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New Marine Sterols from a Gorgonian Pinnigorgia sp.

Continuous chemical investigation of the gorgonian coral Pinnigorgia sp. resulted in the isolation of two new sterols, 5α,6α-epoxy-(22E,24R)-3β,11-dihydroxy-9,11-secoergosta-7-en-9-one (1) and (22R)-acetoxy-(24ξ)-ergosta-5-en-3β,25-diol (2). The structures of sterols 1 and 2 were elucidated using sp...

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Autores principales: Chang, Yu-Chia, Hwang, Tsong-Long, Chao, Chih-Hua, Sung, Ping-Jyun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6155433/
https://www.ncbi.nlm.nih.gov/pubmed/28273821
http://dx.doi.org/10.3390/molecules22030393
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author Chang, Yu-Chia
Hwang, Tsong-Long
Chao, Chih-Hua
Sung, Ping-Jyun
author_facet Chang, Yu-Chia
Hwang, Tsong-Long
Chao, Chih-Hua
Sung, Ping-Jyun
author_sort Chang, Yu-Chia
collection PubMed
description Continuous chemical investigation of the gorgonian coral Pinnigorgia sp. resulted in the isolation of two new sterols, 5α,6α-epoxy-(22E,24R)-3β,11-dihydroxy-9,11-secoergosta-7-en-9-one (1) and (22R)-acetoxy-(24ξ)-ergosta-5-en-3β,25-diol (2). The structures of sterols 1 and 2 were elucidated using spectroscopic methods. Sterol 1 displayed inhibitory effects on the generation of superoxide anions and the release of elastase by human neutrophils with IC(50) values of 8.65 and 5.86 μM, respectively. The structure of a known metabolite, pubinernoid A (3), is revised as (+)-loliolide (4).
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spelling pubmed-61554332018-11-13 New Marine Sterols from a Gorgonian Pinnigorgia sp. Chang, Yu-Chia Hwang, Tsong-Long Chao, Chih-Hua Sung, Ping-Jyun Molecules Article Continuous chemical investigation of the gorgonian coral Pinnigorgia sp. resulted in the isolation of two new sterols, 5α,6α-epoxy-(22E,24R)-3β,11-dihydroxy-9,11-secoergosta-7-en-9-one (1) and (22R)-acetoxy-(24ξ)-ergosta-5-en-3β,25-diol (2). The structures of sterols 1 and 2 were elucidated using spectroscopic methods. Sterol 1 displayed inhibitory effects on the generation of superoxide anions and the release of elastase by human neutrophils with IC(50) values of 8.65 and 5.86 μM, respectively. The structure of a known metabolite, pubinernoid A (3), is revised as (+)-loliolide (4). MDPI 2017-03-03 /pmc/articles/PMC6155433/ /pubmed/28273821 http://dx.doi.org/10.3390/molecules22030393 Text en © 2017 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
Chang, Yu-Chia
Hwang, Tsong-Long
Chao, Chih-Hua
Sung, Ping-Jyun
New Marine Sterols from a Gorgonian Pinnigorgia sp.
title New Marine Sterols from a Gorgonian Pinnigorgia sp.
title_full New Marine Sterols from a Gorgonian Pinnigorgia sp.
title_fullStr New Marine Sterols from a Gorgonian Pinnigorgia sp.
title_full_unstemmed New Marine Sterols from a Gorgonian Pinnigorgia sp.
title_short New Marine Sterols from a Gorgonian Pinnigorgia sp.
title_sort new marine sterols from a gorgonian pinnigorgia sp.
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6155433/
https://www.ncbi.nlm.nih.gov/pubmed/28273821
http://dx.doi.org/10.3390/molecules22030393
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