Synthesis and biological activity of benzoxazole containing thiazolidinedione derivatives.
The peroxisome proliferator-activated receptors (PPARs) are a primary regulator of lipid metabolism. Potency for activation of PPARgamma, one of a subfamily of PPARs, particularly mirrors glucose lowering activity. We prepared thiazolidinediones featuring benzoxazole moiety for subtype selective PPARgamma activators. 5-[4-[2-(Benzoxazol-2-yl-alkylamino)ethoxy]benzyl]thiazolidine-2,4-diones have been prepared by Mitsunobu reaction of benzoxazolylalkylaminoethanol 8 and hydroxybenzylthiazolidinedione 6 and their activities were evaluated. Most compounds tested were identified as potent PPARgamma agonists.
Jeon
Raok
R
College of Pharmacy, Sookmyung Women's University, Chungpa-Dong 2-Ka, Yongsan-Ku, Seoul 140-742, Korea. rjeon@sookmyung.ac.kr
Park
SoYeon
S
D000818:Animals; D001583:Benzoxazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002460:Cell Line; D047493:PPAR alpha / Q000187:drug effects / Q000235:genetics / Q000378:metabolism; D047495:PPAR gamma / Q000187:drug effects / Q000235:genetics / Q000378:metabolism; D047492:Peroxisome Proliferator-Activated Receptors / Q000187:drug effects / Q000235:genetics / Q000378:metabolism; D010957:Plasmids / Q000235:genetics; D045162:Thiazolidinediones / Q000737:chemistry*; D014162:Transfection
D001583:Benzoxazoles; D047493:PPAR alpha; D047495:PPAR gamma; D047492:Peroxisome Proliferator-Activated Receptors; D045162:Thiazolidinediones; C089946:2,4-thiazolidinedione