ANTI-MICROBIAL ACTIVITY OF SOME Pt(II) COMPLEXES BEARING 8-OXYQUINOLINE (8-OQ) AND EUGENOL DERIVATIVE AND 3D-STRUCTURE OF COMPLEX [PtCl(8-OQ)(EUGENOL)]
DOI:
https://doi.org/10.18173/2354-1059.2024-0026Keywords:
arylolefin, anti-microbial activities, DFT calculation, NOESY spectrum, Pt(II) complexAbstract
Four complexes including [PtCl(8-OQ)](arylolefin)] (arylolefin: Eug, M1; Aceug, M2, Eteug, M3, Preug, M4) were obtained by the reaction between 8-hydroxyquinoline and K[PtCl3(arylolefin)] in high yields. The 3D structure of M1 has been determined for the first time by DFT calculation combined with the experimental NOESY spectrum. The result showed that M1 exists as distorted square-planar coordination with angles of O-Pt-Cl and N-Pt-O of 176.4o and 81.0o respectively. In which 8-OQ coordinates with Pt(II) through both the N and O atoms, Eug bonds with Pt(II) via the C=Cally and in trans position to the N atom of 8-OQ. The investigation of the biological activities of the synthesized complexes showed that they display weak anti-bacterial and antifungal activities.
References
[1] Johnstone TC, Suntharalingam K, & Lippard SJ, (2016). The next generation of platinum drugs: targeted Pt (II) agents, nanoparticle delivery, and Pt (IV) prodrugs. Chemical Reviews, 116(5), 3436-3486.
[2] Parveen S, (2022). Platinum-based cancer chemotherapeutics: Recent trends and future perspectives. Current Chinese Science, 2(4), 275-293.
[3] Qi J, Zheng Y, Li B, Wei L, Li J, Xu X & Wang Y, (2022). Mechanism of vitamin B6 benzoyl hydrazone platinum (II) complexes overcomes multidrug resistance in lung cancer. European Journal of Medicinal Chemistry, 237, 114415.
[4] Kantoury M, Eslami Moghadam M, Tarlani AA, & Divsalar A, (2016). Structure effect of some new anticancer Pt (II) complexes of amino acid derivatives with small branched or linear hydrocarbon chains on their DNA interaction. Chemical Biology & Drug Design, 88(1), 76-87.
[5] Nguyen TTC, Tran TD, Nguyen VH & Nguyen HD, (2017). Synthesis and spectral characterization of platinum (II) complexes containing eugenol, a natural allylphenol. Journal of Coordination Chemistry, 70(6), 1008-1019.
[6] Nguyen TMH, Nguyen TH, Truong TCM & Nguyen TTC, (2016). Synthesis, structure, anti-tumour activities of two platinum(II) complexes bearing methyleugenol and p-chloroaniline. Vietnam Journal of Chemistry, 54(5), 549 (in Vietnamese).
[7] Nguyen TTC, Tran TD, (2014). Synthesis, structure, and biological activity of three platinum (II) complexes bearing alkyleugenoxyacetate (alkyl: ethyl or propyl) and heterocyclic amine. Vietnam Journal of Chemistry, 52(2), 256.
[8] Nguyen TTC, Pham VT, Truong TCM, Meervelt LV, (2018). Mixed natural arylolefin–quinoline platinum(II) complexes: synthesis, structural characterization and in vitro cytotoxicity studies. Acta Crystallographica. Section C, Structural Chemistry, 74(12), 1732-1743.
[9] Yanai T, Tew DP, & Handy NC, (2004). A new hybrid exchange–correlation functional using the Coulomb-attenuating method (CAM-B3LYP). Chemical Physics Letters, 393(1-3), 51-57.
[10] Frisch MJEA, (2009). Gaussian 09, Revision d. 01, Gaussian. Inc, Wallingford CT, 201.
[11] Noggle J, (2012). The nuclear Overhauser effect. Elsevier.
[12] Nguyen TTC, Nguyen TMH, Truong TCM, (2016). Anti-microbial activities of two platinum(II) complexes bearing ethyl eugenol acetate and synthesis, the structure of [PtCl(ethyl eugenoxyacetate-1H)(morpholine)]. HNUE Journal of Science, 61(9), 60-67.
