Synthesis, Characterization, Single-Crystal X-ray Structure and Biological Activities of [(Z)-N′-(4-Methoxybenzylidene)benzohydrazide–Nickel(II)] Complex

(Z)-N′-(4-methoxybenzylidene)benzohydrazide (HL) and its Ni(II) complex (Ni(II)-2L) were synthesized using eco-friendly protocols. The single X-ray crystal structure of Ni(II)-2L was solved. Moreover, the structural properties were evaluated using Fourier transform infrared, proton nuclear magnetic...

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Main Authors: Inas Al-Qadsy, Abdel-Basit Al-Odayni, Waseem Sharaf Saeed, Ali Alrabie, Arwa Al-Adhreai, Lena Ahmed Saleh Al-Faqeeh, Prem Lama, Abdulaziz Ali Alghamdi, Mazahar Farooqui
Format: Article
Language:English
Published: MDPI AG 2021-01-01
Series:Crystals
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Online Access:https://www.mdpi.com/2073-4352/11/2/110
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author Inas Al-Qadsy
Abdel-Basit Al-Odayni
Waseem Sharaf Saeed
Ali Alrabie
Arwa Al-Adhreai
Lena Ahmed Saleh Al-Faqeeh
Prem Lama
Abdulaziz Ali Alghamdi
Mazahar Farooqui
author_facet Inas Al-Qadsy
Abdel-Basit Al-Odayni
Waseem Sharaf Saeed
Ali Alrabie
Arwa Al-Adhreai
Lena Ahmed Saleh Al-Faqeeh
Prem Lama
Abdulaziz Ali Alghamdi
Mazahar Farooqui
author_sort Inas Al-Qadsy
collection DOAJ
description (Z)-N′-(4-methoxybenzylidene)benzohydrazide (HL) and its Ni(II) complex (Ni(II)-2L) were synthesized using eco-friendly protocols. The single X-ray crystal structure of Ni(II)-2L was solved. Moreover, the structural properties were evaluated using Fourier transform infrared, proton nuclear magnetic resonance, mass, and Ultraviolet/Visible spectroscopy. The diamagnetic and thermal stability were assessed using magnetic susceptibility and thermogravimetric analysis, respectively. The biological activities of both HL and Ni(II)-2L (62.5–1000 μg/mL) against Gram-positive (<i>Staphylococcus aureus</i> and <i>Streptococcus pyogenes</i>) and Gram-negative (<i>Escherichia coli</i> and <i>Pseudomonas aeruginosa</i>) bacterial and fungal (<i>Candida albicans</i>, <i>Aspergillus niger</i>, and <i>Aspergillus clavatus</i>) species were studied using the minimum inhibitory concentration (MIC) tests method in reference to Gentamycin and Nystatin standard drugs, respectively. The results revealed an affordable, environmentally friendly, and efficient synthetic method of HL using water as a green solvent. The Ni(II)-2L complex crystallized in a distorted square planar, <i>P</i>2<sub>1</sub>/<i>n</i> space group, and one Ni(II) to two bidentate negatively charged ligand ratio. The analysis of biological activity revealed higher activity of the complex against <i>S. aureus</i> and <i>S. pyogenes</i> (bacteria) and <i>A. niger</i> and <i>A. clavatus</i> (fungi) compared to the ligand. However, the highest activity was at a MIC of 62.5 μg/mL for the complex against <i>S. pyogenes</i> and for the ligand against <i>E. coli</i>. Therefore, both HL and Ni(II)-2L could be promising potential antimicrobials and their selective activity could be an additional benefit of these bioactive materials.
