Synthesis, spectroscopic characterization and anti-cancer properties of new gold(III)-alkanediamine complexes against gastric, prostate and ovarian cancer cells; crystal structure of [Au2(pn)2(Cl) 2]Cl2·H2O

Muhammad Monim-ul-Mehboob; Muhammad Altaf; Mohammed Fettouhi; Anvarhusein A. Isab; Mohammed I.M. Wazeer; M. Nasiruzzaman Shaikh; Saleh Altuwaijri

doi:10.1016/j.poly.2013.05.054

Synthesis, spectroscopic characterization and anti-cancer properties of new gold(III)-alkanediamine complexes against gastric, prostate and ovarian cancer cells; crystal structure of [Au₂(pn)₂(Cl) ₂]Cl₂·H₂O

Muhammad Monim-ul-Mehboob
, Muhammad Altaf
, Mohammed Fettouhi
, Anvarhusein A. Isab^*
, Mohammed I.M. Wazeer
, M. Nasiruzzaman Shaikh
, Saleh Altuwaijri

^*Corresponding author for this work

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

25 Scopus citations

Abstract

A new series of Au(III) diamine complexes, with the general formulae [LAuCl₂]Cl and [Au(L)₂]Cl₃ [where L = ethylenediamine (en), propylenediamine (pn), butylenediamine (bn) and N-alkyl substituted ethylene-diamine (N-R-en)] was initially synthesized by reacting trihydrate auric acid (HAuCl₄·3H₂O) with 1 or 2 equivalents of the diamine ligands. These complexes have subsequently been characterized by elemental analysis, IR spectroscopy and NMR measurements. The IR data shows complexation of the diamine ligands to the Au(III) metal centre via N donor atoms. The solution and solid-state NMR data confirm the stability of the complexes due to the chelating effect of the diamine ligands. The crystal structure of one complex shows a dinuclear ionic complex with two discrete [Au(pn)(Cl)]⁺ units bridged by two deprotonated pn ligands and a pseudo square planar coordination geometry of the Au(III) ion. In this paper, the anti-cancer properties of gold(III) diamine complexes have also been evaluated in vitro against prostate PC3, gastric SGC7901 and ovarian A2780/A2780 ciscancer cells. Generally, [Au(diamine)₂]³⁺ complexes demonstrate better anticancer properties in PC3 cells, whereas [Au(diamine)Cl₂]⁺ displays better anticancer properties in SGC7901 and A2780/A2780 cis cells. The complex [Au(en)₂]Cl ₃ is recognized as a cytotoxic agent that is as effective as cis-platin on prostate PC3 cancer cells.

Original language	English
Pages (from-to)	225-234
Number of pages	10
Journal	Polyhedron
Volume	61
DOIs	https://doi.org/10.1016/j.poly.2013.05.054
State	Published - 2013

Bibliographical note

Funding Information:
This research was supported by the KACST under the 1st cycle of the National Science, Technology and Innovation Plan (NSTIP) project # 08-BIO94-04 and KFUPM Research Committee under project # IN100039.

Keywords

Anti-cancer agents
Apoptosis
Gastric cancer
Gold(III) diamine complexes
MTT assay
Ovarian cancer
Prostate cancer

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Inorganic Chemistry
Materials Chemistry

UN SDGs

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

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Monim-ul-Mehboob, M., Altaf, M., Fettouhi, M., Isab, A. A., Wazeer, M. I. M., Shaikh, M. N., & Altuwaijri, S. (2013). Synthesis, spectroscopic characterization and anti-cancer properties of new gold(III)-alkanediamine complexes against gastric, prostate and ovarian cancer cells; crystal structure of [Au₂(pn)₂(Cl) ₂]Cl₂·H₂O. Polyhedron, 61, 225-234. https://doi.org/10.1016/j.poly.2013.05.054

