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
New tridecapeptides of the theonellapeptolide family from the Indonesian sponge Theonella swinhoei / Sinisi, Annamaria; B., Calcinai; C., Cerrano; H. A., Dien; Zampella, Angela; C., D'Amore; B., Renga; S., Fiorucci; TAGLIALATELA SCAFATI, Orazio. - In: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1860-5397. - 9:(2013), pp. 1643-1651. [10.3762/bjoc.9.188]
New tridecapeptides of the theonellapeptolide family from the Indonesian sponge Theonella swinhoei
SINISI, ANNAMARIA;ZAMPELLA, ANGELA;TAGLIALATELA SCAFATI, ORAZIO
2013
Abstract
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 lineI documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.