title: Novel mixed metal Ag(I)-Sb(III)-metallotherapeutics of the NSAIDs, aspirin and salicylic acid: Enhancement of their solubility and bioactivity by using the surfactant CTAB.
abstract: The already known Ag(I)-Sb(III) compound of the formula {Ag(Ph3Sb)3(NO3)} (1) and two novel mixed metal Ag(I)-Sb(III) metallotherapeutics of the formulae {Ag(Ph3Sb)3(SalH)}(2) and {Ag(Ph3Sb)3(Asp)}(3) (SalH2=salicylic acid, AspH=aspirin or 2-acetylsalicylic acid and Ph3Sb=triphenyl antimony(III)) have been synthesised and characterised by m.p., vibrational spectroscopy (mid-FT-IR), (13)C-,(1)H-NMR, UV-visible (UV-vis) spectroscopic techniques, high resolution mass spectroscopy (HRMS) and X-ray crystallography. Compounds 1,-3 were treated with the surfactant cetyltrimethylammonium bromide (CTAB) in order to enhance their solubility and as a consequence their bioactivity. The resulting micelles a-c were characterised with X-ray powder diffraction (XRPD) analysis, X-ray fluorescence (XRF) spectroscopy, Energy-dispersive X-ray spectroscopy (EDX), conductivity, Thermal gravimetry-differential thermal analysis (TG-DTA), and atomic absorption. Compounds 1-3 and the relevant micelles a-c were evaluated for their in vitro cytotoxic activity against human cancer cell lines: MCF-7 (breast, estrogen receptor (ER) positive), MDA-MB-231 (breast, ER negative) and MRC-5 (normal human fetal lung fibroblast cells) with sulforhodamine B (SRB) colorimetric assay. The results show significant increase in the activity of micelles compared to that of the initial compounds. Moreover, micelles exhibited lower activity against normal cells than tumor cells. The binding affinity of a-c towards the calf thymus (CT)-DNA, lipoxygenase (LOX) and glutathione (GSH) was studied by the fluorescent emission light and UV-vis spectroscopy.
authors.affiliation: Inorganic and Analytical Chemistry, Department of Chemistry, University of Ioannina, 45110 Ioannina, Greece.
authors.forename: E I
authors.initials: EI
authors.lastname: Gkaniatsou
authors.affiliation: Inorganic and Analytical Chemistry, Department of Chemistry, University of Ioannina, 45110 Ioannina, Greece.
authors.forename: C N
authors.initials: CN
authors.lastname: Banti
authors.affiliation: Medical Physics Laboratory, Medical School, University of Ioannina, 45110 Ioannina, Greece. Electronic address: nkourkou@uoi.gr.
authors.forename: N
authors.initials: N
authors.lastname: Kourkoumelis
authors.affiliation: Section of Physical Chemistry, Department of Chemistry, University of Ioannina, Ioannina, Greece.
authors.forename: S
authors.initials: S
authors.lastname: Skoulika
authors.affiliation: Department of Chemistry, University of Cyprus, 1678 Nicosia, Cyprus.
authors.forename: M
authors.initials: M
authors.lastname: Manoli
authors.affiliation: Department of Chemistry, University of Cyprus, 1678 Nicosia, Cyprus.
authors.forename: A J
authors.initials: AJ
authors.lastname: Tasiopoulos
authors.affiliation: Inorganic and Analytical Chemistry, Department of Chemistry, University of Ioannina, 45110 Ioannina, Greece. Electronic address: shadjika@uoi.gr.
authors.forename: S K
authors.initials: SK
authors.lastname: Hadjikakou
mesh_terms: D000965:Antimony / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001241:Aspirin / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000077286:Cetrimonium; D002593:Cetrimonium Compounds / Q000737:chemistry; D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D005978:Glutathione / Q000737:chemistry; D006801:Humans; D007700:Kinetics; D019787:Linoleic Acid / Q000737:chemistry; D008084:Lipoxygenase / Q000378:metabolism; D061986:MCF-7 Cells; D008823:Micelles; D066244:Proton Magnetic Resonance Spectroscopy; D011960:Receptors, Estrogen / Q000378:metabolism; D020156:Salicylic Acid / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D012834:Silver / Q000737:chemistry*; D012995:Solubility; D013052:Spectrometry, X-Ray Emission; D013501:Surface-Active Agents / Q000737:chemistry
chemical_list: D000970:Antineoplastic Agents; D002593:Cetrimonium Compounds; D056831:Coordination Complexes; D008823:Micelles; D011960:Receptors, Estrogen; D013501:Surface-Active Agents; D012834:Silver; D000965:Antimony; D019787:Linoleic Acid; D008084:Lipoxygenase; D005978:Glutathione; D020156:Salicylic Acid; D001241:Aspirin; D000077286:Cetrimonium
keywords: Anti-inflammatory drugs; Bioinorganic chemistry; Cytotoxic activity; Micelles; Silver(I)-antimony(III) compounds