@article{07e540e296074a53b10eedbf2c82e467,

title = "Synthesis, spectroscopic characterization and anti-cancer properties of new gold(III)-alkanediamine complexes against gastric, prostate and ovarian cancer cells; crystal structure of [Au2(pn)2(Cl) 2]Cl2·H2O",

abstract = "A new series of Au(III) diamine complexes, with the general formulae [LAuCl2]Cl and [Au(L)2]Cl3 [where L = ethylenediamine (en), propylenediamine (pn), butylenediamine (bn) and N-alkyl substituted ethylene-diamine (N-R-en)] was initially synthesized by reacting trihydrate auric acid (HAuCl4·3H2O) with 1 or 2 equivalents of the diamine ligands. These complexes have subsequently been characterized by elemental analysis, IR spectroscopy and NMR measurements. The IR data shows complexation of the diamine ligands to the Au(III) metal centre via N donor atoms. The solution and solid-state NMR data confirm the stability of the complexes due to the chelating effect of the diamine ligands. The crystal structure of one complex shows a dinuclear ionic complex with two discrete [Au(pn)(Cl)]+ units bridged by two deprotonated pn ligands and a pseudo square planar coordination geometry of the Au(III) ion. In this paper, the anti-cancer properties of gold(III) diamine complexes have also been evaluated in vitro against prostate PC3, gastric SGC7901 and ovarian A2780/A2780 ciscancer cells. Generally, [Au(diamine)2]3+ complexes demonstrate better anticancer properties in PC3 cells, whereas [Au(diamine)Cl2]+ displays better anticancer properties in SGC7901 and A2780/A2780 cis cells. The complex [Au(en)2]Cl 3 is recognized as a cytotoxic agent that is as effective as cis-platin on prostate PC3 cancer cells.",

keywords = "Anti-cancer agents, Apoptosis, Gastric cancer, Gold(III) diamine complexes, MTT assay, Ovarian cancer, Prostate cancer",

author = "Muhammad Monim-ul-Mehboob and Muhammad Altaf and Mohammed Fettouhi and Isab, \{Anvarhusein A.\} and Wazeer, \{Mohammed I.M.\} and Shaikh, \{M. Nasiruzzaman\} and Saleh Altuwaijri",

note = "Funding Information: This research was supported by the KACST under the 1st cycle of the National Science, Technology and Innovation Plan (NSTIP) project \# 08-BIO94-04 and KFUPM Research Committee under project \# IN100039. ",

year = "2013",

doi = "10.1016/j.poly.2013.05.054",

language = "English",

volume = "61",

pages = "225--234",

journal = "Polyhedron",

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Monim-ul-Mehboob, M, Altaf, M, Fettouhi, M, Isab, AA, Wazeer, MIM, Shaikh, MN & Altuwaijri, S 2013, 'Synthesis, spectroscopic characterization and anti-cancer properties of new gold(III)-alkanediamine complexes against gastric, prostate and ovarian cancer cells; crystal structure of [Au₂(pn)₂(Cl) ₂]Cl₂·H₂O', Polyhedron, vol. 61, pp. 225-234. https://doi.org/10.1016/j.poly.2013.05.054

Synthesis, spectroscopic characterization and anti-cancer properties of new gold(III)-alkanediamine complexes against gastric, prostate and ovarian cancer cells; crystal structure of [Au₂(pn)₂(Cl) ₂]Cl₂·H₂O. / Monim-ul-Mehboob, Muhammad; Altaf, Muhammad; Fettouhi, Mohammed et al.
In: Polyhedron, Vol. 61, 2013, p. 225-234.

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

TY - JOUR

T1 - Synthesis, spectroscopic characterization and anti-cancer properties of new gold(III)-alkanediamine complexes against gastric, prostate and ovarian cancer cells; crystal structure of [Au2(pn)2(Cl) 2]Cl2·H2O

AU - Monim-ul-Mehboob, Muhammad

AU - Altaf, Muhammad

AU - Fettouhi, Mohammed

AU - Isab, Anvarhusein A.

