Synthesis of genistein coupled with sugar derivatives and their inhibitory effect on nitric oxide production in macrophages.
Junior CO, Castro SB, Pereira AA, Alves CC, Oliveira EE, Rêgo RT, Ferreira AP, de Almeida MV.
The isoflavone genistein 1 and some derivatives modulate IL-12, TNF-α and NO production by macrophages and lung cancer cell lines, and improve the clinical signs of experimental autoimmune encephalomyelitis (EAE). Seven genistein derivatives connected at C-6 position of a sugar, such as d-glucose and d-galactose, were synthesized. The ability to modulate macrophage response was evaluated, showing variable inhibition capacity of NO and TNF-α production in J774.A1 and RAW 264.7. Five of the seven compounds were non-cytotoxic; compound 8 was more effective to inhibit NO and TNF-α production, without affecting cell viability.