Markad, Shankar D. ; Karanjule, Narayan S. ; Sharma, Tarun ; Sabharwal, Sushma G. ; Dhavale, Dilip D. (2006) Synthesis and evaluation of glycosidase inhibitory activity of N-butyl 1-deoxy-D-gluco-homonojirimycin and N-butyl 1-deoxy-L-ido-homonojirimycin Bioorganic & Medicinal Chemistry, 14 (16). pp. 5535-5539. ISSN 0968-0896
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S09680...
Related URL: http://dx.doi.org/10.1016/j.bmc.2006.04.027
Abstract
Conjugate addition of n-butyl amine to d-glucose derived α,β-unsaturated ester 4 afforded β-amino esters 5a,b that on reduction of ester group, 1,2-acetonide deprotection, and reductive amination led to the formation of corresponding N-butyl 1-deoxy-d-gluco-homonojirimycin 2c and N-butyl 1-deoxy-l-ido-homonojirimycin 2d which were found to be selective β-glucosidase inhibitors with an IC50 value in millimolar range.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Conjugate Addition; Glycosidase Inhibitors; Iminosugars; Azasugars |
| ID Code: | 9521 |
| Deposited On: | 02 Nov 2010 12:02 |
| Last Modified: | 31 May 2011 11:52 |
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