Synthesis of amphiphilic polyhydroxylated pyrrolidines as potential glycosidase inhibitors
✍ Scribed by Annamaria Esposito; Massimo Falorni; Maurizio Taddei
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 229 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Several polyhydroxylated pyrrolidines with an aliphatic long chain on the ring nitrogen were prepared starting from D-mannitol. An amphiphilic bis-azasugar scaffold has been also prepared. These products behave as cationic surfactants and show a promising anti HIV-1 activity.
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## Abstract Two pyrrolidine‐based imino sugars have been synthesized in an efficient manner, using regiospecific amination, ring closing metathesis, and diastereospecific dihydroxylations as key steps. These azasugars are found to be moderate inhibitors of glycosidases. (© Wiley‐VCH Verlag GmbH & C
Stereoselective syntheses of a new family of hydrindane based bicyclitols with seven hydroxyl groups in a diverse stereochemical array have been accomplished from readily available building-blocks. One of the bicyclitols 12 has been found to exhibit moderate a-glucosidase inhibitory activity in enzy
## Abstract Sugar–iminosugar hybrid molecules made up of D‐glucose and D‐galactose with pyrrolidine‐based iminosugars, viz. 1,4‐dideoxy‐1,4‐imino‐L‐xylitol and 1,4‐dideoxy‐1,4‐imino‐L‐lyxitol, are synthesized from glycal epoxides and found to be moderate glycosidase inhibitors. (© Wiley‐VCH Verlag