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Synthesis of New Naphthyl Aceto Hydrazone-Based Metal Complexes: Micellar Interactions, DNA Binding, Antimicrobial, and Cancer Inhibition Studies.

ABSTRACT: In the present study, naphthyl acetohydrazide (HL) ligand was prepared and used for the synthesis of new six amorphous transition metal (Co(II), Ni(II), Cu(II), Zn(II), Pb(II), Cd(II)) complexes. All the compounds were characterized by elemental analysis, UV-vis, FT-IR, 1H- and 13C-NMR, and Matrix-Assisted Laser Desorption Ionization (MALDI). The solubilization study was carried out by estimating the interaction between the metal complexes with surfactants viz. sodium stearate (SS) and Cetyltrimethylammonium bromide (CTAB). UV-Visible spectroscopy was employed to determine partitioning and binding parameters, whereas electrical conductivity measurements were employed to estimate critical micellar concentration (CMC), the extent of dissociation, and free energy of micellization. The CT-DNA interaction of synthesized compounds with DNA represents the major groove binding. The synthesized ligand and metal complexes were also tested against bacterial and fungal strains and it has been observed that Cu(II) complex is active against all the strains except Candida albicans, while Cd(II) complex is active against all bacterial and fungal strains except Pseudomonas. Among all compounds, only the Pd(II) complex shows reasonable activity against cervical cancer HeLa cell lines, representing 97% inhibition.

SUBMITTER: Ahmad F

PROVIDER: S-EPMC7923181 | biostudies-literature | 2021 Feb

REPOSITORIES: biostudies-literature

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Synthesis of New Naphthyl Aceto Hydrazone-Based Metal Complexes: Micellar Interactions, DNA Binding, Antimicrobial, and Cancer Inhibition Studies.

Ahmad Fawad F Alkahtani Muneera D F MDF Taj Muhammad Babar MB Alnajeebi Afnan M AM Alzahrani Seraj Omar SO Babteen Nouf Abubakr NA Alelwani Walla W Bannunah Azzah M AM Noor Sadia S Ayub Rabia R Tirmizi Syed Ahmad SA Alshater Heba H

Molecules (Basel, Switzerland) 20210217 4

In the present study, naphthyl acetohydrazide (HL) ligand was prepared and used for the synthesis of new six amorphous transition metal (Co(II), Ni(II), Cu(II), Zn(II), Pb(II), Cd(II)) complexes. All the compounds were characterized by elemental analysis, UV-vis, FT-IR, <sup>1</sup>H- and <sup>13</sup>C-NMR, and Matrix-Assisted Laser Desorption Ionization (MALDI). The solubilization study was carried out by estimating the interaction between the metal complexes with surfactants viz. sodium stear ...[more]

PMID: 33671247

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Project description:Current antimicrobial drug discovery and advancement attempts are aimed to identify new complexes that can work effectively against the infections caused by microbes. The aim of present study was to synthesize new diorganotin(IV) complexes of N'-((8-hydroxy-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinolin-9-yl)methylene)-2-nitrobenzohydrazide (H2L1), N'-((8-hydroxy-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinolin-9-yl)methylene)-3-methoxybenzohydrazide (H2L2) and N'-((8-hydroxy-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinolin-9-yl)methylene)-4-methylbenzohydrazide (H2L3) Schiff base ligands with formula R2SnL1−3 (where R = Me, Et, Bu and Ph). Various spectral and physico-analytical techniques such as elemental analysis, FT-IR, multinuclear (1H, 13C, 119Sn) NMR, HRMS and XRD were utilized to structurally elucidate the prepared compounds. Based on the spectral data, it was concluded that ligands behave in a tridentate manner and coordinates to the central tin atom through ONO donor atoms. Furthermore, the synthesized compounds were examined for in vitro antimicrobial activity against four bacterial and two fungal strains. Among the examined compounds, Ph2SnL1 complex (MIC = 0.0095 µmol/mL) was found to be the most active. To rationalize the preferred mode of interactions of the most active compound, a molecular docking study of compound Ph2SnL1 was executed in the binding site of 3-oxoacyl-[acyl-carrier-protein] synthase 2 (FabF) of E. coli and sterol 14-alpha demethylase of C. albicans. Compound Ph2SnL1 inhibits the microbes effectively and it could be an effective and new candidate for the modulation of various infections. Graphical Abstract New diorganotin(IV) complexes (4–15) were prepared from tridentate Schiff base hydrazones (1–3). The compounds were examined for in vitro antimicrobial activity. Further, molecular docking study of the most potent compound Ph2SnL1 (7) was performed against the enzyme 3-oxoacyl-[acyl-carrier-protein] synthase 2 (FabF) of E. coli and sterol 14-alpha demethylase of C. albicans. Supplementary Information The online version contains supplementary material available at 10.1007/s11164-022-04860-0.

Dataset Information

Synthesis of New Naphthyl Aceto Hydrazone-Based Metal Complexes: Micellar Interactions, DNA Binding, Antimicrobial, and Cancer Inhibition Studies.

Publications

Synthesis of New Naphthyl Aceto Hydrazone-Based Metal Complexes: Micellar Interactions, DNA Binding, Antimicrobial, and Cancer Inhibition Studies.

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