The ligational behavior of a phenolic quinolyl hydrazone towards copper(II)- ions

Abstract

BackgroundThe heterocyclic hydrazones constitute an important class of biologically active drug molecules. The hydrazones have also been used as herbicides, insecticides, nematocides, redenticides, and plant growth regulators as well as plasticizers and stabilizers for polymers. The importance of the phenolic quinolyl hydrazones arises from incorporating the quinoline ring with the phenolic compound; 2,4-dihydroxy benzaldehyde. Quinoline ring has therapeutic and biological activities whereas, phenols have antiseptic and disinfectants activities and are used in the preparation of dyes, bakelite and drugs. The present study is planned to check the effect of the counter anions on the type and geometry of the isolated copper(II)- complexes as well as the ligational behavior of the phenolic hydrazone; 4-[(2-(4,8-dimethylquinolin-2-yl)hydrazono)methyl] benzene-1,3-diol; (H2L).ResultsA phenolic quinolyl hydrazone (H2L) was allowed to react with various copper(II)- salts (Cl‾, Br‾, NO3‾, ClO4‾, AcO‾, SO42-). The reactions afforded dimeric complexes (ClO4‾, AcO‾ ), a binuclear complex (NO3‾ ) and mononuclear complexes (the others; Cl‾, Br‾, SO42-). The isolated copper(II)- complexes have octahedral, square pyramid and square planar geometries. Also, they reflect the strong coordinating ability of NO3‾, Cl‾, Br‾, AcO‾ and SO42- anions. Depending on the type of the anion, the ligand showed three different modes of bonding viz. (NN)0 for the mononuclear complexes (3, 4, 6), (NO)- with O- bridging for the dimeric complexes (1, 5) and a mixed mode [(NN)0 + (NO)- with O- bridging] for the binuclear nitrato- complex (2).ConclusionThe ligational behavior of the phenolic hydrazone (H2L) is highly affected by the type of the anion. The isolated copper(II)- complexes reflect the strong coordinating power of the SO42-, AcO‾, Br‾, Cl‾ and NO3‾ anions. Also, they reflect the structural diversity (octahedral, square pyramid and square planar) depending on the type of the counter anion.

Synthesis and Biological Activity of Novel (E)-N’-(Substituted)-3,4,5-Trimethoxybenzohydrazide Analogs

“…Hydrazones are prepared by the reaction of hydrazide with aldehydes and ketones. Hydrazones and its derivatives exhibit various pharmacological activities like analgesic, antiplatelet, antiprotozoal, antimicrobial, anticonvulsant, analgesic, antimycobacterial, anticancer, vasodilator, antiviral, anti-HIV, anthelmintic, and trypanocidal activities [11][12][13][14][15][16][17][18][19] . Inspired by the various pharmacological and medicinal importance connected with gallic acid and hydrazone moiety, we wish to report the synthesis, antibacterial, antifungal, antidiabetic activity of the synthesized hydrazone derivatives 4a-l from commercially available 3,4,5-trihydroxy benzoic acid (gallic acid,).…”

Synthesis, Characterization and Evaluation of Biological Activity of some Substituted(<i>E</i>)<i>-</i>2-Benzylidenehydrazinecarbothio Amides

“…Hydrazones constitute an important class of biologically active drug molecules [24] which has attracted attention of medicinal chemists due to their wide range of pharmacological properties. These compounds are being synthesized as drugs by many researchers in order to combat diseases with minimal toxicity and maximal effects.…”

Analgesic, Anti-Inflammatory, and Antiplatelet Profile of Hydrazones Containing Synthetic Molecules

“…Hydrazones are of wide interest because of their diverse biological applications such as anticonvulsant, antidepressant, analgesic, anti-inflammatory, antiplatelet, antimalarial, antimicrobial, antimycobacterial, anticancer, vasodilator, antiviral, anti-HIV, anthelmintic, antidiabetic, and trypanocidal activities [2][3][4][5][6][7][8][9][10].…”

“…These predictions have provided a therapeutic pathway to develop new effective biologically active hydrazones. A number of hydrazone derivatives have been reported to exert notably biological activities [1,2].…”