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  • Design, synthesis and structure-activity relationship of phthalimides endowed with dual antiproliferative and immunomodulatory activities.

Design, synthesis and structure-activity relationship of phthalimides endowed with dual antiproliferative and immunomodulatory activities.

European journal of medicinal chemistry (2015-05-06)
Marcos Veríssimo de Oliveira Cardoso, Diogo Rodrigo Magalhães Moreira, Gevanio Bezerra Oliveira Filho, Suellen Melo Tiburcio Cavalcanti, Lucas Cunha Duarte Coelho, José Wanderlan Pontes Espíndola, Laura Rubio Gonzalez, Marcelo Montenegro Rabello, Marcelo Zaldini Hernandes, Paulo Michel Pinheiro Ferreira, Cláudia Pessoa, Carlos Alberto de Simone, Elisalva Teixeira Guimarães, Milena Botelho Pereira Soares, Ana Cristina Lima Leite
ABSTRACT

The present work reports the synthesis and evaluation of the antitumour and immunomodulatory properties of new phthalimides derivatives designed to explore molecular hybridization and bioisosterism approaches between thalidomide, thiosemicarbazone, thiazolidinone and thiazole series. Twenty-seven new molecules were assessed for their immunosuppressive effect toward TNFα, IFNγ, IL-2 and IL-6 production and antiproliferative activity. The best activity profile was observed for the (6a-f) series, which presents phthalyl and thiazolidinone groups.

MATERIALS
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