title: Design, synthesis, and biological evaluation of oxindole derivatives as antidepressive agents.
abstract: The 3-substituted oxindole derivatives were designed, synthesized, and evaluated for antidepressant activity by employing forced swimming test, tail suspension test, and MAO-A inhibition assay. Results of biological studies revealed that the majority of compounds exhibited potent to moderately potent activity and among them, 12 displayed potency comparable to that of the imipramine with %DID of 37.95 and 44.84 in the FST and TST, respectively. At the same time, imipramine showed %DID of 43.62 and 50.64 in the FST and TST, correspondingly. In the MAO-A inhibition assay, 12 showed an IC50 of 18.27 μmol, whereas the reference drug moclobemide displayed an IC50 of 13.1 μmol. The SAR study disclosed that the presence of bromo atom at the phenyl/furanyl or thienyl moiety in the oxindole derivatives was critical for the antidepressant activity.
authors.affiliation: Department of Pharmaceutical Chemistry, Manipal College of Pharmaceutical Sciences, Manipal 576104, India.
authors.forename: Sharad Kumar
authors.initials: SK
authors.lastname: Suthar
authors.affiliation: Department of Pharmaceutical Chemistry, Manipal College of Pharmaceutical Sciences, Manipal 576104, India.
authors.forename: Sumit
authors.initials: S
authors.lastname: Bansal
authors.affiliation: Department of Pharmacy, College of Pharmacy, Kyung Hee University, Seoul 130701, Republic of Korea.
authors.forename: Md Maqusood
authors.initials: MM
authors.lastname: Alam
authors.affiliation: Department of Computer Engineering and Bioinformatics, Shoolini University, Solan 173229, India.
authors.forename: Varun
authors.initials: V
authors.lastname: Jaiswal
authors.affiliation: Department of Pharmacology, Manipal College of Pharmaceutical Sciences, Manipal 576104, India.
authors.forename: Amit
authors.initials: A
authors.lastname: Tiwari
authors.affiliation: Department of Pharmacology, Manipal College of Pharmaceutical Sciences, Manipal 576104, India.
authors.forename: Anil
authors.initials: A
authors.lastname: Chaudhary
authors.affiliation: Department of Pharmaceutical Biotechnology, Manipal College of Pharmaceutical Sciences, Manipal 576104, India.
authors.forename: Angel Treasa
authors.initials: AT
authors.lastname: Alex
authors.affiliation: Department of Pharmaceutical Chemistry, Manipal College of Pharmaceutical Sciences, Manipal 576104, India. Electronic address: alex.joseph@manipal.edu.
authors.forename: Alex
authors.initials: A
authors.lastname: Joseph
mesh_terms: D000818:Animals; D000928:Antidepressive Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D001597:Benzylidene Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D003010:Clorgyline / Q000494:pharmacology; D007099:Imipramine / Q000494:pharmacology; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D007769:Lactams / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D051379:Mice; D020912:Moclobemide / Q000494:pharmacology; D062105:Molecular Docking Simulation; D008995:Monoamine Oxidase / Q000378:metabolism; D008996:Monoamine Oxidase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: C000608574:3-(4-bromobenzylidene)indolin-2-one; D000928:Antidepressive Agents; D001597:Benzylidene Compounds; D007211:Indoles; D007769:Lactams; D008996:Monoamine Oxidase Inhibitors; D008995:Monoamine Oxidase; C579458:monoamine oxidase A, human; D003010:Clorgyline; D007099:Imipramine; D020912:Moclobemide
keywords: Antidepressant activity; Forced swimming test; MAO-A inhibitors; Oxindole derivatives; Tail suspension test