Artigo Revisado por pares

An expeditious one-pot synthesis of 1,6-dideoxy-N-alkylated nojirimycin derivatives and their inhibitory effects on the secretion of IFN-γ and IL-4

2007; Elsevier BV; Volume: 16; Issue: 4 Linguagem: Inglês

10.1016/j.bmc.2007.11.036

ISSN

1464-3391

Autores

Jian Zhou, Yongmin Zhang, Xia Zhou, Jing Zhou, Lihe Zhang, Xin‐Shan Ye, Xiao‐Lian Zhang,

Tópico(s)

Chemical Synthesis and Analysis

Resumo

An efficient ‘one-pot’ approach to the synthesis of 1,6-dideoxy-N-alkylated nojirimycin derivatives in good yields and with high stereoselectivity was developed. It was found that the synthetic N-alkylated iminosugars showed inhibitory effects on the release of the cytokines IFN-γ and IL-4 from the mouse splenocytes. The preliminary structure–activity relationship was deduced from the activities of N-substituted iminosugars. Apart from the cytokine inhibitory activities, a series of glycosidase inhibitory activities were also examined. The present experimental data demonstrated that synthetic iminosugars might hold potential as immunosuppressive agents.

Referência(s)