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

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
Externally published	Yes

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SDG 3 Good Health and Well-being

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10.1002/kin.21083

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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{0641bbeda27541939894d48822780d33,

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

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