title: Practical Synthesis, Antidepressant, and Anticonvulsant Activity of 3-Phenyliminoindolin-2-one Derivatives.
abstract: Herein, a series of 3-phenyliminoindolin-2-one derivatives were designed, synthesized, and screened for their antidepressant and anticonvulsant activities. The IR spectra of the compounds afforded NH stretching (3340-3346 cm(-1)) bands and C=O stretching (1731-1746 cm(-1)). In the (1)H-NMR spectra of the compounds, N-H protons of indoline ring were observed at 10.65-10.89 ppm generally as broad bands, and (13)C-NMR spectra of the compounds C=O were seen at 161.72-169.27 ppm. Interestingly, compounds 3o, 3p and 3r significantly shortened immobility time in the The forced swimming test (FST) and The tail suspension test (TST) at 50 mg/kg dose levels. In addition, compound 3r exhibited higher levels of efficacy than the reference standard fluoxetine but had no effect on locomotor activity in the open-field test. Compound 3r significantly increased serotonin and norepinephrine and the metabolite 5-hydroxyindoleacetic acid in mouse brain, suggesting that the effects of compound 3r may be mediated through these neurotransmitters. In the seizure screen, 15 compounds showed some degree against PTZ-induced seizure at a dose of 100 mg/kg, and the tested compounds did not show any neurotoxicity at a dose of 300 mg/kg in the rotarod test.
authors.affiliation: Food and Pharmacy College, Zhejiang Ocean University and Zhejiang Provincial Engineering Technology Research Center of Marine Biomedical Products, Zhoushan, Zhejiang, 316022, China.
authors.forename: Jian-Yin
authors.initials: JY
authors.lastname: Ma
authors.affiliation: College of Medicine, Yanbian University, Park street 977, Yanji, Jilin, 133002, China.
authors.forename: Ying-Chun
authors.initials: YC
authors.lastname: Quan
authors.affiliation: Department of Neurology, Zhoushan Hospital of Zhejiang Province, Zhoushan, 316021, China.
authors.forename: Hong-Guo
authors.initials: HG
authors.lastname: Jin
authors.affiliation: Food and Pharmacy College, Zhejiang Ocean University and Zhejiang Provincial Engineering Technology Research Center of Marine Biomedical Products, Zhoushan, Zhejiang, 316022, China.
authors.forename: Xing-Hua
authors.initials: XH
authors.lastname: Zhen
authors.affiliation: College of Medicine, Yanbian University, Park street 977, Yanji, Jilin, 133002, China.
authors.forename: Xue-Wu
authors.initials: XW
authors.lastname: Zhang
authors.affiliation: Food and Pharmacy College, Zhejiang Ocean University and Zhejiang Provincial Engineering Technology Research Center of Marine Biomedical Products, Zhoushan, Zhejiang, 316022, China.
authors.forename: Li-Ping
authors.initials: LP
authors.lastname: Guan
mesh_terms: D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis* / Q000494:pharmacology*; D000928:Antidepressive Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D007211:Indoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D051379:Mice; D066244:Proton Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D000927:Anticonvulsants; D000928:Antidepressive Agents; D007211:Indoles
keywords: antidepressant; neuro-transmitters; pentylenetetrazole; phenyliminoindolin-2-one