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

Centro di Riferimento Oncologico

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

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
Publication status	Published - Dec 14 2015

Keywords

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

ASJC Scopus subject areas

Inorganic Chemistry
Materials Chemistry
Physical and Theoretical Chemistry

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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.}",

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

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KW - Gold(III) complexes

KW - L-540

KW - X-ray crystallography

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