Vyavahare, Vinod P. ; Chakraborty, Chaitali ; Maity, Biswanath ; Chattopadhyay, Subrata ; Puranik, Vedavati G. ; Dhavale, Dilip D. (2007) Synthesis of 1-deoxy-1-hydroxymethyl-and 1-deoxy-1-epi-hydroxymethyl castanospermine as new potential immunomodulating agents Journal of Medicinal Chemistry, 50 (22). pp. 5519-5523. ISSN 0022-2623
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Official URL: http://pubs.acs.org/doi/abs/10.1021/jm070660f
Related URL: http://dx.doi.org/10.1021/jm070660f
Abstract
Two new C-1 epimeric hydroxymethyl castanospermine congeners 2a and 2b, synthesized by stereocontrolled intramolecular double reductive amination of d-glucose derived β-keto ester as a key step, showed impressive immuno-potentiating property. The bioactivity was mediated through up-regulation of TH1/TH2 cytokine ratio. The finding suggested that immunmodulatory activity of polyhydroxylated indolizidine alkaloids can be tuned by minor structural/stereochemical alterations.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 75336 |
| Deposited On: | 22 Dec 2011 13:12 |
| Last Modified: | 22 Dec 2011 13:12 |
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