Thelepamide: an unprecedented ketide-amino acid from Thelepus crispus, a marine annelid worm.
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ABSTRACT:
SUBMITTER: Rodriguez J
PROVIDER: S-EPMC3932301 | biostudies-literature | 2014 Jan
REPOSITORIES: biostudies-literature
Publications
Thelepamide: an unprecedented ketide-amino acid from Thelepus crispus, a marine annelid worm.
Rodríguez Jaime J Nieto Rosa M RM Blanco María M Valeriote Frederick A FA Jiménez Carlos C Crews Phillip P
Organic letters 20131220 2
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 i ...[more]
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