Synthesis, Characterization, Computational and Biological Activity of Some Schiff Bases and Their Fe, Cu and Zn Complexes

Four new symmetrical Schiff bases derived from 2,2′-diamino-6,6′-dibromo-4,4′-dimethyl-1,1′-biphenyl or 2,2′-diamino-4,4′-dimethyl-1,1′-biphenyl, and 3,5-dichloro- or 5-nitro-salicylaldehyde, were synthesized and reacted with copper-, iron- and zinc-acetate, producing the corresponding complexes. Th...

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Main Authors: Tareq M. A. Al-Shboul, Mohammad El-khateeb, Zaid H. Obeidat, Taher S. Ababneh, Suha S. Al-Tarawneh, Mazhar S. Al Zoubi, Walhan Alshaer, Anas Abu Seni, Taqwa Qasem, Hayato Moriyama, Yukihiro Yoshida, Hiroshi Kitagawa, Taghreed M. A. Jazzazi
Format: Article
Language:English
Published: MDPI AG 2022-08-01
Series:Inorganics
Subjects:
Online Access:https://www.mdpi.com/2304-6740/10/8/112
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author Tareq M. A. Al-Shboul
Mohammad El-khateeb
Zaid H. Obeidat
Taher S. Ababneh
Suha S. Al-Tarawneh
Mazhar S. Al Zoubi
Walhan Alshaer
Anas Abu Seni
Taqwa Qasem
Hayato Moriyama
Yukihiro Yoshida
Hiroshi Kitagawa
Taghreed M. A. Jazzazi
author_facet Tareq M. A. Al-Shboul
Mohammad El-khateeb
Zaid H. Obeidat
Taher S. Ababneh
Suha S. Al-Tarawneh
Mazhar S. Al Zoubi
Walhan Alshaer
Anas Abu Seni
Taqwa Qasem
Hayato Moriyama
Yukihiro Yoshida
Hiroshi Kitagawa
Taghreed M. A. Jazzazi
author_sort Tareq M. A. Al-Shboul
collection DOAJ
description Four new symmetrical Schiff bases derived from 2,2′-diamino-6,6′-dibromo-4,4′-dimethyl-1,1′-biphenyl or 2,2′-diamino-4,4′-dimethyl-1,1′-biphenyl, and 3,5-dichloro- or 5-nitro-salicylaldehyde, were synthesized and reacted with copper-, iron- and zinc-acetate, producing the corresponding complexes. The Schiff bases and their metal complexes were characterized by <sup>1</sup>H-, <sup>13</sup>C-NMR, IR and UV-Vis spectroscopy and elemental analysis. The structures of one Schiff base and the two zinc complexes were resolved by X-ray structure determination. Density functional theory (DFT) calculations at the B3LYP/6-31G(d) level of the latter compounds were carried out to optimize and examine their molecular geometries. The biomedical applications of the Schiff bases and their complexes were investigated as anticancer or antimicrobial agents.
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spelling doaj.art-2123a49f7a0e4c758424c712d665a4712023-11-30T21:38:33ZengMDPI AGInorganics2304-67402022-08-0110811210.3390/inorganics10080112Synthesis, Characterization, Computational and Biological Activity of Some Schiff Bases and Their Fe, Cu and Zn ComplexesTareq M. A. Al-Shboul0Mohammad El-khateeb1Zaid H. Obeidat2Taher S. Ababneh3Suha S. Al-Tarawneh4Mazhar S. Al Zoubi5Walhan Alshaer6Anas Abu Seni7Taqwa Qasem8Hayato Moriyama9Yukihiro Yoshida10Hiroshi Kitagawa11Taghreed M. A. Jazzazi12Department of Chemistry and Chemical Technology, Tafila Technical University, Tafila 66110, JordanChemistry Department, Jordan University of Science and Technology, Irbid 22110, JordanDepartment of Chemistry, Yarmouk University, Irbid 21163, JordanDepartment of Chemistry, Yarmouk University, Irbid 21163, JordanDepartment of Chemistry and Chemical Technology, Tafila Technical University, Tafila 66110, JordanDepartment of Basic Medical Sciences, Yarmouk University, Irbid 21163, JordanCell Therapy Center, The University of Jordan, Amman 11942, JordanDepartment of Chemistry, Yarmouk University, Irbid 21163, JordanDepartment of Basic Medical Sciences, Yarmouk University, Irbid 21163, JordanDivision of Chemistry, Graduate School of Science, Kyoto University, Kitashirakawa-Oiwakecho, Sakyo-ku, Kyoto 606-8502, JapanDivision of Chemistry, Graduate School of Science, Kyoto University, Kitashirakawa-Oiwakecho, Sakyo-ku, Kyoto 606-8502, JapanDivision of Chemistry, Graduate School of Science, Kyoto University, Kitashirakawa-Oiwakecho, Sakyo-ku, Kyoto 606-8502, JapanDepartment of Chemistry, Yarmouk University, Irbid 21163, JordanFour new symmetrical Schiff bases derived from 2,2′-diamino-6,6′-dibromo-4,4′-dimethyl-1,1′-biphenyl or 2,2′-diamino-4,4′-dimethyl-1,1′-biphenyl, and 3,5-dichloro- or 5-nitro-salicylaldehyde, were synthesized and reacted with copper-, iron- and zinc-acetate, producing the corresponding complexes. The Schiff bases and their metal complexes were characterized by <sup>1</sup>H-, <sup>13</sup>C-NMR, IR and UV-Vis spectroscopy and elemental analysis. The structures of one Schiff base and the two zinc complexes were resolved by X-ray structure determination. Density functional theory (DFT) calculations at the B3LYP/6-31G(d) level of the latter compounds were carried out to optimize and examine their molecular geometries. The biomedical applications of the Schiff bases and their complexes were investigated as anticancer or antimicrobial agents.https://www.mdpi.com/2304-6740/10/8/112symmetrical Schiff basemetal complexescrystal structureanticancerantimicrobialDFT calculation
spellingShingle Tareq M. A. Al-Shboul
Mohammad El-khateeb
Zaid H. Obeidat
Taher S. Ababneh
Suha S. Al-Tarawneh
Mazhar S. Al Zoubi
Walhan Alshaer
Anas Abu Seni
Taqwa Qasem
Hayato Moriyama
Yukihiro Yoshida
Hiroshi Kitagawa
Taghreed M. A. Jazzazi
Synthesis, Characterization, Computational and Biological Activity of Some Schiff Bases and Their Fe, Cu and Zn Complexes
Inorganics
symmetrical Schiff base
metal complexes
crystal structure
anticancer
antimicrobial
DFT calculation
title Synthesis, Characterization, Computational and Biological Activity of Some Schiff Bases and Their Fe, Cu and Zn Complexes
title_full Synthesis, Characterization, Computational and Biological Activity of Some Schiff Bases and Their Fe, Cu and Zn Complexes
title_fullStr Synthesis, Characterization, Computational and Biological Activity of Some Schiff Bases and Their Fe, Cu and Zn Complexes
title_full_unstemmed Synthesis, Characterization, Computational and Biological Activity of Some Schiff Bases and Their Fe, Cu and Zn Complexes
title_short Synthesis, Characterization, Computational and Biological Activity of Some Schiff Bases and Their Fe, Cu and Zn Complexes
title_sort synthesis characterization computational and biological activity of some schiff bases and their fe cu and zn complexes
topic symmetrical Schiff base
metal complexes
crystal structure
anticancer
antimicrobial
DFT calculation
url https://www.mdpi.com/2304-6740/10/8/112
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