ChemInform Abstract: SYNTHESIS OF SUBSTITUTED 2‐AMINOINDOLES AND 2‐(2′‐PHENYL‐1′,3′,4′‐OXADIAZOLYL)AMINOINDOLES

One new series of Cu(II), Co(II), and Ni(II) Schiff base complexes was prepared through the condensation reaction between 1-phenylindoline-2,3-dione with isonicotinohydrazide followed by metalation, respectively. The Schiff base ligand(L), (E)-N′-(2-oxo-1-phenylindolin-3-lidene)isonicotinohydrazide, and its complexes were found soluble in DMF and DMSO solvents and characterized by using the modern analytical and spectral techniques such as elemental analysis, conductivity, magnetic moments, IR, NMR, UV-visible, Mass, CV, and EPR. The elemental analysis data of ligand and their complexes were well agreed with their calculated values in which metal and ligand stoichiometry ratio 1 : 2 was noted. Molar conductance values indicated that all the complexes were found to be nonelectrolytes. All the complexes showed octahedral geometry around the central metal ions. Herein, we better characterized DNA binding with the complexes by UV-visible and CD spectroscopy and cyclic voltammetry techniques. The DNA cleavage experiments were carried out by Agarose gel electrophoresis method and the cytotoxicity experiments by MTT assay method. Based on the DNA binding, cleavage, and cytotoxicity studies, Cu and Ni complexes were found to be good anticancer agents against AGS-human gastric cancer cell line.

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“…The reaction mixture was refluxed at 60°C for 4 hrs [25]. Then it was allowed to cool at room temperature.…”

Section: Methodsmentioning

confidence: 99%

“…The metal(II) complexes in this study were prepared by mixing of 1 mMol of corresponding metal(II) chloride in ethanol with 2 mM of the Schiff base in the molar ratio 1 : 2. The reaction mixture was refluxed at 60°C for 4 hrs [ 25 ]. Then it was allowed to cool at room temperature.…”

Section: Methodsmentioning

confidence: 99%

Evaluation of DNA Binding, Cleavage, and Cytotoxic Activity of Cu(II), Co(II), and Ni(II) Schiff Base Complexes of 1-Phenylindoline-2,3-dione with Isonicotinohydrazide

Gomathi

Ramu

Athiappan

2014

Bioinorganic Chemistry and Applications

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“…2,6-Diformyl-4-methylphenol was prepared according to the method reported by Denton and Suschitzky [43]. The precursor indole-2-carbohydrazide was prepared by the literature method [44]. The metal salts used were in their hydrated form except HgCl 2 .…”

Section: Methodsmentioning

confidence: 99%

Phenoxo-bridged symmetrical homobinuclear complexes derived from an “end-off” compartmental ligand, 2,6- bis [5′-chloro-3′-phenyl- 1H -indole-2′-carboxamidyliminomethyl]-4-methylphenol

Rahaman

Ijare

Jadegoud

et al. 2009

Journal of Coordination Chemistry

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A compartment ligand 2,6-bis[5 0 -chloro-3 0 -phenyl-1H-indole-2 0 -carboxamidyliminomethyl]-4-methylphenol was prepared and homobinuclear phenol-bridged Cu(II), Ni(II), Co(II), Zn(II), Cd(II), Hg(II), Fe(III), and Mn(II) complexes have been prepared by the template method using the precursors 2,6-diformyl-4-methylphenol, 5-chloro-3-phenylindole-2-carbohydrazide and metal chlorides in 1 : 2 : 2 ratio, respectively. The complexes were characterized by elemental analyses, conductivity measurements, magnetic susceptibility data, IR, NMR, FAB mass and ESR spectra, TGA, and powder XRD data. Cu(II), Co(II), Zn(II), Cd(II) and Hg(II) complexes exhibit square pyramidal geometry whereas Ni(II), Mn(II), and Fe(III) complexes are octahedral. Low magnetic moment values for Cu(II), Ni(II), Co(II), Fe(III), and Mn(II) complexes show antiferromagnetic spin-exchange interaction between two metal centers in binuclear complexes. The ligand and its complexes were tested for antibacterial activity against Escherichia coli and Staphyloccocus aureus, and antifungal activity against Aspergillus niger and Candida albicans.

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“…The indole derivative namely ethyl 5-methyl-3phenyl-1H-indol 2-carboxylate [5-MPIC], was synthesized by using reported method [12]. For the current work, spectroscopic-grade solvents such as Toluene and Benzene, acetonitrile, 1,4-dioxane, dimethyl sulfoxide, dimethyl formamide, and tetrahydrofuran were used.…”

Section: Methodsmentioning

confidence: 99%

Evaluation of dipole moments of indole derivative (5-MPIC) by Solvatochromic shift method

Devar

Gangadharmath²,

Yernale³

et al. 2022

IOP Conf. Ser.: Mater. Sci. Eng.

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The Solvatochromic technique was used to examine the solvent effects of ethyl 5-methyl-3 phenyl-1H-indole 2-carboxylate [5-MPIC]. Different solvents were used to record 5-MPIC’s absorption and emission spectra at room temperature (300 K). The ground state and excited state dipole moments were estimated experimentally using Lippert’s, Bakshiev’s and Kawaski Chamma Viallet’s equations. The HOMO-LUMO gap and MEP map were also estimated theoretically by using B3LYP/6-31+G (d, p) basis set of Gaussian 16 w program. Dipole moments of excited states reveal a clear polarity difference between the ground and excited states.

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ChemInform Abstract: SYNTHESIS OF SUBSTITUTED 2‐AMINOINDOLES AND 2‐(2′‐PHENYL‐1′,3′,4′‐OXADIAZOLYL)AMINOINDOLES

Abstract: Die Indole (I) werden über die Hydrazide (II) und die Azide (III) in die Indol‐2‐carbamate (IV) übergeführt.

Cited by 6 publications

References 0 publications

Evaluation of DNA Binding, Cleavage, and Cytotoxic Activity of Cu(II), Co(II), and Ni(II) Schiff Base Complexes of 1-Phenylindoline-2,3-dione with Isonicotinohydrazide

Evaluation of DNA Binding, Cleavage, and Cytotoxic Activity of Cu(II), Co(II), and Ni(II) Schiff Base Complexes of 1-Phenylindoline-2,3-dione with Isonicotinohydrazide

Phenoxo-bridged symmetrical homobinuclear complexes derived from an “end-off” compartmental ligand, 2,6- bis [5′-chloro-3′-phenyl- 1H -indole-2′-carboxamidyliminomethyl]-4-methylphenol

Evaluation of dipole moments of indole derivative (5-MPIC) by Solvatochromic shift method

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