title: Synthesis, spectroscopic properties, molecular docking, anti-colon cancer and anti-microbial studies of some novel metal complexes for 2-amino-4-phenylthiazole derivative.
abstract: This article describes the synthesis of novel bidentate Schiff base (H2L) from condensation of 2-amino-4-phenylthiazole (APT) with 4,6-diacetylresorcinol (DAR) in the molar ratio 2:1. We studied interaction of ligand (H2L) with transition metal ions such as Cr(III), Fe(III), Cu(II), Zn(II) and Cd(II). The ligand (H2L) has two bidentate sets of (N-O) units which can coordinate with two metal ions to afford novel binuclear metal complexes. The directions of coordinate bonds are from nitrogen atoms of azomethine groups and oxygen atoms of the phenolic groups. Structures of the newly synthesized complexes were confirmed by elemental analysis, IR, UV, (1)H NMR, ESR, TGA and mass spectral data. All of the newly synthesized complexes were evaluated for their antibacterial and anti-fungal activities. They were also evaluated for their in vitro anticancer activity against human colon carcinoma cells (HCT-116) and mammalian cells of African green monkey kidney (VERO). The Cu(II) complex with selectivity index (S.I.)=21.26 exhibited better activity than methotrexate (MTX) as a reference drug with S.I. value=13.30, while Zn(II) complex with S.I. value=10.24 was found to be nearly as active as MTX. Molecular docking studies further helped in understanding the mode of action of the compounds through their various interactions with active sites of dihydrofolate reductase (DHFR) enzyme. The observed activity of Fe(III) and Cu(II) complexes gave rise to the conclusion that they might exert their action through inhibition of the DHFR enzyme.
authors: Department of Chemistry, University College in Al-Jamoum, Umm Al-Qura University, 21955 Makkah, Saudi Arabia.
authors: Sami A
authors: SA
authors: Al-Harbi
authors: Department of Chemistry, University College in Al-Jamoum, Umm Al-Qura University, 21955 Makkah, Saudi Arabia; Department of Chemistry, Faculty of Science (Boys), Al-Azhar University, Nasr City, 11884 Cairo, Egypt.
authors: Mahmoud S
authors: MS
authors: Bashandy
authors: Department of Chemistry, University College in Al-Jamoum, Umm Al-Qura University, 21955 Makkah, Saudi Arabia.
authors: Hammed M
authors: HM
authors: Al-Saidi
authors: Department of Chemistry, University College in Al-Jamoum, Umm Al-Qura University, 21955 Makkah, Saudi Arabia; Department of Chemistry, Faculty of Education, Ain Shams University, Roxy, 11711 Cairo, Egypt. Electronic address: adelaaemara@yahoo.com.
authors: Adel A A
authors: AAA
authors: Emara
authors: Deparment of Biology, Faculty of Science, King Abdel-Aziz University (North Jeddah), 21589 Jeddah, Saudi Arabia.
authors: Tarek A A
authors: TAA
authors: Mousa
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000494:pharmacology / Q000627:therapeutic use*; D001419:Bacteria / Q000187:drug effects; D020134:Catalytic Domain; D016923:Cell Death / Q000187:drug effects; D002522:Chlorocebus aethiops; D003110:Colonic Neoplasms / Q000188:drug therapy* / Q000473:pathology; D056831:Coordination Complexes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use; D004578:Electron Spin Resonance Spectroscopy; D004583:Electrons; D005658:Fungi / Q000187:drug effects; D045325:HCT116 Cells; D006801:Humans; D008024:Ligands; D013058:Mass Spectrometry; D008670:Metals / Q000494:pharmacology* / Q000627:therapeutic use; D008727:Methotrexate / Q000737:chemistry / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D062105:Molecular Docking Simulation; D066244:Proton Magnetic Resonance Spectroscopy; D012545:Schiff Bases / Q000138:chemical synthesis / Q000737:chemistry; D013055:Spectrophotometry, Infrared; D013762:Tetrahydrofolate Dehydrogenase / Q000737:chemistry; D013818:Thermogravimetry; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use; D014709:Vero Cells; D014732:Vibration
chemical_list: D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D056831:Coordination Complexes; D008024:Ligands; D008670:Metals; D012545:Schiff Bases; D013844:Thiazoles; C028979:phenthiazamine; D013762:Tetrahydrofolate Dehydrogenase; D008727:Methotrexate
keywords: 2-Amino-4-phenylthiazole; 4,6-Diacetylresorcinol; Anti-colon cancer; Anti-microbial; Binuclear complexes; Docking