title: Synthesis and biological activity of 4-aryl-3-benzoyl-5-phenylspiro[pyrrolidine-2.3'-indolin]-2'-one derivatives as novel potent inhibitors of advanced glycation end product.
abstract: Diabetic complications and their detrimental effects caused by sugar derived substances, have been the serious issue for the last few years and have yet not been fully combated. The key point of the present study is to synthesize some newer chemical entities which can eradicate such ailments to the maximum possible extent. So with this aim synthesis of some biologically interesting spiro-indolone-pyrrolidine derivatives was accomplished by 1,3-dipolar cycloaddition reaction of azomethine ylide 6 generated in situ from isatin and benzyl amine with the substituted α,β-unsaturated carbonyl compounds 3 as dipolarophile, leading to the formation of new 4-aryl-3-benzoyl-5-phenylspiro[pyrrolidine-2.3'-indolin]-2'-one derivatives 7 stereoselectively 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 and have been found to exhibit significant activity against AGE formation.
authors.affiliation: Department of Chemistry, Punjabi University, Patiala 147002, India.
authors.forename: Anjandeep
authors.initials: A
authors.lastname: Kaur
authors.affiliation: Department of Chemistry, Punjabi University, Patiala 147002, India. Electronic address: singhbldv52@gmail.com.
authors.forename: Baldev
authors.initials: B
authors.lastname: Singh
authors.affiliation: Department of Chemistry, Punjabi University, Patiala 147002, India.
authors.forename: Bhawna
authors.initials: B
authors.lastname: Vyas
authors.affiliation: Department of Pharmaceutical Sciences and Drug Research, Punjabi University, Patiala 147002, India.
authors.forename: Om
authors.initials: O
authors.lastname: Silakari
mesh_terms: D000818:Animals; D002417:Cattle; D004305:Dose-Response Relationship, Drug; D017127:Glycation End Products, Advanced / Q000037:antagonists & inhibitors* / Q000378:metabolism; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D011759:Pyrrolidines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D011789:Quantum Theory; D012710:Serum Albumin, Bovine / Q000737:chemistry / Q000378:metabolism; D013141:Spiro Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D017127:Glycation End Products, Advanced; D007211:Indoles; D011759:Pyrrolidines; D013141:Spiro Compounds; D012710:Serum Albumin, Bovine
keywords: Antiglycation; Azomethine ylide; Cycloaddition; Pyrrolidine; Stereoselective