TY - JOUR
T1 - Study of the Interaction of Some Potential Anticancer Gold(III) Complexes with Biologically Important Thiols Using NMR, UV–Vis, and Electrochemistry
AU - Omer, Khalid H.
AU - Seliman, Adam A.A.
AU - Al-Mohsin, Hassan A.
AU - Kawde, Abdel Nasser
AU - Altaf, Muhammad
AU - Wazeer, Mohammed I.M.
AU - Ahmad, Saeed
AU - Musa, Musa M.
AU - Isab, Anvarhusein A.
N1 - Publisher Copyright:
© 2017 Wiley Periodicals, Inc.
PY - 2017/6/1
Y1 - 2017/6/1
N2 - The interaction of gold(III) complexes [Au(en)Cl2]Cl, [Au(en)2]Cl3, [Au(cis-DACH)Cl2]Cl, and [Au(cis-DACH)2]Cl3 (en = ethylenediamine, DACH = cis-1,2-diaminocyclohexane) with biologically important thiols, such as glutathione (GSH), dl-penicillamine (PSH), mercaptoacetic acid (MAA), and N-(2-mercaptopropionyl)glycine (MPG), has been studied using 1H, 13C NMR, UV–vis spectroscopy and electrochemistry in aqueous solution. Kinetic data revealed that the reactivity of their substitution reaction followed the order: [Au(en)Cl2]+ > [Au(en)2]3+ > [Au(cis-DACH)Cl2]+ > [Au(cis-DACH)2]3+. The thiol reactivity increased with decreasing its size, viz. MAA ≫ MPG > PSH > GSH. Square wave stripping voltammetry displayed peaks for Au(III) and Au(I) at +0.875 V and +1.4 V respectively. The interaction of the complexes with thiols resulted in reduction of gold(III) to gold(I) and thiol ligands (RSH) were oxidized to disulfide (RSSR).
AB - The interaction of gold(III) complexes [Au(en)Cl2]Cl, [Au(en)2]Cl3, [Au(cis-DACH)Cl2]Cl, and [Au(cis-DACH)2]Cl3 (en = ethylenediamine, DACH = cis-1,2-diaminocyclohexane) with biologically important thiols, such as glutathione (GSH), dl-penicillamine (PSH), mercaptoacetic acid (MAA), and N-(2-mercaptopropionyl)glycine (MPG), has been studied using 1H, 13C NMR, UV–vis spectroscopy and electrochemistry in aqueous solution. Kinetic data revealed that the reactivity of their substitution reaction followed the order: [Au(en)Cl2]+ > [Au(en)2]3+ > [Au(cis-DACH)Cl2]+ > [Au(cis-DACH)2]3+. The thiol reactivity increased with decreasing its size, viz. MAA ≫ MPG > PSH > GSH. Square wave stripping voltammetry displayed peaks for Au(III) and Au(I) at +0.875 V and +1.4 V respectively. The interaction of the complexes with thiols resulted in reduction of gold(III) to gold(I) and thiol ligands (RSH) were oxidized to disulfide (RSSR).
UR - http://www.scopus.com/inward/record.url?scp=85028236692&partnerID=8YFLogxK
U2 - 10.1002/kin.21083
DO - 10.1002/kin.21083
M3 - Article
AN - SCOPUS:85028236692
SN - 0538-8066
VL - 49
SP - 387
EP - 397
JO - International Journal of Chemical Kinetics
JF - International Journal of Chemical Kinetics
IS - 6
ER -
