2. Academic Validation
  3. Synthesis and biological activity of enantiomeric pairs of 5-[(E)-cycloalk-2-enylidenemethyl]thiolactomycin congeners

Synthesis and biological activity of enantiomeric pairs of 5-[(E)-cycloalk-2-enylidenemethyl]thiolactomycin congeners

  • Bioorg Med Chem Lett. 2008 Oct 15;18(20):5598-600. doi: 10.1016/j.bmcl.2008.08.103.
Kohei Ohata 1,  Shiro Terashima
Affiliations

Affiliation

  • 1 Kyorin Pharmaceutical Co., Ltd, Discovery Research Laboratories, 2399-1 Nogi, Nogi-Machi, Shimotsuga, Tochigi 329-0114, Japan. [email protected]
PMID: 18805004 DOI: 10.1016/j.bmcl.2008.08.103
Abstract

The title congeners were synthesized by employing our efficient synthetic route previously explored for preparing enantiomeric pairs of thiolactomycin and its 3-demethyl derivative. While all the synthesized congeners lacked in vitro Antibacterial activity, some of the congeners bearing an (E)-cyclohept-2-enylidenemethyl or an (E)-cyclooct-2-enylidenemethyl group were found to exhibit more potent type I FAS inhibitory activity than (S)-3-demethylthiolactomycin having an unnatural configuration.

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