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Janadolide, a Cyclic Polyketide–Peptide Hybrid Possessing a tert-Butyl Group from an Okeania sp. Marine Cyanobacterium

Research paper by Hidetoshi Ogawa, Arihiro Iwasaki, Shinpei Sumimoto, Yuki Kanamori, Osamu Ohno, Masato Iwatsuki, Aki Ishiyama, Rei Hokari, Kazuhiko Otoguro, Satoshi O̅mura, Kiyotake Suenaga

Indexed on: 01 Jul '16Published on: 30 Jun '16Published in: Journal of Natural Products



Abstract

Janadolide, a new cyclic polyketide–peptide hybrid possessing a tert-butyl group, was isolated from an Okeania sp. marine cyanobacterium. The gross structure was elucidated by spectroscopic analyses, and the absolute configurations of the amino acid moieties were determined by acid hydrolysis and chiral-phase HPLC analyses. The absolute configuration of the two stereogenic centers in the polyketide moiety was elucidated based on a combination of degradation reactions and spectroscopic analyses including the phenyl-glycine methyl ester method. Janadolide showed potent antitrypanosomal activity with an IC50 value of 47 nM without cytotoxicity against human cells at 10 μM.

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