Open AccessMollamides B and C, Cyclic Hexapeptides from the Indonesian Tunicate Didemnum molle
Author(s) -
Marwa S. Donia,
Bin Wang,
D. Chuck Dunbar,
Prashant Desai,
Akshay Patny,
Mitchell A. Avery,
Mark T. Hamann
Publication year - 2008
Publication title -
journal of natural products
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.976
H-Index - 139
eISSN - 1520-6025
pISSN - 0163-3864
DOI - 10.1021/np700718p
Subject(s) - tunicate , thiazoline , moiety , stereochemistry , peptide , cyclic peptide , chemistry , two dimensional nuclear magnetic resonance spectroscopy , biology , biochemistry , ecology
Two new cyclic hexapeptides, mollamides B (1) and C (2), were isolated from the Indonesian tunicate Didemnum molle along with the known peptide keenamide A (3). The structures were established using 1D and 2D NMR experiments. The relative configuration of mollamide B at the thiazoline moiety was determined using molecular modeling coupled with NMR-derived restraints. Their absolute configuration was determined using Marfey's method. The new peptides have been evaluated for their antimicrobial, antimalarial, anticancer, anti-HIV-1, anti-Mtb, and anti-inflammatory activities. Keenamide A and mollamide B show cytotoxicity against several cancer cell lines.