Bimetallic <i>bis</i>-Aroyldihydrazone-Isatin Complexes of High O=V(IV) and Low Cu(II) Valent Ions as Effective Biological Reagents for Antimicrobial and Anticancer Assays

Due to the versatile bioreactivity of aroyldihydrazone complexes as cost-effective alternatives with different transition metals, two novel bimetallic homo-complexes (VOLph and CuLph) were prepared via the coordination of a terephthalic dihydrazone diisatin ligand (H<sub>2</sub>Lph) with...

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Main Authors: Ahmed Khalil, Mohamed Shaker S. Adam
Format: Article
Language:English
Published: MDPI AG 2024-01-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/29/2/414
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author Ahmed Khalil
Mohamed Shaker S. Adam
author_facet Ahmed Khalil
Mohamed Shaker S. Adam
author_sort Ahmed Khalil
collection DOAJ
description Due to the versatile bioreactivity of aroyldihydrazone complexes as cost-effective alternatives with different transition metals, two novel bimetallic homo-complexes (VOLph and CuLph) were prepared via the coordination of a terephthalic dihydrazone diisatin ligand (H<sub>2</sub>Lph) with VO<sup>2+</sup> and Cu<sup>2+</sup> ions, respectively. The structure elucidation was confirmed by alternative spectral methods. Biologically, the H<sub>2</sub>Lph ligand and its MLph complexes (M<sup>2+</sup> = VO<sup>2+</sup> or Cu<sup>2+</sup>) were investigated as antimicrobial and anticancer agents. Their biochemical activities towards <i>ct</i>DNA (calf thymus DNA) were estimated using measurable titration viscometrically and spectrophotometrically, as well as the gel electrophoresis technique. The growth inhibition of both VOLph and CuLph complexes against microbial and cancer cells was measured, and the inhibition action, MIC, and IC<sub>50</sub> were compared to the inhibition action of the free H<sub>2</sub>Lph ligand. Both VOLph and CuLph showed remarkable interactive binding with <i>ct</i>DNA compared to the free ligand H<sub>2</sub>Lph, based on <i>K</i><sub>b</sub> = 16.31, 16.04 and 12.41 × 10<sup>7</sup> mol<sup>−1</sup> dm<sup>3</sup> and <inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><mo>Δ</mo><msubsup><mi>G</mi><mi>b</mi><mo>≠</mo></msubsup></mrow></semantics></math></inline-formula> = 47.11, −46.89, and −44.05 kJ mol<sup>−1</sup> for VOLph, CuLph, and H<sub>2</sub>Lph, respectively, due to the central metal ion (V<sup>IV</sup>O and Cu<sup>II</sup> ions). VOLph (with a higher oxidation state of the V<sup>4+</sup> ion and oxo-ligand) exhibited enhanced interaction with the <i>ct</i>DNA molecule compared to CuLph, demonstrating the role and type of the central metal ion within the performed electronegative and electrophilic characters.
