Oxindoles and copper complexes with oxindole-derivatives as potential pharmacological agents

Abstract

Oxindóis são compostos endógenos encontrados em fluidos e tecidos de mamíferos. Particularmente, isatina (1H-indol-2,3-diona) e seus derivados vêm mostrando uma grande variedade de efeitos no meio biológico, incluindo a inibição de monoamina oxidase, atividade bactericida, fungicida, antiviral e antiproliferativa. Pesquisas mais recentes descrevem estes compostos como inibidores de quinases, uma classe de proteínas envolvidas em várias etapas do ciclo celular. Nesta revisão, complexos de cobre(II) com ligantes derivados de oxindóis são discutidos como potenciais agentes antitumorais, em comparação com outros complexos, com base na proposição de se aliar as propriedades redox e coordenativas do metal à capacidade de afetar os processos de angiogenese e apoptose já demonstrada por esse tipo de ligante.Oxindoles are endogenous compounds found in mammalian body fluids and tissues. Particularly, isatin (1H-indole-2,3-dione) and its derivatives have shown a variety of biological effects, including inhibition of monoamine oxidase, antibacterial, antifungal, antiviral and antiproliferative activities. Recent reports have described these compounds as efficient inhibitors of kinases, a class of proteins involved in many steps of the cellular cycle. Here, some copper(II) complexes with oxindole-derived ligands are discussed as potential antitumoral agents, in comparison to other complexes, based on the proposal of a synergistic effect on adding the metal coordinating and redox properties to the already demonstrated capability of these ligands to influence the angiogenesis and apoptosis processes.

1-(12-Bromododecyl)-5-chloroindoline-2,3-dione

“…5-Chloroisatin derivatives possess a wide range of biological activities (Bhrigu et al, 2010;Cerchiaro et al, 2006;Chaluvaraju et al, 2011;Chen et al, 2011;Chibale et al, 2005). The title compound ( Fig.…”

Synthesis and in vitro Bio-activity Evaluation of N4-benzyl Substituted 5-Chloroisatin- 3-thiosemicarbazones as Urease and Glycation Inhibitors

“…Of the isatin derivatives, isatin-thiosemicarbazones have been found to exhibit a range of biological properties, including antiulcer, 1 anticancer, 1,4,7,12,[21][22][23] antimicrobial, [1][2][3]5,7,22,24,25 antituberculosis, [26][27][28] antiviral 1,2,5,7,12,28 and enzyme inhibitory activities. 1,4,11,17 Incited by these findings and as a part of our synthetic work on bioactive isatin derivatives, we have recently reported the synthesis of numerous N 4 -aryl substituted isatin-3-thiosemicarbazones (thiourea derivatives) as antimicrobial, [36][37][38][39] cytotoxic, [38][39][40][41][42] phytotoxic, [38][39][40][41]43 antileishmanial 44 and more importantly antiurease [36][37][38][39][40]…”

Antibacterial Activities of Some Schiff Bases Involving Thiosemicarbazide and Ketones

“…In order to get rid of this situation, it has become a common practice to find out safer, more effective and inexpensive new chemical compounds as antibacterial agents. In this context a series of researches with various compounds have been carried out by different workers [6][7][8][9][10] . In the present paper, the antibacterial activities of three Schiff bases namely vanillin thiosemicarbazone (VTS), benzophenone thiosemicarbazone (BTS) and acetophenone thiosemicarbazone (ATS) have been studied.…”