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spelling doaj.art-7d0621d51d864426807fda9a7a24e26f2023-12-03T14:41:12ZengMDPI AGCrystals2073-43522021-01-0111211010.3390/cryst11020110Synthesis, Characterization, Single-Crystal X-ray Structure and Biological Activities of [(Z)-N′-(4-Methoxybenzylidene)benzohydrazide–Nickel(II)] ComplexInas Al-Qadsy0Abdel-Basit Al-Odayni1Waseem Sharaf Saeed2Ali Alrabie3Arwa Al-Adhreai4Lena Ahmed Saleh Al-Faqeeh5Prem Lama6Abdulaziz Ali Alghamdi7Mazahar Farooqui8Maulana Azad of Arts, Science and Commerce, P.O. Box 27, Aurangabad 431001, IndiaEngineer Abdullah Bugshan Research Chair for Dental and Oral Rehabilitation, College of Dentistry, King Saud University, Riyadh 11545, Saudi ArabiaEngineer Abdullah Bugshan Research Chair for Dental and Oral Rehabilitation, College of Dentistry, King Saud University, Riyadh 11545, Saudi ArabiaMaulana Azad of Arts, Science and Commerce, P.O. Box 27, Aurangabad 431001, IndiaMaulana Azad of Arts, Science and Commerce, P.O. Box 27, Aurangabad 431001, IndiaMicrobiology Department, Dr. Babasaheb Ambedkar Marathwada University, P.O. Box 27, Aurangabad 431004, IndiaCSIR-Indian Institute of Petroleum, DHOP Division, Haridwar Road, Mokhampur, Dehradun 248005, IndiaChemistry Department, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi ArabiaMaulana Azad of Arts, Science and Commerce, P.O. Box 27, Aurangabad 431001, India(Z)-N′-(4-methoxybenzylidene)benzohydrazide (HL) and its Ni(II) complex (Ni(II)-2L) were synthesized using eco-friendly protocols. The single X-ray crystal structure of Ni(II)-2L was solved. Moreover, the structural properties were evaluated using Fourier transform infrared, proton nuclear magnetic resonance, mass, and Ultraviolet/Visible spectroscopy. The diamagnetic and thermal stability were assessed using magnetic susceptibility and thermogravimetric analysis, respectively. The biological activities of both HL and Ni(II)-2L (62.5–1000 μg/mL) against Gram-positive (<i>Staphylococcus aureus</i> and <i>Streptococcus pyogenes</i>) and Gram-negative (<i>Escherichia coli</i> and <i>Pseudomonas aeruginosa</i>) bacterial and fungal (<i>Candida albicans</i>, <i>Aspergillus niger</i>, and <i>Aspergillus clavatus</i>) species were studied using the minimum inhibitory concentration (MIC) tests method in reference to Gentamycin and Nystatin standard drugs, respectively. The results revealed an affordable, environmentally friendly, and efficient synthetic method of HL using water as a green solvent. The Ni(II)-2L complex crystallized in a distorted square planar, <i>P</i>2<sub>1</sub>/<i>n</i> space group, and one Ni(II) to two bidentate negatively charged ligand ratio. The analysis of biological activity revealed higher activity of the complex against <i>S. aureus</i> and <i>S. pyogenes</i> (bacteria) and <i>A. niger</i> and <i>A. clavatus</i> (fungi) compared to the ligand. However, the highest activity was at a MIC of 62.5 μg/mL for the complex against <i>S. pyogenes</i> and for the ligand against <i>E. coli</i>. Therefore, both HL and Ni(II)-2L could be promising potential antimicrobials and their selective activity could be an additional benefit of these bioactive materials.https://www.mdpi.com/2073-4352/11/2/110hydrazonesnickel complexcrystal structurebiological activityspectral analysisgreen synthesis
spellingShingle Inas Al-Qadsy
Abdel-Basit Al-Odayni
Waseem Sharaf Saeed
Ali Alrabie
Arwa Al-Adhreai
Lena Ahmed Saleh Al-Faqeeh
Prem Lama
Abdulaziz Ali Alghamdi
Mazahar Farooqui
Synthesis, Characterization, Single-Crystal X-ray Structure and Biological Activities of [(Z)-N′-(4-Methoxybenzylidene)benzohydrazide–Nickel(II)] Complex
Crystals
hydrazones
nickel complex
crystal structure
biological activity
spectral analysis
green synthesis
title Synthesis, Characterization, Single-Crystal X-ray Structure and Biological Activities of [(Z)-N′-(4-Methoxybenzylidene)benzohydrazide–Nickel(II)] Complex
title_full Synthesis, Characterization, Single-Crystal X-ray Structure and Biological Activities of [(Z)-N′-(4-Methoxybenzylidene)benzohydrazide–Nickel(II)] Complex
title_fullStr Synthesis, Characterization, Single-Crystal X-ray Structure and Biological Activities of [(Z)-N′-(4-Methoxybenzylidene)benzohydrazide–Nickel(II)] Complex
title_full_unstemmed Synthesis, Characterization, Single-Crystal X-ray Structure and Biological Activities of [(Z)-N′-(4-Methoxybenzylidene)benzohydrazide–Nickel(II)] Complex
title_short Synthesis, Characterization, Single-Crystal X-ray Structure and Biological Activities of [(Z)-N′-(4-Methoxybenzylidene)benzohydrazide–Nickel(II)] Complex
title_sort synthesis characterization single crystal x ray structure and biological activities of z n 4 methoxybenzylidene benzohydrazide nickel ii complex
topic hydrazones
nickel complex
crystal structure
biological activity
spectral analysis
green synthesis
url https://www.mdpi.com/2073-4352/11/2/110
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