title: Design, synthesis, structure information and biochemical activity of new floro substituted organotin(IV) carboxylates.
abstract: Four new triorganotin(IV) complexes with general formula R3SnL (R=C4H9, C6H5, and L=3-[(fluorophenylamido)]propenoic acid, 3-[(fluorophenylamido)]propanoic acid) were synthesized and characterized by elemental analyses, FT-IR, NMR ((1)H, (13)C and (119)Sn), mass spectrometry and single crystal X-ray structural analysis. The disappearance of the OH peak of the carboxylic acid in the FT-IR and NMR spectra of the compounds conform the formation of the compound and suggests that the complexation occurs via oxygen atoms of the carboxylate moiety. FT-IR date shows the bidentate nature of the carboxylate moiety of the ligand as the Δν value in all complexes is less than 250. Crystallographic data for compound 2 showed that tin has distorted tetrahedral geometry with 433.42° angle around the central tin atom. The compounds (1-4) bind to DNA, resulting hypochromism shifts in UV-visible spectroscopy suggesting an intercalative mode of interactions. The compound-DNA interaction results (UV-visible and Viscometery) encourage using the compounds against HCV. The compounds (1-4) were screened for anti-HCV activity using Huh7.5 cell (human hepatoma cell) by the Gaussia Luciferase Assay and found to be biologically active. Based on Gaussia Luciferase Assay, compound 3 (Tributylstannic [3-(2-fluorophenylamido)propionate]) was taken for quantitative analysis by "QRT-PCR" using the serum of HCV patients and was found to have substantial anti-HCV activity. This work, demonstrated that compound 3 may be used as a potential anti-HCV agent in the future.
authors.affiliation: Department of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan.
authors.forename: Farooq Ali
authors.initials: FA
authors.lastname: Shah
authors.affiliation: IQ Institute of Infection and Immunity, Lahore, Pakistan.
authors.forename: Kaneez
authors.initials: K
authors.lastname: Fatima
authors.affiliation: Research Complex, Department of Chemistry, Allama Iqbal Open University Islamabad, Pakistan.
authors.forename: Shaista
authors.initials: S
authors.lastname: Sabir
authors.affiliation: Department of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan.
authors.forename: Saqib
authors.initials: S
authors.lastname: Ali
authors.affiliation: Department of Medical Biotechnology, King Fahd Medical Research Center, King Abdul Aziz University, Jeddah, Saudi Arabia. Electronic address: Ishtiaq80262@yahoo.com.
authors.forename: Ishtiaq
authors.initials: I
authors.lastname: Qadri
authors.affiliation: Department of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan.
authors.forename: Noor
authors.initials: N
authors.lastname: ud Din
mesh_terms: D002264:Carboxylic Acids / Q000737:chemistry; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D056831:Coordination Complexes / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D004247:DNA / Q000737:chemistry / Q000378:metabolism; D005461:Fluorine / Q000737:chemistry; D006801:Humans; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D009947:Organotin Compounds / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared; D014783:Viscosity
chemical_list: D002264:Carboxylic Acids; D056831:Coordination Complexes; D008024:Ligands; D009947:Organotin Compounds; D005461:Fluorine; D004247:DNA
keywords: Binding energy constant; DNA; HCV; IC(50), luciferase assay; Triorganotin(IV) compounds