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Baltina, L. A., Baltina, L. A., Kondratenko, R. M., Plyasunova, O. A., Nepogodiev, S. A. and Field, R. A. 
ORCID: https://orcid.org/0000-0001-8574-0275
(2010)
Synthesis and anti-HIV activity of triterpene 3-o-galactopyranosides, analogs of glycyrrhizic acid.
Chemistry of Natural Compounds, 46 (4).
pp. 576-582.
ISSN 0009-3130
Abstract
A new method for synthesizing triterpene 3-O-galactosides, analogs of glycyrrhizic acid (GA) based on 18β- glycyrrhetic acid (GLA) methyl esters and 18,19-dehydro-GLA, using 2,3,4,6-tetra-O-acetyl-α-Dgalactopyranosyl bromide as the glycosyl donor, I-Br promoter, and 4-Å molecular sieves was developed. The method could produce primarily 3-O-α-D- or β-D-galactopyranosides depending on the reaction conditions. The 3-O-α-D-galactopyranoside of GLA exhibited an index of selectivity (IS) 2.9 times greater than that of GA for inhibition of accumulation of virus-specific protein p24 of HIV-1. β-D-Galactopyranoside of GLA was more cytotoxic for MT-4 cells and exhibited weak anti-HIV-1 activity.
| Item Type: | Article |
|---|---|
| Additional Information: | Funding Information: The work was financed by the Royal Society of Great Britain (Project gt/fSU17p), the Federal Agency for Science and Innovation (State Contract 02.434.11.7060), and the RFBR (08-03-13514ofi-ts). |
| Uncontrolled Keywords: | anti-hiv-1 activity,glycosylation,glycyrrhetic acid,glycyrrhizic acid,iodine monobromide,triterpene glycosides,plant science,sdg 3 - good health and well-being ,/dk/atira/pure/subjectarea/asjc/1100/1110 |
| Faculty \ School: | Faculty of Science > School of Chemistry, Pharmacy and Pharmacology Faculty of Science > School of Biological Sciences |
| Related URLs: | |
| Depositing User: | LivePure Connector |
| Date Deposited: | 06 Sep 2024 13:34 |
| Last Modified: | 25 Sep 2024 18:07 |
| URI: | https://ueaeprints.uea.ac.uk/id/eprint/96591 |
| DOI: | 10.1007/s10600-010-9679-1 |
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