Synthesis and oral hypoglycemic properties of two 4-oxo-4,5,6,7-tetrahydroindole-3-acetic acids.
Condensation of beta-acetyl-2-hydroxy-4,4-dimethyl-6-oxo-1-cyclohexene-1-propionic acid (3) with n-butyl and isobutylamines affords the title acids 4 and 5, respectively, which show good oral hypoglycemic activity in normal rats. Acids 4 and 5, are also active in streptozocin-induced diabetic rats. Results of extensive pharmacological and acute toxicity tests are reported.
Nagarajan
K
K
Research Centre, Hindustan Ciba-Geigy Ltd., Bombay, India.
Talwalker
P K
PK
Goud
A N
AN
Shah
R K
RK
Shenoy
S J
SJ
D000818:Animals; D001786:Blood Glucose / Q000378:metabolism; D055598:Chemical Phenomena; D002621:Chemistry; D006224:Cricetinae; D003921:Diabetes Mellitus, Experimental / Q000188:drug therapy; D004285:Dogs; D005215:Fasting; D005260:Female; D005943:Gluconeogenesis / Q000187:drug effects; D005947:Glucose / Q000494:pharmacology; D007004:Hypoglycemic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D007210:Indoleacetic Acids / Q000138:chemical synthesis* / Q000494:pharmacology; D007328:Insulin / Q000097:blood; D007773:Lactates / Q000097:blood; D008112:Liver Glycogen / Q000378:metabolism; D008253:Macaca mulatta; D008647:Mesocricetus; D051379:Mice; D051381:Rats
D001786:Blood Glucose; D007004:Hypoglycemic Agents; D007210:Indoleacetic Acids; D007328:Insulin; D007773:Lactates; D008112:Liver Glycogen; C060542:C 8778-GO; C060543:1-isobutyl-2,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-3-indoleacetic acid; D005947:Glucose