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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Bibliographic Details
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/
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Summary: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.