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

Kenichiro Shimokawa; Kaoru Yamada; Osamu Ohno; Yuichi Oba; Daisuke Uemura

doi:10.1016/j.bmcl.2008.11.003

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

Kenichiro Shimokawa, Kaoru Yamada, Osamu Ohno, Yuichi Oba, Daisuke Uemura

Department of Chemistry

Research output: Contribution to journal › Article

3 Citations (Scopus)

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.

Original language	English
Pages (from-to)	92-95
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	19
Issue number	1
DOIs	https://doi.org/10.1016/j.bmcl.2008.11.003
Publication status	Published - 2009 Jan 1

Keywords

Biotinylation
Click chemistry
Cyclic peptide
Fat-accumulation inhibitory effect
Ternatin

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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Shimokawa, K., Yamada, K., Ohno, O., Oba, Y., & Uemura, D. (2009). Design, synthesis, and biological evaluation of biotin-labeled (-)-ternatin, a potent fat-accumulation inhibitor against 3T3-L1 adipocytes. Bioorganic and Medicinal Chemistry Letters, 19(1), 92-95. https://doi.org/10.1016/j.bmcl.2008.11.003

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AU - Ohno, Osamu

AU - Oba, Yuichi

AU - Uemura, Daisuke

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