Synthesis, computational, anticancerous and antiproliferative effects of some copper, manganese and zinc complexes with ligands derived from symmetrical 2,2’-diamino-4,4’-dimethyl-1,1’-biphenyl-salicylaldehyde
Author:
Ababneh Taher S.1, El-Khateeb Mohammad2, Tanash Aissar K.1, AL-Shboul Tareq M.A.3, Shammout Mohammad Jamal A.4, Jazzazi Taghreed M.A.1, Alomari Mohammad5, Daoud Safa6, Talib Wamidh H.7
Affiliation:
1. Department of Chemistry , Yarmouk University , Irbid 21163 , Jordan 2. Chemistry Department , Jordan University of Science and Technology , Irbid 22110 , Jordan 3. Department of Chemistry and Chemical Technology , Tafila Technical University , Tafila , Jordan 4. Department of Basic and Applied Sciences , Zarqa University College, Al-Balqa Applied University , Al-Salt , Jordan 5. Department of Chemistry , University of Petra , Amman 961343 , Jordan 6. Department of Pharmaceutical Chemistry and Pharmacognosy, Faculty of Pharmacy , Applied Science Private University , Amman , Jordan 7. Department of Clinical Pharmacy and Therapeutics, Faculty of Pharmacy , Applied Science Private University , Amman , Jordan
Abstract
Abstract
Four new symmetrical Schiff bases derived from 2,2’-diamino-4,4’-dimethyl-1,1’-biphenyl-salicylaldehyde have been synthesized and characterized by elemental analysis and different spectroscopic techniques. The reaction of 2,2’-diamino-4,4’-dimethyl-1,1’-biphenyl with two equivalents of 5-tert-butyl-, 3,5-dinitro-, 3,5-dibromo- and 3-tert-butyl-salicylaldehyde yielded 2,2’-bis(5-tert-butyl-salicylideneamino)-4,4’-dimethyl-1,1’-biphenyl (A1) as well as the 3,5-dinitro- (A2), 3,5-dibromo- (A3) and 3-tert-butyl- (A4) substituted derivatives. The tetradentate ligands were then reacted with copper-, manganese- and zinc-acetate producing the tetra-coordinate metal complexes which were characterized by FTIR, UV-Visible spectroscopy, magnetic susceptibility and elemental analysis. Zinc complexes were characterized by 1H-NMR spectroscopy. Density functional theory (DFT) calculations at the B3LYP/6-31G(d) level of theory were carried out to fully optimize and examine the molecular geometries of complexes. Subsequently, IR vibrational and UV-Vis absorption spectra were computed and correlated with the observed values and the results are in good agreement with the experimental data. The anticancerous and antiproliferative activity of the A3 ligand and its metal complexes were determined.
Publisher
Walter de Gruyter GmbH
Subject
General Chemical Engineering,General Chemistry,Biotechnology
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