AU - Wazeer, Mohammed I.M.

AU - Shaikh, M. Nasiruzzaman

AU - Altuwaijri, Saleh

N1 - Funding Information: This research was supported by the KACST under the 1st cycle of the National Science, Technology and Innovation Plan (NSTIP) project # 08-BIO94-04 and KFUPM Research Committee under project # IN100039.

PY - 2013

Y1 - 2013

N2 - A new series of Au(III) diamine complexes, with the general formulae [LAuCl2]Cl and [Au(L)2]Cl3 [where L = ethylenediamine (en), propylenediamine (pn), butylenediamine (bn) and N-alkyl substituted ethylene-diamine (N-R-en)] was initially synthesized by reacting trihydrate auric acid (HAuCl4·3H2O) with 1 or 2 equivalents of the diamine ligands. These complexes have subsequently been characterized by elemental analysis, IR spectroscopy and NMR measurements. The IR data shows complexation of the diamine ligands to the Au(III) metal centre via N donor atoms. The solution and solid-state NMR data confirm the stability of the complexes due to the chelating effect of the diamine ligands. The crystal structure of one complex shows a dinuclear ionic complex with two discrete [Au(pn)(Cl)]+ units bridged by two deprotonated pn ligands and a pseudo square planar coordination geometry of the Au(III) ion. In this paper, the anti-cancer properties of gold(III) diamine complexes have also been evaluated in vitro against prostate PC3, gastric SGC7901 and ovarian A2780/A2780 ciscancer cells. Generally, [Au(diamine)2]3+ complexes demonstrate better anticancer properties in PC3 cells, whereas [Au(diamine)Cl2]+ displays better anticancer properties in SGC7901 and A2780/A2780 cis cells. The complex [Au(en)2]Cl 3 is recognized as a cytotoxic agent that is as effective as cis-platin on prostate PC3 cancer cells.

AB - A new series of Au(III) diamine complexes, with the general formulae [LAuCl2]Cl and [Au(L)2]Cl3 [where L = ethylenediamine (en), propylenediamine (pn), butylenediamine (bn) and N-alkyl substituted ethylene-diamine (N-R-en)] was initially synthesized by reacting trihydrate auric acid (HAuCl4·3H2O) with 1 or 2 equivalents of the diamine ligands. These complexes have subsequently been characterized by elemental analysis, IR spectroscopy and NMR measurements. The IR data shows complexation of the diamine ligands to the Au(III) metal centre via N donor atoms. The solution and solid-state NMR data confirm the stability of the complexes due to the chelating effect of the diamine ligands. The crystal structure of one complex shows a dinuclear ionic complex with two discrete [Au(pn)(Cl)]+ units bridged by two deprotonated pn ligands and a pseudo square planar coordination geometry of the Au(III) ion. In this paper, the anti-cancer properties of gold(III) diamine complexes have also been evaluated in vitro against prostate PC3, gastric SGC7901 and ovarian A2780/A2780 ciscancer cells. Generally, [Au(diamine)2]3+ complexes demonstrate better anticancer properties in PC3 cells, whereas [Au(diamine)Cl2]+ displays better anticancer properties in SGC7901 and A2780/A2780 cis cells. The complex [Au(en)2]Cl 3 is recognized as a cytotoxic agent that is as effective as cis-platin on prostate PC3 cancer cells.

KW - Anti-cancer agents

KW - Apoptosis

KW - Gastric cancer

KW - Gold(III) diamine complexes

KW - MTT assay

KW - Ovarian cancer

KW - Prostate cancer

UR - https://www.scopus.com/pages/publications/84879804053

U2 - 10.1016/j.poly.2013.05.054

DO - 10.1016/j.poly.2013.05.054

M3 - Article

AN - SCOPUS:84879804053

SN - 0277-5387

VL - 61

SP - 225

EP - 234

JO - Polyhedron

JF - Polyhedron

ER -