Synthesis and biological activity of [[(heterocycloamino)alkoxy] benzyl]-2,4-thiazolidinediones as PPARgamma agonists.
Benzothiazole derivatives of thiazolidinediones (TZD) were synthesized using a modified Mitsunobu reaction of 2-(benzothiazol-2-ylmethylamino)ethanol (2) with 5-(4-hydroxybenzyl)-3-triphenylmethylthiazolidine-2,4-dione and assayed for activity on peroxisome proliferator-activated receptor (PPAR) subtypes and inhibitory activity of NO production in lipopolysaccharide-activated macrophages. Most of the tested compounds were identified as potent PPARgamma agonists, indicating their potential as drug candidates for diabetes.
Jeon
Raok
R
College of Pharmacy, Sookmyung Women's University, Seoul 140-742, Korea. rjeon@sookmyung.ac.kr
Kim
Yoon-Jung
YJ
Cheon
Yejin
Y
Ryu
Jae-Ha
JH
D000818:Animals; D052160:Benzothiazoles / Q000138:chemical synthesis / Q000494:pharmacology; D002460:Cell Line; D004305:Dose-Response Relationship, Drug; D007004:Hypoglycemic Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D008070:Lipopolysaccharides; D008264:Macrophages / Q000187:drug effects* / Q000378:metabolism; D051379:Mice; D015394:Molecular Structure; D009573:Nitrites / Q000378:metabolism; D047495:PPAR gamma / Q000819:agonists* / Q000235:genetics; D013329:Structure-Activity Relationship; D045162:Thiazolidinediones / Q000138:chemical synthesis / Q000494:pharmacology*; D014162:Transfection
D052160:Benzothiazoles; D007004:Hypoglycemic Agents; D008070:Lipopolysaccharides; D009573:Nitrites; D047495:PPAR gamma; D045162:Thiazolidinediones