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Article

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

by
Inas Al-Qadsy
1,
Abdel-Basit Al-Odayni
2,*,
Waseem Sharaf Saeed
2,
Ali Alrabie
1,
Arwa Al-Adhreai
1,
Lena Ahmed Saleh Al-Faqeeh
3,
Prem Lama
4,
Abdulaziz Ali Alghamdi
5 and
Mazahar Farooqui
1,*
1
Maulana Azad of Arts, Science and Commerce, P.O. Box 27, Aurangabad 431001, India
2
Engineer Abdullah Bugshan Research Chair for Dental and Oral Rehabilitation, College of Dentistry, King Saud University, Riyadh 11545, Saudi Arabia
3
Microbiology Department, Dr. Babasaheb Ambedkar Marathwada University, P.O. Box 27, Aurangabad 431004, India
4
CSIR-Indian Institute of Petroleum, DHOP Division, Haridwar Road, Mokhampur, Dehradun 248005, India
5
Chemistry Department, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
*
Authors to whom correspondence should be addressed.
Crystals 2021, 11(2), 110; https://doi.org/10.3390/cryst11020110
Submission received: 18 December 2020 / Revised: 12 January 2021 / Accepted: 23 January 2021 / Published: 26 January 2021

Abstract

(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 (Staphylococcus aureus and Streptococcus pyogenes) and Gram-negative (Escherichia coli and Pseudomonas aeruginosa) bacterial and fungal (Candida albicans, Aspergillus niger, and Aspergillus clavatus) 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, P21/n 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 S. aureus and S. pyogenes (bacteria) and A. niger and A. clavatus (fungi) compared to the ligand. However, the highest activity was at a MIC of 62.5 μg/mL for the complex against S. pyogenes and for the ligand against E. coli. 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.
Keywords: hydrazones; nickel complex; crystal structure; biological activity; spectral analysis; green synthesis hydrazones; nickel complex; crystal structure; biological activity; spectral analysis; green synthesis

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MDPI and ACS Style

Al-Qadsy, I.; Al-Odayni, A.-B.; Saeed, W.S.; Alrabie, A.; Al-Adhreai, A.; Al-Faqeeh, L.A.S.; Lama, P.; Alghamdi, A.A.; Farooqui, M. Synthesis, Characterization, Single-Crystal X-ray Structure and Biological Activities of [(Z)-N′-(4-Methoxybenzylidene)benzohydrazide–Nickel(II)] Complex. Crystals 2021, 11, 110. https://doi.org/10.3390/cryst11020110

AMA Style

Al-Qadsy I, Al-Odayni A-B, Saeed WS, Alrabie A, Al-Adhreai A, Al-Faqeeh LAS, Lama P, Alghamdi AA, Farooqui M. Synthesis, Characterization, Single-Crystal X-ray Structure and Biological Activities of [(Z)-N′-(4-Methoxybenzylidene)benzohydrazide–Nickel(II)] Complex. Crystals. 2021; 11(2):110. https://doi.org/10.3390/cryst11020110

Chicago/Turabian Style

Al-Qadsy, Inas, Abdel-Basit Al-Odayni, Waseem Sharaf Saeed, Ali Alrabie, Arwa Al-Adhreai, Lena Ahmed Saleh Al-Faqeeh, Prem Lama, Abdulaziz Ali Alghamdi, and Mazahar Farooqui. 2021. "Synthesis, Characterization, Single-Crystal X-ray Structure and Biological Activities of [(Z)-N′-(4-Methoxybenzylidene)benzohydrazide–Nickel(II)] Complex" Crystals 11, no. 2: 110. https://doi.org/10.3390/cryst11020110

APA Style

Al-Qadsy, I., Al-Odayni, A.-B., Saeed, W. S., Alrabie, A., Al-Adhreai, A., Al-Faqeeh, L. A. S., Lama, P., Alghamdi, A. A., & Farooqui, M. (2021). Synthesis, Characterization, Single-Crystal X-ray Structure and Biological Activities of [(Z)-N′-(4-Methoxybenzylidene)benzohydrazide–Nickel(II)] Complex. Crystals, 11(2), 110. https://doi.org/10.3390/cryst11020110

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