title: Mono and dinuclear phosphinegold(I) sulfanylcarboxylates: influence of nuclearity and substitution of PPh3 for PEt3 on cytotoxicity.
abstract: Gold complexes of the type [Au(PEt3)(Hxspa)] were prepared by reacting triethylphosphinegold(I) chloride in ethanol/water (8:1) with the 3-(aryl)-2-sulfanylpropenoic acids H2xspa [x=p=3-phenyl-; f=3-(2-furyl)-; t=3-(2-thienyl)-; py=3-(2-pyridyl); Clp=3-(2-Chlorophenyl)-; -o-mp=3-(2-methoxyphenyl)-; -p-mp=3-(4-methoxyphenyl)-; -o-hp=3-(2-hydroxyphenyl)-; -p-hp=3-(4-hydroxyphenyl)-; -diBr-o-hp=3-(3,5-dibromo-2-hidroxyphenyl-); spa=2-sulfanylpropenoato] or 2-cyclopentylidene-2-sulfanylacetic acid (H2cpa) and KOH in a 1:1:1 mole ratio. The compounds were characterized by IR spectroscopy and FAB mass spectrometry and by (1)H, (13)C and (31)P NMR spectroscopy. The in vitro antitumor activity of these and of the previously described dinuclear [(AuPEt3)2(xspa)] complexes against the HeLa-229, A2780 and A2780cis cell lines was determined and compared with those of the analogous PPh3 complexes. The results show that the substitution of the PPh3 ligand by PEt3 is particularly effective in increasing the cytotoxicity of the dinuclear [(AuPR3)2(xspa)] complexes, giving rise to compounds that are significantly more active than cisplatin against the aforementioned cell lines. In addition, and as a preliminary test for nephrotoxicity, the cytotoxicity of the most active compounds against the normal renal LCC-PK1 cell line was evaluated and compared with that of cisplatin.
authors.affiliation: Departamento de Química Inorgánica, Facultade de Farmacia, Universidade de Santiago de Compostela, Santiago de Compostela, Galicia 15782, Spain.
authors.forename: Elena
authors.initials: E
authors.lastname: Barreiro
authors.affiliation: Departamento de Química Inorgánica, Facultade de Farmacia, Universidade de Santiago de Compostela, Santiago de Compostela, Galicia 15782, Spain.
authors.forename: José S
authors.initials: JS
authors.lastname: Casas
authors.affiliation: Departamento de Química Inorgánica, Facultade de Química, Universidade de Vigo, Vigo, Galicia 36310, Spain. Electronic address: delfina@uvigo.es.
authors.forename: María D
authors.initials: MD
authors.lastname: Couce
authors.affiliation: Departamento de Química Inorgánica, Facultade de Farmacia, Universidade de Santiago de Compostela, Santiago de Compostela, Galicia 15782, Spain.
authors.forename: Agustín
authors.initials: A
authors.lastname: Sánchez
authors.affiliation: Departamento de Química Inorgánica, Facultade de Farmacia, Universidade de Santiago de Compostela, Santiago de Compostela, Galicia 15782, Spain.
authors.forename: Angeles
authors.initials: A
authors.lastname: Sánchez-Gonzalez
authors.affiliation: Departamento de Química Inorgánica, Facultade de Farmacia, Universidade de Santiago de Compostela, Santiago de Compostela, Galicia 15782, Spain. Electronic address: jose.sordo@usc.es.
authors.forename: José
authors.initials: J
authors.lastname: Sordo
authors.affiliation: Departamento de Química Inorgánica, Facultade de Química, Universidade de Vigo, Vigo, Galicia 36310, Spain.
authors.forename: Ezequiel M
authors.initials: EM
authors.lastname: Vázquez-López
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D045744:Cell Line, Tumor; D019008:Drug Resistance, Neoplasm / Q000187:drug effects; D005260:Female; D006801:Humans; D050607:Organogold Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D010720:Phosphines / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D013425:Sulfanilic Acids / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D000970:Antineoplastic Agents; D050607:Organogold Compounds; D010720:Phosphines; D013425:Sulfanilic Acids
keywords: 2-Cyclopentylidene-2-sulfanylacetic acid; Antitumor activities; Gold(I) complexes; Sulfanylpropenoic acids