Pseudo-oligosaccharide inhibitors

Recently, pseudo-oligosaccharidic enzyme-inhibitors acarbose (3) [6], trestatins (4) [7], adiposins (5) [8], S-AI [9, 10], and oligostatins [11, 12] have been found in fermentation beers (Scheme 3, 4, 5). 

The methylacarviosin 447, a core structure of acarbose and related pseudo-oligosaccharidic a-amylase inhibitors, together with its 6-hydroxy analog 448, were prepared by Shibata et al. [257] from the corresponding oligobiosaminide derivatives 443 and 444. The aziridine intermediates 445 and 446 were treated with hydrochloric acid to give the corresponding 6 -chloro derivative, and then elimination of the chlorine by base fmnished the title compoimds 447 and 448 as peracetylated derivatives (compoimds 441-448). 

A number of amylase inhibitors have been reported these are proteins, glycoproteins or pseudo-oligosaccharides isolated originally from grains or microorganisms. Acarbose, Bay g 5421 is the most... 

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