Synthesis, characterization and anticancer activity of gold(III) complexes with (1R,2R)-(-)-1,2-diaminocyclohexane

Khalid H. Omer; Adam A. Seliman; Muhammad Altaf; Naike Casagrande; Donatella Aldinucci; Saleh Altuwaijri; Anvarhusein A. Isab

doi:10.1016/j.poly.2015.10.029

Synthesis, characterization and anticancer activity of gold(III) complexes with (1R,2R)-(-)-1,2-diaminocyclohexane

Khalid H. Omer, Adam A. Seliman, Muhammad Altaf, Naike Casagrande, Donatella Aldinucci, Saleh Altuwaijri, Anvarhusein A. Isab^*

^*Corresponding author for this work

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

15 Scopus citations

Abstract

Two gold(III) complexes, [(DACH)AuCl₂]Cl (1) and [(DACH)₂Au]Cl₃ (2), derived from (1R,2R)-(-)-1,2-diaminocyclohexane and sodium tetrachloroaurate dihydrate, NaAuCl₄·2H₂O, were synthesized and fully characterized using elemental analysis and different physical methods, such as FTIR, ¹H NMR, ¹³C NMR, solid-state NMR and X-ray crystallography. The data confirm the coordination of the DACH ligand to the gold(III) metal centre through its nitrogen atoms. According to in vitro cytotoxic studies, complex 2 was more effective against the three human tumor cell lines evaluated (the ovarian cancer cell line A2780, its cisplatin-resistant clone A2780cis and the classical Hodgkin lymphoma cell line L-540). The fold-resistance of the A2780 and A2780cis cells to cisplatin was about twofold lower for both gold(III) complexes.

Original language	English
Pages (from-to)	773-781
Number of pages	9
Journal	Polyhedron
Volume	102
DOIs	https://doi.org/10.1016/j.poly.2015.10.029
State	Published - 14 Dec 2015

Bibliographical note

Publisher Copyright:
© 2015 Elsevier Ltd.

Keywords

(1R,2R)-(-)-1,2-diaminocyclohexane
Cancer cell line
Gold(III) complexes
L-540
X-ray crystallography

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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10.1016/j.poly.2015.10.029

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@article{c3c071a938574c819c42282e15dfd1b5,

title = "Synthesis, characterization and anticancer activity of gold(III) complexes with (1R,2R)-(-)-1,2-diaminocyclohexane",

abstract = "Two gold(III) complexes, [(DACH)AuCl2]Cl (1) and [(DACH)2Au]Cl3 (2), derived from (1R,2R)-(-)-1,2-diaminocyclohexane and sodium tetrachloroaurate dihydrate, NaAuCl4·2H2O, were synthesized and fully characterized using elemental analysis and different physical methods, such as FTIR, 1H NMR, 13C NMR, solid-state NMR and X-ray crystallography. The data confirm the coordination of the DACH ligand to the gold(III) metal centre through its nitrogen atoms. According to in vitro cytotoxic studies, complex 2 was more effective against the three human tumor cell lines evaluated (the ovarian cancer cell line A2780, its cisplatin-resistant clone A2780cis and the classical Hodgkin lymphoma cell line L-540). The fold-resistance of the A2780 and A2780cis cells to cisplatin was about twofold lower for both gold(III) complexes.",

keywords = "(1R,2R)-(-)-1,2-diaminocyclohexane, Cancer cell line, Gold(III) complexes, L-540, X-ray crystallography",

author = "Omer, {Khalid H.} and Seliman, {Adam A.} and Muhammad Altaf and Naike Casagrande and Donatella Aldinucci and Saleh Altuwaijri and Isab, {Anvarhusein A.}",

note = "Publisher Copyright: {\textcopyright} 2015 Elsevier Ltd.",

year = "2015",

month = dec,

day = "14",

doi = "10.1016/j.poly.2015.10.029",

language = "English",

volume = "102",

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T1 - Synthesis, characterization and anticancer activity of gold(III) complexes with (1R,2R)-(-)-1,2-diaminocyclohexane

AU - Omer, Khalid H.

AU - Seliman, Adam A.

AU - Altaf, Muhammad

AU - Casagrande, Naike

AU - Aldinucci, Donatella

AU - Altuwaijri, Saleh

AU - Isab, Anvarhusein A.

PY - 2015/12/14

Y1 - 2015/12/14

N2 - Two gold(III) complexes, [(DACH)AuCl2]Cl (1) and [(DACH)2Au]Cl3 (2), derived from (1R,2R)-(-)-1,2-diaminocyclohexane and sodium tetrachloroaurate dihydrate, NaAuCl4·2H2O, were synthesized and fully characterized using elemental analysis and different physical methods, such as FTIR, 1H NMR, 13C NMR, solid-state NMR and X-ray crystallography. The data confirm the coordination of the DACH ligand to the gold(III) metal centre through its nitrogen atoms. According to in vitro cytotoxic studies, complex 2 was more effective against the three human tumor cell lines evaluated (the ovarian cancer cell line A2780, its cisplatin-resistant clone A2780cis and the classical Hodgkin lymphoma cell line L-540). The fold-resistance of the A2780 and A2780cis cells to cisplatin was about twofold lower for both gold(III) complexes.

AB - Two gold(III) complexes, [(DACH)AuCl2]Cl (1) and [(DACH)2Au]Cl3 (2), derived from (1R,2R)-(-)-1,2-diaminocyclohexane and sodium tetrachloroaurate dihydrate, NaAuCl4·2H2O, were synthesized and fully characterized using elemental analysis and different physical methods, such as FTIR, 1H NMR, 13C NMR, solid-state NMR and X-ray crystallography. The data confirm the coordination of the DACH ligand to the gold(III) metal centre through its nitrogen atoms. According to in vitro cytotoxic studies, complex 2 was more effective against the three human tumor cell lines evaluated (the ovarian cancer cell line A2780, its cisplatin-resistant clone A2780cis and the classical Hodgkin lymphoma cell line L-540). The fold-resistance of the A2780 and A2780cis cells to cisplatin was about twofold lower for both gold(III) complexes.

KW - (1R,2R)-(-)-1,2-diaminocyclohexane

KW - Cancer cell line

KW - Gold(III) complexes

KW - L-540

KW - X-ray crystallography

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DO - 10.1016/j.poly.2015.10.029

M3 - Article

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SN - 0277-5387

VL - 102

SP - 773

EP - 781

JO - Polyhedron

JF - Polyhedron

ER -

Synthesis, characterization and anticancer activity of gold(III) complexes with (1R,2R)-(-)-1,2-diaminocyclohexane

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

UN SDGs

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