Synthesis, structure and catalytic promiscuity of a napthyl-pyrazole Mn(II) complex and structure-activity relationships
authors Jana, A; Brandao, P; Jana, H; Jana, AD; Mondal, G; Bera, P; Santra, A; Mahapatra, AK; Bera, P
nationality International
journal JOURNAL OF COORDINATION CHEMISTRY
author keywords Napthyl; pyridine-pyrazole complexes; X-ray crystallography; phenoxazinone synthase; catechol oxidase; antimicrobial activity
keywords CATECHOL OXIDASE; COORDINATION CHEMISTRY; ANTIMICROBIAL ACTIVITY; COPPER(II) COMPLEXES; MULTIDENTATE LIGANDS; DERIVATIVES; OXIDATION; MONONUCLEAR; MODELS; 2-AMINOPHENOL
abstract The napthyl/pyridine-pyrazole-derived complexes, [Mn(L-1)Cl-2] (1), [Co(L-1)Cl-2] (2), [Cu(mu-Cl)(Cl)(L)](2) (3), [Cu-2(L)(2)(N-3)(3)(mu 2-N-3)] (4), and [Co(L-2)Cl-2] (5) (where L-1 = bis-(3,5-dimethyl-pyrazol-1-ylmethyl)-napthalen-1-ylmethyl-amine (L-1), L = 5-methyl-pyrazol-1-ylmethyl) -napthalen-1-ylmethyl-amine (L) and L-2 = 2-[2-(3,5-dimethyl-pyrazol-1-yl)-1-methyl-ethyl]-pyridine), exhibited phenoxazinone synthase activity in methanol in the range 5-54 h(-1). Binuclear copper(II) derivatives 3 and 4 show better catalytic activities than manganese(II) and cobalt(II) derivatives. The kinetic studies reveal that phenoxazinone chromophore is produced via a complex-substrate intermediate. Further, 3 and 4 show catecholase activity in methanol in the presence of oxygen. All the complexes showed potent antimicrobial activity against the tested strains of bacteria and fungi. Complex 1 was synthesized for the first time by mixing L-1 and MnCl2 (1:1) and characterized by single-crystal X-ray crystallography, cyclic voltammetry, density functional theory, and thermogravimetry analysis. The present study suggests that napthyl/pyridyl-anchored pyrazole metal complexes are interesting scaffolds for the development of novel model compounds for biochemical reaction and efficient antimicrobial agents.
publisher TAYLOR & FRANCIS LTD
issn 0095-8972
isbn 1029-0389
year published 2019
volume 72
issue 16
beginning page 2636
ending page 2653
digital object identifier (doi) 10.1080/00958972.2019.1658192
web of science category Chemistry, Inorganic & Nuclear
subject category Chemistry
unique article identifier WOS:000485039100001
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journal analysis (jcr 2019):
journal impact factor 1.41
5 year journal impact factor 1.269
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