Revised structure of a homonojirimycin isomer from Aglaonema treubii: first example of a naturally occurring alpha-homoallonojirimycin.
The structure of a homonojirimycin isomer isolated from Aglaonema treublii and originally proposed as alpha-3,4-di-epi-homonojirimycin was revised to alpha-4-epi-homonojirimycin 3 ("alpha-homoallonojirimycin") on the basis of NMR analysis and synthetic studies. Its activity as a glycosidase inhibitor is compared to that of other homonojirimycin isomers.
Martin
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OR
Institut de Chimie Organique et Analytique (I.C.O.A.), Faculté des Sciences, Orléans, France. Olivier.Martin@univ-orleans.fr
Compain
P
P
Kizu
H
H
Asano
N
N
D017485:1-Deoxynojirimycin / Q000031:analogs & derivatives; D001372:Aza Compounds / Q000138:chemical synthesis*; D002236:Carbohydrate Conformation; D002241:Carbohydrates / Q000737:chemistry; D004791:Enzyme Inhibitors / Q000138:chemical synthesis*; D006026:Glycoside Hydrolases / Q000037:antagonists & inhibitors; D050112:Imino Pyranoses; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry; D013329:Structure-Activity Relationship
D001372:Aza Compounds; D002241:Carbohydrates; D004791:Enzyme Inhibitors; D050112:Imino Pyranoses; D010880:Piperidines; D010936:Plant Extracts; C106502:homonojirimycin; D017485:1-Deoxynojirimycin; D006026:Glycoside Hydrolases