Premium
Organometallic Gold(III) Complexes with Tridentate Halogen‐Substituted Thiosemicarbazones: Effects of Halogenation on Cytotoxicity and Anti‐Parasitic Activity
Author(s) -
Salsi Federico,
Bulhões Portapilla Gisele,
Schutjajew Konstantin,
Roca Jungfer Maximilian,
Goulart Amanda,
Hagenbach Adelheid,
de Albuquerque Sérgio,
Abram Ulrich
Publication year - 2019
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201900904
Subject(s) - chemistry , halogenation , trypanosoma cruzi , halogen , selectivity , semicarbazone , ligand (biochemistry) , group 2 organometallic chemistry , fluorine , cytotoxicity , ring (chemistry) , stereochemistry , medicinal chemistry , organic chemistry , molecule , in vitro , receptor , parasite hosting , biochemistry , alkyl , world wide web , computer science , catalysis
Chemical properties and biological activity of Au(III) compounds obtained from dichlorido[2‐(dimethylaminomethyl)phenyl‐C 1 ,N]gold(III), [Au(damp‐C 1 ,N)Cl 2 ], and halogenated, potentially tridentate thiosemicarbazones have been studied. The results of this work show that the complexation of the halogenated thiosemicarbazones with Au(III) enhances their stability against hydrolysis and retains or enhances their anti‐parasitic activity. Fluorination in the periphery of the ligands has expectedly no influence on the structural chemistry of the obtained Au(III) complexes, but modulates their biological behaviour. Best results with a remarkably high selectivity index for the trypomastigote form of Trypanosoma cruzi were obtained with the complex containing the ligand, which presents a 3,5‐fluorine substitution in meta‐position of an aromatic ring, [Au(dampH)(L‐3,5‐F)]Cl.