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spelling doaj.art-a9109b11656c4df08a7ce198cdc0c6b42024-01-29T14:08:23ZengMDPI AGMolecules1420-30492024-01-0129241410.3390/molecules29020414Bimetallic <i>bis</i>-Aroyldihydrazone-Isatin Complexes of High O=V(IV) and Low Cu(II) Valent Ions as Effective Biological Reagents for Antimicrobial and Anticancer AssaysAhmed Khalil0Mohamed Shaker S. Adam1Department of Chemistry, College of Science, King Faisal University, P.O. Box 400, Al-Ahsa 31982, Saudi ArabiaDepartment of Chemistry, College of Science, King Faisal University, P.O. Box 400, Al-Ahsa 31982, Saudi ArabiaDue to the versatile bioreactivity of aroyldihydrazone complexes as cost-effective alternatives with different transition metals, two novel bimetallic homo-complexes (VOLph and CuLph) were prepared via the coordination of a terephthalic dihydrazone diisatin ligand (H<sub>2</sub>Lph) with VO<sup>2+</sup> and Cu<sup>2+</sup> ions, respectively. The structure elucidation was confirmed by alternative spectral methods. Biologically, the H<sub>2</sub>Lph ligand and its MLph complexes (M<sup>2+</sup> = VO<sup>2+</sup> or Cu<sup>2+</sup>) were investigated as antimicrobial and anticancer agents. Their biochemical activities towards <i>ct</i>DNA (calf thymus DNA) were estimated using measurable titration viscometrically and spectrophotometrically, as well as the gel electrophoresis technique. The growth inhibition of both VOLph and CuLph complexes against microbial and cancer cells was measured, and the inhibition action, MIC, and IC<sub>50</sub> were compared to the inhibition action of the free H<sub>2</sub>Lph ligand. Both VOLph and CuLph showed remarkable interactive binding with <i>ct</i>DNA compared to the free ligand H<sub>2</sub>Lph, based on <i>K</i><sub>b</sub> = 16.31, 16.04 and 12.41 × 10<sup>7</sup> mol<sup>−1</sup> dm<sup>3</sup> and <inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><mo>Δ</mo><msubsup><mi>G</mi><mi>b</mi><mo>≠</mo></msubsup></mrow></semantics></math></inline-formula> = 47.11, −46.89, and −44.05 kJ mol<sup>−1</sup> for VOLph, CuLph, and H<sub>2</sub>Lph, respectively, due to the central metal ion (V<sup>IV</sup>O and Cu<sup>II</sup> ions). VOLph (with a higher oxidation state of the V<sup>4+</sup> ion and oxo-ligand) exhibited enhanced interaction with the <i>ct</i>DNA molecule compared to CuLph, demonstrating the role and type of the central metal ion within the performed electronegative and electrophilic characters.https://www.mdpi.com/1420-3049/29/2/414dihydrazone diisatinoxovanadium (IV)dinuclear VO<sup>2+</sup> and Cu<sup>2+</sup> complexesantimicrobial assayantiproliferative assay<i>ct</i>DNA reactivity
spellingShingle Ahmed Khalil
Mohamed Shaker S. Adam
Bimetallic <i>bis</i>-Aroyldihydrazone-Isatin Complexes of High O=V(IV) and Low Cu(II) Valent Ions as Effective Biological Reagents for Antimicrobial and Anticancer Assays
Molecules
dihydrazone diisatin
oxovanadium (IV)
dinuclear VO<sup>2+</sup> and Cu<sup>2+</sup> complexes
antimicrobial assay
antiproliferative assay
<i>ct</i>DNA reactivity
title Bimetallic <i>bis</i>-Aroyldihydrazone-Isatin Complexes of High O=V(IV) and Low Cu(II) Valent Ions as Effective Biological Reagents for Antimicrobial and Anticancer Assays
title_full Bimetallic <i>bis</i>-Aroyldihydrazone-Isatin Complexes of High O=V(IV) and Low Cu(II) Valent Ions as Effective Biological Reagents for Antimicrobial and Anticancer Assays
title_fullStr Bimetallic <i>bis</i>-Aroyldihydrazone-Isatin Complexes of High O=V(IV) and Low Cu(II) Valent Ions as Effective Biological Reagents for Antimicrobial and Anticancer Assays
title_full_unstemmed Bimetallic <i>bis</i>-Aroyldihydrazone-Isatin Complexes of High O=V(IV) and Low Cu(II) Valent Ions as Effective Biological Reagents for Antimicrobial and Anticancer Assays
title_short Bimetallic <i>bis</i>-Aroyldihydrazone-Isatin Complexes of High O=V(IV) and Low Cu(II) Valent Ions as Effective Biological Reagents for Antimicrobial and Anticancer Assays
title_sort bimetallic i bis i aroyldihydrazone isatin complexes of high o v iv and low cu ii valent ions as effective biological reagents for antimicrobial and anticancer assays
topic dihydrazone diisatin
oxovanadium (IV)
dinuclear VO<sup>2+</sup> and Cu<sup>2+</sup> complexes
antimicrobial assay
antiproliferative assay
<i>ct</i>DNA reactivity
url https://www.mdpi.com/1420-3049/29/2/414
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