Novel oximes having 5-benzyl-2,4-thiazolidinedione as antihyperglycemic agents : Synthesis and structure-activity relationship

• Published in: Bioorganic & medicinal chemistry letters Vol. 10; no. 4; pp. 373 - 375
• Main Authors: YANAGISAWA, H, TAKAMURA, M, YAMADA, E, FUJITA, S, FUJIWARA, T, YACHI, M, ISOBE, A, HAGISAWA, Y
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier 21.02.2000
• Subjects: Animals; Biological and medical sciences; Blood Glucose - drug effects; Drug Evaluation; General and cellular metabolism. Vitamins; Hyperglycemia - blood; Hyperglycemia - drug therapy; Hypoglycemic Agents - chemical synthesis; Hypoglycemic Agents - chemistry; Hypoglycemic Agents - pharmacology; Insulin Resistance - physiology; Isomerism; Medical sciences; Mice; Mice, Inbred Strains; Oximes - chemical synthesis; Oximes - chemistry; Oximes - pharmacology; Pharmacology. Drug treatments; Receptors, Cytoplasmic and Nuclear - agonists; Receptors, Cytoplasmic and Nuclear - metabolism; Structure-Activity Relationship; Thiazoles - chemical synthesis; Thiazoles - chemistry; Thiazoles - pharmacology; Transcription Factors - agonists; Transcription Factors - metabolism; Sulfur nitrogen heterocycle; Agonist; Thiazole derivatives; Rodentia; Oral administration; Oxime; Cetoxime; Non insulin dependent diabetes; Peroxisome proliferator; Pyridine derivatives; Vertebrata; Hypoglycemic agent; Mammalia; Structure activity relation; Mouse; Biphenyl derivatives; Animal; Rosiglitazone; Chemical synthesis; Biological receptor
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/S0960-894X(00)00003-2

Oximes having 5-benzyl-2,4-thiazolidinedione were prepared, and their PPAR gamma agonistic activities and blood glucose lowering activities were evaluated. Biaromatic and methyl groups, attached to the oxime moiety, and the ethylene bridge between oxime and phenoxy groups are favorable to biological activities.