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A unified regio-controlled synthetic protocol combined with the use of Suzuki couplings, in a diverse fashion, has been developed and successfully applied to the synthesis of various pairs of unsymmetrical pyrazine-fused derivatives of sinomenine, a natural immunemodulating alkaloid. Introduction of two vicinal aromatic substituents to the pyrazine functionality resulted in significant improvement...
Inhibitory effect on tumor necrosis factor-α (TNF-α) production by sinomenine derivatives with embedment of small drug-like nitrogen hetereocyclic moieties has been studied in this work. Several new sinomenine derivatives having chlorophenyl substituent have been found to exhibit much more potent TNF-α inhibitory activity than natural sinomenine and other derivatives.
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