New tridecapeptides of the theonellapeptolide family from the Indonesian sponge Theonella swinhoei

Chemical analysis of the organic extract of Theonella swinhoei yielded two new tridecadepsipeptides of the theonellapeptolide family, namely sulfinyltheonellapeptolide, characterized by a methylsulfinylacetyl group at the N-terminus, and theonellapeptolide If, the first member of this class of compo...

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Main Authors:	Sinisi, Annamaria, Calcinai, Barbara, Cerrano, Carlo, Dien, Henny A, Zampella, Angela, D’Amore, Claudio, Renga, Barbara, Fiorucci, Stefano, Taglialatela-Scafati, Orazio
Format:	Online
Language:	English
Published:	Beilstein-Institut 2013
Online Access:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3778368/

id	pubmed-3778368
recordtype	oai_dc
spelling	pubmed-37783682013-09-23 New tridecapeptides of the theonellapeptolide family from the Indonesian sponge Theonella swinhoei Sinisi, Annamaria Calcinai, Barbara Cerrano, Carlo Dien, Henny A Zampella, Angela D’Amore, Claudio Renga, Barbara Fiorucci, Stefano Taglialatela-Scafati, Orazio Full Research Paper Chemical analysis of the organic extract of Theonella swinhoei yielded two new tridecadepsipeptides of the theonellapeptolide family, namely sulfinyltheonellapeptolide, characterized by a methylsulfinylacetyl group at the N-terminus, and theonellapeptolide If, the first member of this class of compounds to show four valine residues. The structures of the compounds, isolated along with the known theonellapeptolide Id, were determined by extensive 2D NMR and MS/MS analyses followed by application of Marfey’s method. The isolated peptides exhibited moderate antiproliferative activity against HepG2 cells, a hepatic carcinoma cell line. Beilstein-Institut 2013-08-13 /pmc/articles/PMC3778368/ /pubmed/24062824 http://dx.doi.org/10.3762/bjoc.9.188 Text en Copyright © 2013, Sinisi et al; licensee Beilstein-Institut. http://www.beilstein-journals.org/bjoc This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (http://www.beilstein-journals.org/bjoc)
repository_type	Open Access Journal
institution_category	Foreign Institution
institution	US National Center for Biotechnology Information
building	NCBI PubMed
collection	Online Access
language	English
format	Online
author	Sinisi, Annamaria Calcinai, Barbara Cerrano, Carlo Dien, Henny A Zampella, Angela D’Amore, Claudio Renga, Barbara Fiorucci, Stefano Taglialatela-Scafati, Orazio
spellingShingle	Sinisi, Annamaria Calcinai, Barbara Cerrano, Carlo Dien, Henny A Zampella, Angela D’Amore, Claudio Renga, Barbara Fiorucci, Stefano Taglialatela-Scafati, Orazio New tridecapeptides of the theonellapeptolide family from the Indonesian sponge Theonella swinhoei
author_facet	Sinisi, Annamaria Calcinai, Barbara Cerrano, Carlo Dien, Henny A Zampella, Angela D’Amore, Claudio Renga, Barbara Fiorucci, Stefano Taglialatela-Scafati, Orazio
author_sort	Sinisi, Annamaria
title	New tridecapeptides of the theonellapeptolide family from the Indonesian sponge Theonella swinhoei
title_short	New tridecapeptides of the theonellapeptolide family from the Indonesian sponge Theonella swinhoei
title_full	New tridecapeptides of the theonellapeptolide family from the Indonesian sponge Theonella swinhoei
title_fullStr	New tridecapeptides of the theonellapeptolide family from the Indonesian sponge Theonella swinhoei
title_full_unstemmed	New tridecapeptides of the theonellapeptolide family from the Indonesian sponge Theonella swinhoei
title_sort	new tridecapeptides of the theonellapeptolide family from the indonesian sponge theonella swinhoei
description	Chemical analysis of the organic extract of Theonella swinhoei yielded two new tridecadepsipeptides of the theonellapeptolide family, namely sulfinyltheonellapeptolide, characterized by a methylsulfinylacetyl group at the N-terminus, and theonellapeptolide If, the first member of this class of compounds to show four valine residues. The structures of the compounds, isolated along with the known theonellapeptolide Id, were determined by extensive 2D NMR and MS/MS analyses followed by application of Marfey’s method. The isolated peptides exhibited moderate antiproliferative activity against HepG2 cells, a hepatic carcinoma cell line.
publisher	Beilstein-Institut
publishDate	2013
url	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3778368/
_version_	1612013040444637184

New tridecapeptides of the theonellapeptolide family from the Indonesian sponge Theonella swinhoei

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