Design, synthesis, and biological evaluation of biotin-labeled (-)-ternatin, a potent fat-accumulation inhibitor against 3T3-L1 adipocytes

  • Bioorg Med Chem Lett. 2009 Jan 1;19(1):92-5. doi: 10.1016/j.bmcl.2008.11.003.
Kenichiro Shimokawa  1 ,  Kaoru Yamada ,  Osamu Ohno ,  Yuichi Oba ,  Daisuke Uemura
Affiliations
  • 1. Department of Chemistry, Graduate School of Science, Nagoya University, Chikusa, Nagoya, Japan.
PMID: 19022665 DOI: 10.1016/j.bmcl.2008.11.003
Abstract

The design, synthesis, and biological activity of biotin-labeled (-)-ternatin are reported. Chemical modification, that is, biotinylation, was conducted using Click chemistry at the 6-position (NMe-D-ProGly moiety), which was a plausible location selected on the basis of our SAR studies. The compound displayed sufficient fat-accumulation inhibitory effect against 3T3-L1 adipocytes for further bio-organic studies.