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Please use this identifier to cite or link to this item: http://dspace.library.iitb.ac.in/jspui/handle/100/3061

Title: Anticancer and antimicrobial metallopharmaceutical agents based on palladium, gold, and silver n-heterocyclic carbene complexes
Authors: RAY, S
MOHAN, R
SINGH, JK
SAMANTARAY, MK
SHAIKH, MM
PANDA, D
GHOSH, P
Issue Date: 2007
Publisher: AMER CHEMICAL SOC
Citation: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,129(48)15042-15053
Abstract: Complete synthetic, structural, and biomedical studies of two Pd complexes as well as Au and Ag complexes of 1-benzyl-3-tert-butylimidazol-2-ylidene are reported. Specifically, trans-[1-benzyl-3-tert-butylimidazol-2-ylidene]Pd(pyridine)Cl(2) (1a) was synthesized from the reaction of 1-benzyl-3-tert-butylimidazolium chloride (1) with PdCl(2) in the presence of K(2)CO(3) as a base. The other palladium complex, [1-benzyl-3-tert-butylimidazol-2-ylidene](2)PdCl(2) (1b), and a gold complex, [1-benzyl-3-tert-butylimidazol-2-ylidene]AuCl (1c), were synthesized by following a transmetallation route from the silver complex, [1-benzyl-3-tert-butylimidazol-2-ylidene]AgCl (1d), by treatment with (COD)PdCl(2) and (SMe(2))AuCl, respectively. The silver complex 1d in turn was synthesized by the reaction of 1 with Ag(2)O. The molecular structures of 1a-d have been determined by X-ray diffraction studies. Biomedical studies revealed that, while the palladium complexes 1a and 1b displayed potent anticancer activity, the gold (1c) and silver (1d) complexes exhibited significant antimicrobial properties. Specifically, 1b showed strong antiproliferative activity against three types of human tumor cells, namely, cervical cancer (HeLa), breast cancer (MCF-7), and colon adenocarcinoma (HCT 116), in culture. The antiproliferative activity of 1b was found to be considerably stronger than that of cisplatin. The 1b complex inhibited tumor cell proliferation by arresting the cell cycle progression at the G2 phase, preventing the mitotic entry of the cell. We present evidence suggesting that the treated cells underwent programmed cell death through a p53-dependent pathway. Though both the gold (1c) and silver (1d) complexes showed antimicrobial activity toward Bacillus subtilis, 1 c was found to be ca. 2 times more potent than 1d.
URI: http://dx.doi.org/10.1021/ja075889z
http://dspace.library.iitb.ac.in/xmlui/handle/10054/13941
http://hdl.handle.net/100/3061
ISSN: 0002-7863
Appears in Collections:Review

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