Thelepamide: an unprecedented ketide-amino acid from Thelepus crispus, a marine annelid worm.

ABSTRACT: Thelepamide (1) was characterized during a program to study cytotoxic substances from an unusual source, the tidal zone-derived annelid Thelephus crispus. Its structure contains a tetraketide and a tripeptide subunit and possesses striking atom diversity, consisting of 17 carbons and 8 heteroatoms. The relative configurations at four chiral sites were elucidated via ROESY, J-based configurational analysis, and DFT calculations. It was modestly active against leukemia cells (IC50 = 5 μg/mL) and inactive against solid tumor cell lines.

SUBMITTER: Rodriguez J 

PROVIDER: S-EPMC3932301 | biostudies-literature | 2014 Jan

REPOSITORIES: biostudies-literature