Peroxisome proliferator-activated receptor (PPAR) agonists with 3,4-dihydro-2H-benzo[e][1,3]oxazine and 2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine skeletons: Effects of cyclization of linker moiety on ppar-agonistic activity

Kenji Ohgane, Jyun Ichi Kasuga, Takuji Ohyama, Yuko Hirakawa, Kosuke Morikawa, Makoto Makishima, Yuichi Hashimoto, Hiroyuki Miyachi

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Conformationally restricted heterocyclic derivatives of KCL ((S)-2-{4-methoxy-3-[4-(trifluoromethyl)benzylcarbamoyl]benzyl}butanoic acid), which exhibit selective PPARα-agonistic activity, were prepared to examine the significance of the amide bond of KCL. In vitro transactivation assay clearly indicated that introduction of a 2-position fluorine atom enhanced PPARs-agonistic activity as expected, while cyclization of the amide bond caused a drastic decrease of PPARs-agonistic activity.

Original languageEnglish
Pages (from-to)2187-2192
Number of pages6
JournalHeterocycles
Volume75
Issue number9
DOIs
Publication statusPublished - Dec 1 2008

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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