title: Facile and diastereoselective synthesis of 3,2'-spiropyrrolidine-oxindoles derivatives, their molecular docking and antiproliferative activities.
abstract: In the present study, a series of novel highly functionalized spiropyrrolidine-oxindoles have been synthesized through 1,3-dipolar cycloaddition of an azomethine ylide formed from isatin and various amino acids such as sarcosine, proline and thioproline with the dipolarophile (E)-3-(1,3-diphenyl-1H-pyrazol-4-yl)-2-(1H-indole-3-carbonyl)acrylonitrile under optimized conditions. All the synthesized compounds were evaluated for their antimicrobial activity and shown significant activity.
authors.affiliation: Industrial Chemistry Laboratory, CSIR-Central Leather Research Institute, Adyar, Chennai 600 020, India.
authors.forename: D
authors.initials: D
authors.lastname: Kathirvelan
authors.affiliation: Industrial Chemistry Laboratory, CSIR-Central Leather Research Institute, Adyar, Chennai 600 020, India.
authors.forename: J
authors.initials: J
authors.lastname: Haribabu
authors.affiliation: Industrial Chemistry Laboratory, CSIR-Central Leather Research Institute, Adyar, Chennai 600 020, India. Electronic address: induchem2000@gmail.com.
authors.forename: B S R
authors.initials: BS
authors.lastname: Reddy
authors.affiliation: Division of Microbiology and Cancer Biology, Entomology Research Institute, Loyola College, Chennai 600034, India.
authors.forename: C
authors.initials: C
authors.lastname: Balachandran
authors.affiliation: Division of Microbiology and Cancer Biology, Entomology Research Institute, Loyola College, Chennai 600034, India.
authors.forename: V
authors.initials: V
authors.lastname: Duraipandiyan
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects*; D049109:Cell Proliferation / Q000187:drug effects*; D002478:Cells, Cultured; D006801:Humans; D007211:Indoles / Q000737:chemistry*; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D000078183:Oxindoles; D011759:Pyrrolidines / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000494:pharmacology*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D007211:Indoles; D000078183:Oxindoles; D011759:Pyrrolidines; D013141:Spiro Compounds; C022960:2-oxindole
keywords: Antimicrobial activity; Molecular docking; Multicomponent reaction; Pyrazole moiety; Spirooxindole