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Spirocyclopropyl pyrrolidines as a new series of α-l-fucosidase inhibitors
- Source :
-
Bioorganic & Medicinal Chemistry . Jun2006, Vol. 14 Issue 12, p4047-4054. 8p. - Publication Year :
- 2006
-
Abstract
- Abstract: Polyhydroxy 4-azaspiro[2.4]heptane derivatives (spirocyclopropyl iminosugars) were prepared in four to six steps from readily available protected aldoses. The key step of the reaction sequence involves a titanium-mediated aminocyclopropanation of glycononitriles with subsequent cyclization. Five new polyhydroxypyrrolidines so-obtained have been evaluated for their ability to inhibit 16 glycosidases. One of them exhibits selective inhibition of α-l-fucosidase from bovine kidney (K i =1.6μM, competitive). [Copyright &y& Elsevier]
Details
- Language :
- English
- ISSN :
- 09680896
- Volume :
- 14
- Issue :
- 12
- Database :
- Academic Search Index
- Journal :
- Bioorganic & Medicinal Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 20729243
- Full Text :
- https://doi.org/10.1016/j.bmc.2006.02.005