title: Synthesis and antihyperglycemic evaluation of new 2-hydrazolyl-4-thiazolidinone-5-carboxylic acids having pyrazolyl pharmacophores.
abstract: In the search of new antihyperglycemic agents and following rational approach of drug designing here new 2-hydrazolyl-4-thiazolidinone-5-carboxylic acids (4a-g) with pyrazolyl pharmacophore have been synthesized via thia Michael addition reaction of 1-((3-(4-substituted phenyl)-1-phenyl-1H-pyrazol-4-yl)methylene)thiosemicarbazides (3a-g) with maleic anhydride. The required precursors, (3a-g) were obtained by condensing known 3-(4-substituted phenyl)-1-phenyl-1H-pyrazole-4-carbaldehydes (1a-g) with thiosemicarbazide in ethanol. The newly synthesized compounds (4a-g) have been evaluated for the antihyperglycemic activity in sucrose loaded rat model and among these compounds 4d, 4f and 4g have displayed significant antihyperglycemic activity.
authors.affiliation: Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad 431004, India.
authors.forename: Manisha R
authors.initials: MR
authors.lastname: Bhosle
authors.affiliation: Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad 431004, India.
authors.forename: Jyotirling R
authors.initials: JR
authors.lastname: Mali
authors.affiliation: Division of Biochemistry, CSIR-Central Drug Research Institute, Lucknow 226031, India.
authors.forename: Savita
authors.initials: S
authors.lastname: Pal
authors.affiliation: Division of Biochemistry, CSIR-Central Drug Research Institute, Lucknow 226031, India.
authors.forename: Arvind K
authors.initials: AK
authors.lastname: Srivastava
authors.affiliation: Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad 431004, India. Electronic address: manera2011@gmail.com.
authors.forename: Ramrao A
authors.initials: RA
authors.lastname: Mane
mesh_terms: D000818:Animals; D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D007004:Hypoglycemic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats; D017207:Rats, Sprague-Dawley; D013329:Structure-Activity Relationship
chemical_list: D002264:Carboxylic Acids; D007004:Hypoglycemic Agents; D011720:Pyrazoles; C031280:pyrazole
keywords: 2-Hydrazolyl-4-thiazolidinone-5-carboxylic acids; Antihyperglycemic activity; Oral Sucrose Tolerance Test; Pyrazole; Type 2 diabetes mellitus