Synthesis of mono- and di-hydroxylated prolines and 2-hydroxymethylpyrrolidines from non-carbohydrate precursors.
Natural and synthetic imino sugars are biologically important as glycosidase inhibitors. This review includes selected syntheses of 3-hydroxyproline, 4-hydroxyproline, 3,4-dihydroxyproline, 2-hydroxymethyl-3-hydroxypyrrolidine and 2-hydroxymethyl-pyrrolidine-3,4-diol, which exhibit glycosidase inhibitory and various other biological activities.
El-Ashry
El-Sayed H
el-SH
Chemistry Department, Faculty of Science, Alexandria University, Alexandria, Egypt. eelashry60@hotmail.com
El Nemr
Ahmed
A
D000818:Animals; D001089:Arabinose; D002241:Carbohydrates / Q000737:chemistry; D006026:Glycoside Hydrolases / Q000037:antagonists & inhibitors / Q000378:metabolism; D006909:Hydroxyproline / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D050113:Imino Furanoses; D013237:Stereoisomerism; D013402:Sugar Alcohols / Q000138:chemical synthesis* / Q000737:chemistry
D002241:Carbohydrates; D050113:Imino Furanoses; D013402:Sugar Alcohols; C058137:1,4-dideoxy-1,4-iminoarabinitol; D001089:Arabinose; D006026:Glycoside Hydrolases; D006909:Hydroxyproline