title: Synthesis and biological evaluation of a series of benzoxazole/benzothiazole-containing 2,3-dihydrobenzo[b][1,4]dioxine derivatives as potential antidepressants.
abstract: A series of benzoxazole/benzothiazole-2,3-dihydrobenzo[b][1,4]dioxine derivatives (5a-5d and 8a-8j) was synthesized. Compounds were evaluated for binding affinities at the 5-HT1A and 5-HT2A receptors. Antidepressant activities of the compounds were screened using the forced swimming test (FST) and the tail suspension test (TST). The results indicated that the compounds exhibited high affinities for the 5-HT1A and 5-HT2A receptors and showed a marked antidepressant-like activity. Compound 8g exhibited high affinities for the 5-HT1A (Ki=17 nM) and 5-HT2A (Ki=0.71 nM) receptors; it also produced a decrease of the immobility time and exhibited potent antidepressant-like effects in the FST and TST in mice.
authors.affiliation: Systems Biology Theme, Department of Biomedical Engineering, College of Life Science and Technology, Huazhong University of Science and Technology, 1037 Luoyu Road, Wuhan 430074, China.
authors.forename: Songlin
authors.initials: S
authors.lastname: Wang
authors.affiliation: Jiangsu Nhwa Pharmaceutical Co., Ltd, 69 Democratic South Road, Xuzhou 221116, China.
authors.forename: Yin
authors.initials: Y
authors.lastname: Chen
authors.affiliation: Jiangsu Nhwa Pharmaceutical Co., Ltd, 69 Democratic South Road, Xuzhou 221116, China.
authors.forename: Song
authors.initials: S
authors.lastname: Zhao
authors.affiliation: Jiangsu Nhwa Pharmaceutical Co., Ltd, 69 Democratic South Road, Xuzhou 221116, China.
authors.forename: Xiangqing
authors.initials: X
authors.lastname: Xu
authors.affiliation: Systems Biology Theme, Department of Biomedical Engineering, College of Life Science and Technology, Huazhong University of Science and Technology, 1037 Luoyu Road, Wuhan 430074, China.
authors.forename: Xin
authors.initials: X
authors.lastname: Liu
authors.affiliation: Systems Biology Theme, Department of Biomedical Engineering, College of Life Science and Technology, Huazhong University of Science and Technology, 1037 Luoyu Road, Wuhan 430074, China.
authors.forename: Bi-Feng
authors.initials: BF
authors.lastname: Liu
authors.affiliation: Systems Biology Theme, Department of Biomedical Engineering, College of Life Science and Technology, Huazhong University of Science and Technology, 1037 Luoyu Road, Wuhan 430074, China; Jiangsu Nhwa Pharmaceutical Co., Ltd, 69 Democratic South Road, Xuzhou 221116, China. Electronic address: gszhang@mail.hust.edu.cn.
authors.forename: Guisen
authors.initials: G
authors.lastname: Zhang
mesh_terms: D000818:Animals; D000928:Antidepressive Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001522:Behavior, Animal / Q000187:drug effects*; D052160:Benzothiazoles / Q000737:chemistry*; D001583:Benzoxazoles / Q000737:chemistry*; D004147:Dioxins / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D019417:Hindlimb Suspension; D051379:Mice; D015394:Molecular Structure; D051381:Rats; D044282:Receptor, Serotonin, 5-HT1A / Q000737:chemistry / Q000378:metabolism; D044402:Receptor, Serotonin, 5-HT2A / Q000737:chemistry / Q000378:metabolism; D013329:Structure-Activity Relationship; D013550:Swimming
chemical_list: C521468:2,3-dihydrobenzo(1,4)dioxin; D000928:Antidepressive Agents; D052160:Benzothiazoles; D001583:Benzoxazoles; D004147:Dioxins; D044402:Receptor, Serotonin, 5-HT2A; D044282:Receptor, Serotonin, 5-HT1A
keywords: 2,3-Dihydrobenzo[b][1,4]dioxine; 5-HT(1A); 5-HT(2A); Antidepressant; Benzoxazole/benzothiazole