Issue 4, 2009
From the journal:

Organic & Biomolecular Chemistry

Importance of the backbone conformation of (−)-ternatin in its fat-accumulation inhibitory activity against 3T3-L1 adipocytes†

Kenichiro Shimokawa,a   Ryoka Miwa,a   Kaoru Yamadaa  and  Daisuke Uemura*ab  

* Corresponding authors

a Department of Chemistry, Graduate School of Science, Nagoya University, Furo-cho, Chikusa, Japan
E-mail: uemura@chem3.chem.nagoya-u.ac.jp
Fax: +81-52-789-5869
Tel: +81-52-789-5869

b Institute for Advanced Research, Nagoya University, Furo-cho, Chikusa, Japan

Abstract

Key relationships between the intramolecular H-bond-derived backbone conformation and the bioactivity of the novel fat-accumulation inhibitor (−)-ternatin are examined by analyses of the NMR spectroscopic data and CD spectra of designed analogues. The results reveal that the β-turn structure of (−)-ternatin is responsible for its potent fat-accumulation inhibitory effect against 3T3-L1 murine adipocytes.

Graphical abstract: Importance of the backbone conformation of (−)-ternatin in its fat-accumulation inhibitory activity against 3T3-L1 adipocytes

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Article information

DOI
https://doi.org/10.1039/B818903J
Article type
Paper
Submitted
24 Oct 2008
Accepted
19 Nov 2008
First published
07 Jan 2009

Org. Biomol. Chem., 2009,7, 777-784

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Importance of the backbone conformation of (−)-ternatin in its fat-accumulation inhibitory activity against 3T3-L1 adipocytes

K. Shimokawa, R. Miwa, K. Yamada and D. Uemura, Org. Biomol. Chem., 2009, 7, 777 DOI: 10.1039/B818903J

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