Synthesis and biological activities of reveromycin A and spirofungin A derivatives

Bioorg Med Chem Lett. 2008 Jul 1;18(13):3756-60. doi: 10.1016/j.bmcl.2008.05.054.

Takeshi Shimizu ¹, Takeo Usui, Makoto Fujikura, Makoto Kawatani, Tomoharu Satoh, Kiyotaka Machida, Naoki Kanoh, Je-Tae Woo, Hiroyuki Osada, Mikiko Sodeoka

Affiliations

Affiliation

1 Synthetic Organic Chemistry Laboratory, RIKEN (The Institute of Physical and Chemical Research), Wako, Saitama 351-0198, Japan. tshimizu@riken.jp

PMID: 18519164 DOI: 10.1016/j.bmcl.2008.05.054

Abstract

Various derivatives of reveromycin A, an inhibitor of eukaryotic cell growth, and spirofungin A, focusing on the 5S hydroxyl group and C18 hemisuccinyl group, were synthesized and their inhibitory effects on both the isoleucyl-tRNA synthetase activity and the survival of osteoclasts, and activities on the morphological reversion of Src(ts)-NRK cells were examined. It was found that 2,3-dihydroreveromycin A is the promising derivative of reveromycin A based on the activity and stability.

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