Now showing 1 - 3 of 3
  • Publication
    Bringing forward the new generation of alkoxy-thiourea as potential treatment for Acanthamoeba keratitis
    ( 2017-02-21)
    Wan M. Khairul
    ;
    Yit Peng Goh
    ;
    ;
    Nakisah M.A.
    Alkoxy substituted thiourea derivatives with general formula of A-ArC(O)NHC(S)NHAr-D which A represents the methoxy group and D denotes -OCnH2n+1 have been successfully synthesised and characterized. In turn, all the synthesised molecules were assayed for anti-amoebic activities towards Acanthamoeba sp to examine the cytotoxicity effect at their IC50 and membrane permeability. As predicted, the findings showed that the synthesised molecules owing promising anti-amoebic activity towards Acanthamoeba sp. To support, the Acridine-orange/Propidium iodide (AOPI) staining result under fluorescence microscopy revealed the treated amoeba cells by these alkoxy thiourea derivatives exhibited loss in their membrane permeability.
  • Publication
    Structural study of a novel acetylide-thiourea derivative and its evaluation as a detector of benzene
    ( 2017-07-05)
    Wan Mohd Khairul Wan Mohamed Zin
    ;
    ;
    Noor Azura Mohd Hanifaah
    ;
    Suhana Arshad
    ;
    Ibrahim Abdul Razak
    ;
    Hafiza Mohamed Zuki
    ;
    Mauricio F. Erben
    The new derivative 1-hexanoyl-3-(4-p-tolylethynyl-phenyl)-thiourea (APHX) was synthesised by the addition reaction between 4[4-aminophenyl] ethynyltoluene and hexanoyl isothiocyanate in acetone. The acetylide group was incorporated by using Sonogashira cross-coupling reaction allowing for the preparation of acetylide-thiourea compound. APHX was then elucidated via single crystal X-ray crystallography analysis, spectroscopic and elemental analysis by Fourier Transform Infrared (FT-IR) spectroscopy, 1H and 13C Nuclear Magnetic Resonance (NMR), UV–visible analysis, CHNS-elemental analysis. APHX was also evaluated theoretically via density functional theory (DFT) approach. APHX was fabricated onto glass substrate via drop-cast technique prior to act as optical thin-film and its performance as volatile organic compounds (VOCs) sensor was investigated through the difference in UV–vis profile before and after exposure towards benzene. Preliminary findings revealed that APHX showed interaction towards benzene with about 48% sensitivity. According to thermogravimetric studies, APHX showed good thermal stability, without decomposition up to ca. 190 Â°C. Whilst, crystal structure of APHX consists in a nearly planar acylthiourea moiety with the C[dbnd]O and C[dbnd]S bonds utilizing trans position, favoring by an intramolecular N[sbnd]H⋯O[dbnd]C hydrogen bonds. The alkyl chain is oriented 90° with respect to acylthiourea group. The phenyls group in the 1-methyl-4-(phenylethynyl)benzene moieties are mutually planar and slightly twisted with respect to the acylthiourea plane. Centrosymmetric dimers generated by intermolecular N[sbnd]H⋯S[dbnd]C and C[sbnd]H⋯S[dbnd]C hydrogen bonds forming R22 (8) and R21(6) motifs are present in the crystals. The interaction between APHX with benzene has been modelled and calculated using density functional theory (DFT) via Gaussian 09 software package and the preferred sites of binding are located at the acylthiourea group.
  • Publication
    Cytotoxicity effects of alkoxy substituted thiourea derivatives towards Acanthamoeba sp.
    ( 2017-05-01)
    Wan Mohd Khairul Wan Mohamed Zin
    ;
    Yit Peng Goh
    ;
    ;
    Nakisah Mat Amin
    In this study, the effort was to design and synthesize five new members of alkoxy substituted thiourea derivatives (3a–3e) featuring general formula of A-ArC(O)NHC(S)NHAr-D in which A represents the methoxy group and D as –OCnH2n+1 (alkoxyl group, where n = 6,7,8,9, and 10) have been successfully designed, prepared, characterized, and evaluated for anti-amoebic activities. They were spectroscopically characterized by 1H and 13C Nuclear Magnetic Resonance (NMR), Fourier Transform Infrared (FT-IR) spectroscopy, and Ultraviolet–visible (UV–vis) spectroscopy analysis. In turn, they were used to investigate the cytotoxicity effect on Acanthamoeba sp. at their IC50 values and membrane permeability. Compounds 3a and 3b revealed to have good activity towards Acanthamoeba sp. compared to other compounds of 3c, 3d, and 3e. The observation under fluorescence microscopy by AOPI (Acridine-orange/Propidium iodide) staining indicated that treated amoeba cells by 3a–3e show loss of their membrane permeability.