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Structures and Solution Conformational Dynamics of Stylissamides G and H from the Bahamian Sponge Stylissa caribica
[Image: see text] Two new peptides, stylissamides G and H, were isolated from extracts of a sample of Stylissa caribica collected in deep waters of the Caribbean Sea. A single sample of S. caribica among a collection of 10 samples that were examined by LC-MS appeared to be a different chemotype from...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical
Society and American
Society of Pharmacognosy
2014
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3993948/ https://www.ncbi.nlm.nih.gov/pubmed/24576291 http://dx.doi.org/10.1021/np400891s |
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author | Wang, Xiao Morinaka, Brandon I. Molinski, Tadeusz F. |
author_facet | Wang, Xiao Morinaka, Brandon I. Molinski, Tadeusz F. |
author_sort | Wang, Xiao |
collection | PubMed |
description | [Image: see text] Two new peptides, stylissamides G and H, were isolated from extracts of a sample of Stylissa caribica collected in deep waters of the Caribbean Sea. A single sample of S. caribica among a collection of 10 samples that were examined by LC-MS appeared to be a different chemotype from the others in that it lacked the familiar pyrrole-2-aminoimidazole alkaloids, stevensine and oroidin, and contained peptides of the stylissamide class. The structures of the title compounds were solved by integrated analysis of the MS and NMR spectra and chemical degradation. The solution conformation of stylissamide G was briefly examined by electronic circular dichroism and temperature-dependent (1)H NMR chemical shifts of amide NH signals, which supported a conformationally rigid macrocycle. |
format | Online Article Text |
id | pubmed-3993948 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | American Chemical
Society and American
Society of Pharmacognosy |
record_format | MEDLINE/PubMed |
spelling | pubmed-39939482015-02-27 Structures and Solution Conformational Dynamics of Stylissamides G and H from the Bahamian Sponge Stylissa caribica Wang, Xiao Morinaka, Brandon I. Molinski, Tadeusz F. J Nat Prod [Image: see text] Two new peptides, stylissamides G and H, were isolated from extracts of a sample of Stylissa caribica collected in deep waters of the Caribbean Sea. A single sample of S. caribica among a collection of 10 samples that were examined by LC-MS appeared to be a different chemotype from the others in that it lacked the familiar pyrrole-2-aminoimidazole alkaloids, stevensine and oroidin, and contained peptides of the stylissamide class. The structures of the title compounds were solved by integrated analysis of the MS and NMR spectra and chemical degradation. The solution conformation of stylissamide G was briefly examined by electronic circular dichroism and temperature-dependent (1)H NMR chemical shifts of amide NH signals, which supported a conformationally rigid macrocycle. American Chemical Society and American Society of Pharmacognosy 2014-02-27 2014-03-28 /pmc/articles/PMC3993948/ /pubmed/24576291 http://dx.doi.org/10.1021/np400891s Text en Copyright © 2014 American Chemical Society and American Society of Pharmacognosy |
spellingShingle | Wang, Xiao Morinaka, Brandon I. Molinski, Tadeusz F. Structures and Solution Conformational Dynamics of Stylissamides G and H from the Bahamian Sponge Stylissa caribica |
title | Structures
and Solution Conformational Dynamics of
Stylissamides G and H from the Bahamian Sponge Stylissa caribica |
title_full | Structures
and Solution Conformational Dynamics of
Stylissamides G and H from the Bahamian Sponge Stylissa caribica |
title_fullStr | Structures
and Solution Conformational Dynamics of
Stylissamides G and H from the Bahamian Sponge Stylissa caribica |
title_full_unstemmed | Structures
and Solution Conformational Dynamics of
Stylissamides G and H from the Bahamian Sponge Stylissa caribica |
title_short | Structures
and Solution Conformational Dynamics of
Stylissamides G and H from the Bahamian Sponge Stylissa caribica |
title_sort | structures
and solution conformational dynamics of
stylissamides g and h from the bahamian sponge stylissa caribica |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3993948/ https://www.ncbi.nlm.nih.gov/pubmed/24576291 http://dx.doi.org/10.1021/np400891s |
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