Synthesis, characterization, and pharmacological studies of ferrocene-1H-1,2,3-triazole hybrids

被引:51
作者
Haque, Ashanul [1 ]
Hsieh, Ming-Fa [2 ]
Hassan, Syed Imran [1 ]
Faizi, Md. Serajul Haque [1 ]
Saha, Anannya [3 ]
Dege, Necmi [4 ]
Rather, Jahangir Ahmad [1 ]
Khan, Muhammad S. [1 ]
机构
[1] Sultan Qaboos Univ, Coll Sci, Dept Chem, POB 36,Al Khod 123, Muscat, Oman
[2] Chung Yuan Christian Univ, Dept Biomed Engn, 200 Chung Pei Rd, Taoyuan 32023, Taiwan
[3] Indian Inst Sci Educ & Res Kolkata, Dept Chem Sci, Mohanpur 741246, India
[4] Ondokuz Mayis Univ, Fac Arts & Sci, Dept Phys, TR-55139 Atakum, Samsun, Turkey
关键词
Anti-inflammatory; Click-chemistry; Copper catalyzed azide alkyne cycloaddition; reaction; Ferrocene; Viability; Toxicity; FERROCENYLCHALCONE CONJUGATES SYNTHESIS; ISATIN-FERROCENE; CLICK-CHEMISTRY; DNA-BINDING; COMPLEXES; ANTICANCER; INHIBITION; SERIES; DRUG; POTENTIALS;
D O I
10.1016/j.molstruc.2017.06.027
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A series of ferrocene-1H-1,2,3-triazole hybrids namely 1-(4-nitrophenyl)-4-ferrocenyl-1H-1,2,3-triazole (1), 1-(4,4'-dinitro-2-biphenyl)-4-ferrocenyl-1H-1,2,3-triazole (2), 1-(3-chloro-4-fluorophenyl)-4ferrocenyl-1H-1,2,3-triazole (3), 1-(4-bromopheny1)-4-ferroceny1-1H-1,2,3-triazole (4) and 1-(2nitrophenyl)-4-ferrocenyl-IH-1,2,3-triazole (5) were designed and synthesized by copper-catalyzed azide alkyne cycloaddition (CuAAC) reaction. All the new hybrids were characterized by microanalyses, NMR (H-1 and C-13), UV-vis, IR, ESI-MS and electrochemical techniques. Crystal structure of the compound (3) was solved by single crystal X-ray diffraction method. The structural (single crystal) and spectroscopic (UV Vis. and IR) properties of the compound 3 have been analyzed and compared by complementary quantum modeling. Hybrids 1-5 exhibited low toxicity and demonstrated neuroprotective effect. (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码:536 / 545
页数:10
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