Synthesis, Characterisation, and Preliminary In Vitro Studies of Vanadium(IV) Complexes with a Schiff Base and Thiosemicarbazones as Mixed Ligands

Authors

  • Nerissa A. Lewis,

    1. Department of Chemistry and Biochemistry, The University of Southern Mississippi, 118 College Drive, # 5043, Hattiesburg, MS 39406-0001, U.S.A., Fax: +1-601-266-6075
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  • Fange Liu,

    1. Department of Chemistry, Georgia State University, P. O. Box 4098, Atlanta, GA 30302, U.S.A.
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  • Luke Seymour,

    1. Department of Chemistry and Biochemistry, The University of Southern Mississippi, 118 College Drive, # 5043, Hattiesburg, MS 39406-0001, U.S.A., Fax: +1-601-266-6075
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  • Anthony Magnusen,

    1. Department of Chemistry and Biochemistry, The University of Southern Mississippi, 118 College Drive, # 5043, Hattiesburg, MS 39406-0001, U.S.A., Fax: +1-601-266-6075
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  • Travis R. Erves,

    1. Department of Chemistry and Biochemistry, The University of Southern Mississippi, 118 College Drive, # 5043, Hattiesburg, MS 39406-0001, U.S.A., Fax: +1-601-266-6075
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  • Jessa Faye Arca,

    1. Department of Chemistry and Biochemistry, The University of Southern Mississippi, 118 College Drive, # 5043, Hattiesburg, MS 39406-0001, U.S.A., Fax: +1-601-266-6075
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  • Floyd A. Beckford,

    1. Science Division, Lyon College, Batesville, AR 72501, U.S.A.
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  • Ramaiyer Venkatraman,

    1. Department of Chemistry and Biochemistry, Jackson State University, P. O. Box 17910, 1400 JR Lynch Street, Jackson, MS 39217, U.S.A.
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  • Antonio González-Sarrías,

    1. Bioactive Botanical Research Laboratory, Department of Biomedical and Pharmaceutical Sciences, College of Pharmacy, University of Rhode Island, Kingston, RI 02881, U.S.A.
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  • Frank R. Fronczek,

    1. Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, U.S.A.
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  • Don G. VanDerveer,

    1. Molecular Structure Centre, Chemistry Department, Clemson University Clemson, SC 29634-0973, U.S.A.
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  • Navindra P. Seeram,

    1. Bioactive Botanical Research Laboratory, Department of Biomedical and Pharmaceutical Sciences, College of Pharmacy, University of Rhode Island, Kingston, RI 02881, U.S.A.
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  • Aimin Liu,

    1. Department of Chemistry, Georgia State University, P. O. Box 4098, Atlanta, GA 30302, U.S.A.
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  • William L. Jarrett,

    1. School of Polymers and High-Performance Materials, The University of Southern Mississippi, 118 College Dive, #5050, Hattiesburg, MS 39406-0076, U.S.A.
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  • Alvin A. Holder

    1. Department of Chemistry and Biochemistry, The University of Southern Mississippi, 118 College Drive, # 5043, Hattiesburg, MS 39406-0001, U.S.A., Fax: +1-601-266-6075
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Abstract

[VO(sal-L-tryp)(H2O)] (1, sal-L-tryp = N-salicylidene-L-tryptophanate) was used as a precursor to produce the new complexes [VO(sal-L-tryp)(MeATSC)]·1.5C2H5OH [2, MeATSC = 9-Anthraldehyde-N(4)-methylthiosemicarbazone], [VO(sal-L-tryp)(N-ethhymethohcarbthio)]·H2O [3, N-ethhymethohcarbthio = (E)-N-ethyl-2-(4-hydroxy-3-methoxybenzylidene)hydrazinecarbothioamide] and [VO(sal-L-tryp)(acetylethTSC)]·C2H5OH {4, acetylethTSC = (E)-N-ethyl-2-[1-(thiazol-2-yl)ethylidene]hydrazinecarbothioamide} by reaction with the respective thiosemicarbazone. The chemical and structural properties of these ligands and complexes were characterised by elemental analysis, ESI-MS, FTIR, UV/Vis, ESR and 1H and 13C NMR spectroscopy and X-ray crystallography. Dimethyl sulfoxide (DMSO) and [D6]DMSO solutions of 14 were oxidised in air to produce vanadium(V) species, which were verified by ESI-MS and 51V NMR spectroscopy. The anticancer properties of 24 were examined with three colon cancer cell lines, HTC-116, Caco-2 and HT-29, and noncancerous colonic myofibroblasts, CCD18-Co. Compounds 23 exhibited less inhibitory effects in the CCD-18Co cells, which indicates a possible cytotoxic selectivity towards colon cancer cells. In general, compounds that exhibit antiproliferative activity to cancer cells but do not affect noncancerous cells may have a potential in chemotherapy.

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