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 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.
Dipartimento di Farmacia, Università di Napoli "Federico II", via D. Montesano 49, 80131 Napoli, Italy.
Annamaria
A
Sinisi
Barbara
B
Calcinai
Carlo
C
Cerrano
Henny A
HA
Dien
Angela
A
Zampella
Claudio
C
D'Amore
Barbara
B
Renga
Stefano
S
Fiorucci
Orazio
O
Taglialatela-Scafati
2D NMR; antiproliferative activity; cyclic peptides; marine metabolites; theonellapeptolides