Study of the Interaction of Some Potential Anticancer Gold(III) Complexes with Biologically Important Thiols Using NMR, UV–Vis, and Electrochemistry

Khalid H. Omer; Adam A.A. Seliman; Hassan A. Al-Mohsin; Abdel Nasser Kawde; Muhammad Altaf; Mohammed I.M. Wazeer; Saeed Ahmad; Musa M. Musa; Anvarhusein A. Isab

doi:10.1002/kin.21083

Study of the Interaction of Some Potential Anticancer Gold(III) Complexes with Biologically Important Thiols Using NMR, UV–Vis, and Electrochemistry

Khalid H. Omer
, Adam A.A. Seliman
, Hassan A. Al-Mohsin
, Abdel Nasser Kawde
, Muhammad Altaf
, Mohammed I.M. Wazeer
, Saeed Ahmad
, Musa M. Musa
, Anvarhusein A. Isab^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

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).

Original language	English
Pages (from-to)	387-397
Number of pages	11
Journal	International Journal of Chemical Kinetics
Volume	49
Issue number	6
DOIs	https://doi.org/10.1002/kin.21083
State	Published - 1 Jun 2017

Bibliographical note

Publisher Copyright:
© 2017 Wiley Periodicals, Inc.

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

Access to Document

10.1002/kin.21083

Cite this

Omer, K. H., Seliman, A. A. A., Al-Mohsin, H. A., Kawde, A. N., Altaf, M., Wazeer, M. I. M., Ahmad, S., Musa, M. M., & Isab, A. A. (2017). Study of the Interaction of Some Potential Anticancer Gold(III) Complexes with Biologically Important Thiols Using NMR, UV–Vis, and Electrochemistry. International Journal of Chemical Kinetics, 49(6), 387-397. https://doi.org/10.1002/kin.21083

@article{84bec229f5b745b8ac56955114e58b90,

title = "Study of the Interaction of Some Potential Anticancer Gold(III) Complexes with Biologically Important Thiols Using NMR, UV–Vis, and Electrochemistry",

abstract = "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).",

author = "Omer, \{Khalid H.\} and Seliman, \{Adam A.A.\} and Al-Mohsin, \{Hassan A.\} and Kawde, \{Abdel Nasser\} and Muhammad Altaf and Wazeer, \{Mohammed I.M.\} and Saeed Ahmad and Musa, \{Musa M.\} and Isab, \{Anvarhusein A.\}",

note = "Publisher Copyright: {\textcopyright} 2017 Wiley Periodicals, Inc.",

year = "2017",

month = jun,

day = "1",

doi = "10.1002/kin.21083",

language = "English",

volume = "49",

pages = "387--397",

journal = "International Journal of Chemical Kinetics",

issn = "0538-8066",

publisher = "John Wiley \& Sons Inc.",

number = "6",

}

Study of the Interaction of Some Potential Anticancer Gold(III) Complexes with Biologically Important Thiols Using NMR, UV–Vis, and Electrochemistry. / Omer, Khalid H.; Seliman, Adam A.A.; Al-Mohsin, Hassan A. et al.
In: International Journal of Chemical Kinetics, Vol. 49, No. 6, 01.06.2017, p. 387-397.

Research output: Contribution to journal › Article › peer-review

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.

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 - https://www.scopus.com/pages/publications/85028236692

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 -

Study of the Interaction of Some Potential Anticancer Gold(III) Complexes with Biologically Important Thiols Using NMR, UV–Vis, and Electrochemistry

Abstract

Bibliographical note

UN SDGs

ASJC Scopus subject areas

Access to Document

Fingerprint

Cite this