- Anhydroazasugars as key intermediates in the stereocontrolled preparation of azasugars and their ethyl thioglycosides
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Bicyclic azasugar thioglycosides, a new type of azasugar and alkaloid derivative, are stereoselectively prepared from easily available glycosylenamines (D-gluco and L-rhamno configurations), via 1,4-anhydroazasugar derivatives. Polyhydroxylated pyrrolidines (nonreducing pyrrolidine azasugars) are also prepared by reduction with sodium cyanoborohydride of the same 1,4-anhydroazasugars. The stereochemical assignments of the new stereogenic centres are based on NMR experiments, including a study of the interproton distances from quantitative treatment of NOE data and molecular modeling.
- Fuentes, Jose,Sayago, Francisco J.,Illangua, Jose M.,Gasch, Consolacion,Angulo, Manuel,Pradera, M. Angeles
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p. 603 - 615
(2007/10/03)
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- Pyrrolidine compounds useful in the treatment of diabetes
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The present invention relates to novel pyrrolidine compounds having the general formula I STR1 and pharmaceutically acceptable acid addition salts or hydrates or prodrugs thereof, wherein R1 is straight or branched C1-14 -alkyl optio
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- DERIVATIVES OF 1,4-DIDEOXY-1,4-IMINO-D-MANNITOL AND A PROCESS FOR THEIR PREPARATTON
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Novel derivatives of 1,4-dideoxy-1,4-imino-D-mannitol and method for their synthesis from 4,5-anhydro-1-azido-1-deoxy-2,3-O-isopropylidene-D-talitol or its triflate derivative are disclosed. The novel derivatives, 6-fluoro-1,4-imino-1,4,6-trideoxy-D-manni
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- SYNTHESIS OF 1,4,6-TRIDEOXY-1,4-IMINO-D-MANNITOL: A POTENT α-MANNOSIDASE INHIBITOR
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The title trihydroxypyrrolidine 4, readily synthesized in one step from the naturallyoccurring sugar D-perosamine, is ten times more active than swainsonine as a competitive inhibitor of jackbean α-mannosidase.
- Eis, Michael J.,Rule, Carlton J.,Wurzburg, Beth A.,Ganem, Bruce
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p. 5397 - 5398
(2007/10/02)
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- UNTERSUCHUNGEN ZUR STRUCTUR DES α-D-GLUCOSIDASEINHIBITORS ACARBOSE
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Hydrolysis of the pseudotetrasaccharide acarbose (1), a potent inhibitor of intestinal α-D-glucosidases and effective oral antidiabetic agent, gave D-glucose and a tricyclic compound (1R,2S,3R,4aS,7R,8S,8aS,9aR)-1,2,3,4a,7,8,8a,9a-octahydro-1,2,7,8-tetrah
- Junge, Bodo,Heiker, Fred-R.,Kurz, Juergen,Mueller, Lutz,Schmidt,Delf D.,Wuensche, Christian
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p. 235 - 268
(2007/10/02)
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