有效霉烯胺的化学合成进展

Review of Total Synthesis of Valienamine

有效霉烯胺是一种由有效氧胺A经脱氮假单胞菌降解得到的C_7N氨基环醇类α-糖苷酶抑制剂,同时也是有效霉素、阿卡波糖等伪寡糖α-糖苷酶抑制剂的核心片段.基于其确定的化学结构和令人感兴趣的生物活性,自从1972年被首次分离后,众多合成化学家设计并完成了各种有效霉烯胺的合成路线.综述了过去三十多年中见于文献报道的有效霉烯胺23条全合成路线.

Valienamine is an α-glucosidase inhibitor belonging to C7N aminocyclitols that was isolated from the microbial degradation of validoxylamine A with Pseudomonas denitrificans. Moreover, valienamine is also an essential core unit in many kinds of pseudo-oligosaccharidic α-D-glucosidase inhibitors such as validamycins and acarbose. Due to the unique structural feature and interesting biological property, since the first isolation in 1972, a great deal of effort has been devoted to the development of various approaches for the efficient synthesis of valienamine. This review summarizes the 23 synthetic approaches towards valienamine reported in the last thirty years.