Acarviosine

S. Ogawa and D. Aso, Chemical modification of the sugar moiety of methyl acarviosin synthesis and inhibitory activity of eight analogues containing a 1,6-anhydro bridge,... 

Acarbose itself is hydrolyzed by B. stearothermophilus maltogenic amylase at the first glycosidic linkage from the reducing end to give D-glucose and acarviosine-glucose... 

Acarviosin 441, an a-glycosidase inhibitor, is a maltose-type pseudodisaccharide that can be prepared from methanolysis of acarbose 442 [255]. It has been shown to have five times more inhibitory activity than its precursor acarbose, for which the first total synthesis has been described by Ogawa s group in 1989 [256]. 

The same group has also prepared several other a-glucosidase inhibitors, including l, 6 - and 3, 6 -anhydro derivatives of acarviosin [258], methylacarviosin... 

S. Ogawa and H. Sugizaki, Synthesis of a pseudo-disaccharide derivative having d-manno configuration, an acarviosin analog, Chem. Lett., 17 (1986) 1977-1980. 

Several 1,4-imino-linked carbadisaccharides containing 2-amino-2-deoxy-5a-carba-glucopyranosyl residues as analogues of the potent a-glucosidase inhibitor, acarviosine have been prepared, and the preparation of a manwo-configurated (1 ->6)-imino-linked unsaturated derivative using the reaction of methyl 6-amino-6-deoxy-a-D-mannopyranose with epoxide 112 has been reported. 

Derivatives of istamycin B, including its 3-O-demethyl and various 2 -A -acyI and 7V-amidinyl derivatives, have been prepared in the search for compounds less toxic than the parent. Further analogues of 1,6-anhydro methyl acarviosin have been synthesized, particularly 2 -substituted compounds (OH->NH2,F). ... 

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