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Pak J Pharm Sci ; 32(6): 2651-2658, 2019 Nov.
Article in English | MEDLINE | ID: mdl-31969298

ABSTRACT

A series of 1, 2, 4-triazole derivatives bearing piperidine moiety has been introduced as new anti-diabetic drug candidates with least cytotoxicity. p-Chlorophenylsulfonyl chloride (1) and ethyl nipecotate (2) were the starting reagents that resulted into corresponding 3,4,5-trisubstituted-1,2,4-triazole (6) through a series of steps. A series of electrophiles, 9a-e, were synthesized by reacting 4-bromobutyryl chloride (7) with differently substituted aromatic amines (8a-e) under basic aqueous medium. Target derivatives, 10a-e, were synthesized by the reaction of compound 6 with N-aryl-4-bromobutanamides (9a-e) in an aprotic solvent. Structures of all the derivatives were verified by spectroscopic analysis using IR, 1H-NMR, 13C-NMR and EIMS. Most of the derivatives revealed moderate to good α-glucosidase inhibitory activity with reference to acarbose. The moderate hemolytic potential demonstrated least toxicity.


Subject(s)
Glycoside Hydrolase Inhibitors/chemical synthesis , Triazoles/chemical synthesis , Animals , Cattle , Glycoside Hydrolase Inhibitors/chemistry , Glycoside Hydrolase Inhibitors/pharmacology , Hemolytic Agents/chemical synthesis , Hemolytic Agents/isolation & purification , Hemolytic Agents/pharmacology , Magnetic Resonance Spectroscopy , Mass Spectrometry , Triazoles/chemistry , Triazoles/pharmacology , alpha-Glucosidases/drug effects
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