Synthesis, Structure and in Vitro Biological Screening of Palladium(II) Complexes of Functionalised Salicylaldimine Thiosemicarbazones as Antimalarial and Anticancer Agents

被引：84

作者：

Chellan, Prinessa ^{[1
]}

Shunmoogam-Gounden, Nelusha ^{[2
]}

Hendricks, Denver T. ^{[2
]}

Gut, Jiri ^{[3
]}

Rosenthal, Philip J. ^{[3
]}

Lategan, Carmen ^{[4
]}

Smith, Peter J. ^{[4
]}

Chibale, Kelly ^{[1
,5
]}

Smith, Gregory S. ^{[1
]}

机构：

[1] Univ Cape Town, Dept Chem, ZA-7701 Pb Rondebosch, South Africa

[2] Univ Cape Town, Div Med Biochem, ZA-7925 Observatory, South Africa

[3] Univ Calif San Francisco, Dept Med, San Francisco Gen Hosp, San Francisco, CA 94143 USA

[4] Univ Cape Town, Div Pharmacol, Dept Med, Groote Schuur Hosp,OMB, ZA-7925 Observatory, South Africa

[5] Univ Cape Town, Inst Infect Dis & Mol Med, ZA-7701 Rondebosch, South Africa

来源：

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY | 2010年 / 22期

基金：

新加坡国家研究基金会; 英国医学研究理事会;

关键词：

Palladium; Salicylaldimine; Anticancer activity; Antimalarial activity; Thiosemicarbazone; TRANSITION-METAL-COMPLEXES; P-ISOPROPYLBENZALDEHYDE THIOSEMICARBAZONE; VIVO ANTITUMOR-ACTIVITY; CRYSTAL-STRUCTURE; PLATINUM(II) COMPLEXES; CYTOTOXIC ACTIVITY; 2-ACETYL PYRIDINE; SPECTROSCOPIC PROPERTIES; PLASMODIUM-FALCIPARUM; SPECTRAL PROPERTIES;

D O I：

10.1002/ejic.201000317

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A series of mononuclear salicylaldiminato(thiosemicarba-zone)palladium(II) complexes of general formula [Pd(saltsc-R)PPh3], {H(2)saltsc-R = salicylaldehyde thiosemicarbazone; R = H (5), 3-tert-butyl (6), 3-methoxy (7), 5-chloro (8)} have been synthesized. The palladium complexes were prepared by the reaction of the appropriate salicylaldimine thiosemicarbazone with Pd(PPh3)(2)Cl-2. All complexes were characterised by a range of spectroscopic and analytical techniques. The molecular structures of 6-8 have been determined by single-crystal X-ray diffraction analysis. The salicylaldimine thiosemicarbazones coordinate to palladium in a tridentate manner, through the phenolic oxygen, imine nitrogen and thiolate sulfur, forming five-and six-membered chelate rings within their structures. The fourth coordination site for these square-planar complexes is occupied by PPh3. Biological activities of the thiosemicarbazone ligands and palladium complexes have been investigated toward the WHCO1 oesophageal cancer cell line and against two strains of the malaria parasite Plasmodium falciparum, W2 (chloroquine-resistant) and D10 (chloroquine-sensitive). The palladium(II) complexes show enhanced in vitro antiplasmodial activity in comparison with their thiosemicarbazone ligand precursors. On the other hand, in vitro anticancer activity studies on oesophageal cancer cell lines revealed a decrease in activity upon coordination of palladium to the thiosemicarbazone ligand.

引用

页码：3520 / 3528

页数：9

共 54 条

[1] Appended 1,2-naphthoquinones as anticancer agents 1: synthesis, structural, spectral and antitumor activities of ortho-naphthaquinone thiosemicarbazone and its transition metal complexes [J].