Zinc complexes of hydrazone derivatives bearing 3,4-dihydroquinolin-2(1H)-one nucleus as new anti-tubercular agents

Mandewale, Mustapha C.; Kokate, Santosh; Thorat, Bapu R.; Sawant, Sudhir S.; Yamgar, Ramesh

doi:10.1016/j.arabjc.2016.07.016

Cited by 22 publications

(17 citation statements)

References 15 publications

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“…For the determination of MICs (Minimum Inhibitory Concentration) the lowest concentration at which a pink color was changed to blue color was considered. This improved activity of zinc complex is the effect of chelation due to which amphiphilic nature of the complex increases resulting in deeper penetration of metal complex into the test isolates leading to growth restriction 21 .…”

Section: Resultsmentioning

confidence: 99%

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2018

IJPSR

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Tridentate Schiff bases were obtained in succession from the condensation of ethyl 2-amino-5,6-dihydro-4H-cyclopenta [b] thiophene-3carboxylate and different aryl aldehydes in 1:1 molar ratio. Zinc chloride complexes of these new aminothiophene Schiff bases were prepared in 1:1 metal: ligand stichometry. These complexes were characterized using IR, UV-Visible, elemental analysis and molar conductivity. Schiff bases displayed monobasic tridentate coordination with central Zn (II) ion and formed tetrahedral complexes. These complexes were evaluated for their antimicrobial activity against gram-negative, multidrug-resistant Metallo-βlactamase (MBL) and Extended Spectrum β-lactamase (ESBL) producing uropathogens and for their antitubercular activity against Mycobacterium tuberculosis (H37Rv strain) to observe improved biological activity compared to parent Schiff bases.

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Section: Resultsmentioning

confidence: 99%

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2018

IJPSR

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“…Numerous examples of Cu (II) and Zn (II) complexes have been explored for their significant antimicrobial activity [20]. Based on these facts, supported by literature [21] Figure 1 and in continuation of our current research interest in the field of synthesis and antimicrobial study of heterocyclic compounds [22][23][24][25][26], we have synthesized and screened the antimicrobial activity of series of transition metal complexes of new Schiff base ligands derived from ethyl 5-aminobenzofuran-2carboxylate.…”

Section: Introductionmentioning

confidence: 83%

Synthesis, characterization and antibacterial activity of Cu (II) and Zn (II) complexes of 5-aminobenzofuran-2-carboxylate Schiff base ligands

Nazirkar

Mandewale

Yamgar³

2019

Journal of Taibah University for Science

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The ever-increasing spread of bacterial infection with rising antibacterial drug resistance has become a matter of global concern in the modern times. Therefore, such serious infections leading to high mortality rate has necessitated the search for new classes of effective antibacterial agents with minimum toxicity. Herein, we report the synthesis and identification of a new class of benzofuran based Schiff ligands (6a-6e) and their Cu/Zn complexes (7a-7j) via sequential reactions starting with Salicylaldehyde. Compounds 6a, 7c and 7e exhibit activity in the low microgram range against M. tuberculosis, showing the minimum inhibitory concentrations (MICs) of 1.6 µg/mL. The compounds 6e and 7b also show interesting antibacterial activity against S. Aureus, E. coli and B. Subtilis with comparable area of inhibition of standard drugs under study. This research suggests that benzofuran based compounds can serve as a promising lead scaffold in developing new drugs to combat microbial infections.

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“…The desired hydrazone fragments were prepared through the coupling of chloroanthranilic acid diazonium salt moiety with acetylacetone, ethyl acetoacetate and diethyl malonate in the presence of sodium acetate as a catalyst. (Dhande, Badwaik, & Aswar, 2007;Mahmoud et al, 2018a;Mandewale, Kokate, Thorat, Sawant, & Yamgar, 2016;Popov et al, 2017 (Philip, Antony, Eeettinilkunnathil, Kurup, & Velayudhan, 2018;Sergienko et al, 2014;Tamayo et al, 2017), Cu ion is surrounded by penta and tetracoordination sites with the expected square pyramid and tetrahedral structures.…”

Section: Description Of Ligands Structuresmentioning

confidence: 99%

Synthesis, characterization, computational and biological activity of novel hydrazone complexes

Salah

Kandil

El-Nasser

2019

Journal of Radiation Research and Applied Sciences

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In this work, novel hydrazone ligands were prepared by the reaction of chloroanthranilic acid diazonium salt with acetylacetone (L 1 ), ethyl acetoacetate (L 2 ) and diethyl malonate (L 3 ). The prepared compounds were reacted with some transition metals like Ni(II), Cu(II), and Fe(III). The structures of the prepared complexes were confirmed using nuclear magnetic resonance ( 1 H-NMR and 13 C-NMR), distortionless enhancement by polarization transfer (DEPT), heteronuclear single quantum coherence (HSQC-NMR), correlated spectroscopy (COSY-NMR), Fouriertransform infrared spectroscopy (FT-IR) and electrospray ionization mass spectrometry (ESI-MS). Also, the magnetic properties for the prepared complexes were studied using Gouy's method of susceptibility measurement. Also, there in silico docking and in vitro antibacterial activities were investigated and the results showed that Ni complexes have the highest antimicrobial activity. The expected structures and conformers for the prepared ligands and complexes were examined and fully optimized using the level B3LYP/6-31G*.

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Zinc complexes of hydrazone derivatives bearing 3,4-dihydroquinolin-2(1H)-one nucleus as new anti-tubercular agents

Cited by 22 publications

References 15 publications

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Synthesis, characterization and antibacterial activity of Cu (II) and Zn (II) complexes of 5-aminobenzofuran-2-carboxylate Schiff base ligands

Synthesis, characterization, computational and biological activity of novel hydrazone complexes

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