, Guaiazulene-Based Analogues from Gorgonian Anthogorgia ochracea Collected from the South China Sea |
title | Ochracenoids A and B, Guaiazulene-Based Analogues from Gorgonian Anthogorgia ochracea Collected from the South China Sea |
title_full | Ochracenoids A and B, Guaiazulene-Based Analogues from Gorgonian Anthogorgia ochracea Collected from the South China Sea |
title_fullStr | Ochracenoids A and B, Guaiazulene-Based Analogues from Gorgonian Anthogorgia ochracea Collected from the South China Sea |
title_full_unstemmed | Ochracenoids A and B, Guaiazulene-Based Analogues from Gorgonian Anthogorgia ochracea Collected from the South China Sea |
title_short | Ochracenoids A and B, Guaiazulene-Based Analogues from Gorgonian Anthogorgia ochracea Collected from the South China Sea |
title_sort | ochracenoids a and b, guaiazulene-based analogues from gorgonian anthogorgia ochracea collected from the south china sea |
topic | Communication |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3967227/ https://www.ncbi.nlm.nih.gov/pubmed/24637960 http://dx.doi.org/10.3390/md12031569 |
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