Abstract
A new Schiff base of 5-chloro-3-phenyl-1H-indole-2-carboxyhydrazide and 3-formyl-2-hydroxy-1H-quinoline (HL), and its Cu(II), Co(II), Ni(II), Zn(II), Cd(II), and Hg(II) complexes have been synthesized and characterized in the light of microanalytical, IR, H1 NMR, UV-Vis, FAB-mass, ESR, XRD, and TGA spectral studies. The magnetic susceptibility measurements and low conductivity data provide evidence for monomeric and neutral nature of the complexes. On the basis of spectral studies and analytical data, it is evident that the Schiff base acts as tridentate ligand. The Cu(II), Co(II), and Ni(II) complexes were octahedral, whereas Zn(II), Cd(II), and Hg(II) complexes were tetrahedral in nature. The redox behavior of the Cu(II) complex was investigated by electrochemical method using cyclic voltammetry. In order to evaluate the effect of metal ions upon chelation, both the ligand and its metal complexes were screened for their antibacterial and antifungal activities by minimum inhibitory concentration (MIC) method. The DNA cleavage experiment performed using agarose gel electrophoresis method showed the cleavage of DNA by all the metal complexes. The free radical scavenging activity of newly synthesized compounds has been determined at a different concentration range by means of their interaction with the stable free radical 1,1-diphenyl-2-picrylhydrazyl (DPPH).
Highlights
Numerous indole-containing natural and synthetic products such as reserpine, vincristine, indolemycin, mitomycin, pindolol, dolasetron mesylate, indomethacin, or sumatriptan are being used for the treatment of various illnesses
The development of new metal-containing antioxidant agents have been reported by several research groups [22]. Based on these findings and in continuation of our research work on coordination chemistry [23,24,25,26,27,28], we describe the synthesis of a new Schiff base and its metal complexes with 5chloro-3-phenyl-1H-indole-2-carboxyhydrazide fused to 3formyl-2-hydroxy-1H-quinoline with the aim of obtaining more potent pharmacological active compounds
The in vitro antimicrobial activity of all the synthesized compounds were screened against E. coli, S. typhi, B. subtilis, and S. aureus bacteria and C. albicans, C. oxysporum, and A. niger fungal strains by minimum inhibitory concentration (MIC) method
Summary
Numerous indole-containing natural and synthetic products such as reserpine, vincristine, indolemycin, mitomycin, pindolol, dolasetron mesylate, indomethacin, or sumatriptan are being used for the treatment of various illnesses. Many pharmacodynamic compounds containing indole nucleus have been reported to possess a wide variety of biological properties, namely, anti-inflammatory [1, 2], anticonvulsant [3], cardiovascular [4], antibacterial [5], COX-2 inhibitor [6, 7], and antiviral activities [8]. The development of new metal-containing antioxidant agents have been reported by several research groups [22] Based on these findings and in continuation of our research work on coordination chemistry [23,24,25,26,27,28], we describe the synthesis of a new Schiff base and its metal complexes with 5chloro-3-phenyl-1H-indole-2-carboxyhydrazide fused to 3formyl-2-hydroxy-1H-quinoline with the aim of obtaining more potent pharmacological active compounds
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