title: Synthesis and evaluation of novel 2,3,5-triaryl-4H,2,3,3a,5,6,6a-hexahydropyrrolo[3,4-d]isoxazole-4,6-diones for advanced glycation end product formation inhibitory activity.
abstract: The synthesis of some biologically interesting pyrrolo-isoxazolidine derivatives was accomplished by the 1,3-dipolar cycloaddition reaction of substituted azomethine N-oxides 1 with substituted N-aryl maleimides 2 leading to the formation of new stereoisomeric 2,3,5-triaryl-4H,2,3,3a,5,6,6a-hexahydropyrrolo[3,4-d]isoxazole-4,6-dione derivatives 3 in excellent yields. The synthesized compounds have been screened for their advanced glycation end (AGE) product formation inhibitory activity on the basis of their ability to inhibit the formation of AGEs in the bovine serum albumin (BSA)-glucose assay. All the synthesized compounds have been found to exhibit significant activity against AGE formation.
authors.affiliation: Department of Chemistry, Punjabi University, Patiala 147002, Punjab, India.
authors.forename: Anjandeep
authors.initials: A
authors.lastname: Kaur
authors.forename: Baldev
authors.initials: B
authors.lastname: Singh
authors.forename: Amteshwar Singh
authors.initials: AS
authors.lastname: Jaggi
mesh_terms: D001391:Azo Compounds / Q000737:chemistry; D001681:Biological Assay; D003500:Cyclization / Q000187:drug effects; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D017127:Glycation End Products, Advanced / Q000037:antagonists & inhibitors*; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D012710:Serum Albumin, Bovine; D013237:Stereoisomerism; D013882:Thiosemicarbazones / Q000737:chemistry
chemical_list: D001391:Azo Compounds; D004791:Enzyme Inhibitors; D017127:Glycation End Products, Advanced; D007555:Isoxazoles; D007659:Ketones; D013882:Thiosemicarbazones; C512188:azomethine; D012710:Serum Albumin, Bovine