Synthesis and Anti-HIV-1 Activity of Olean-9(11),12(13)-Dien-30-Oic Acid 3β-(2-O-β-D-Glucuronopyranosyl-β-D-Glucuronopyranoside)

The glycyrrhizic acid (GA) analog olean-9(11),12(13)-dien-30-oic acid 3β-(2-O-β-D-glucuronopyranosyl-β-D-glucuronopyranoside) (II) was synthesized via reduction of GA by NaBH(4) in refluxing 2-PrOH:H(2)O with subsequent work up with HCl (5%). The cytotoxicity and antiviral activity of this glycoside...

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Autores principales: Baltina, L. A., Stolyarova, O. V., Kondratenko, R. M., Gabbasov, T. M., Plyasunova, O. A., Il’ina, T. V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer US 2014
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7088683/
https://www.ncbi.nlm.nih.gov/pubmed/32214537
http://dx.doi.org/10.1007/s11094-014-1127-2
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author Baltina, L. A.
Stolyarova, O. V.
Kondratenko, R. M.
Gabbasov, T. M.
Baltina, L. A.
Plyasunova, O. A.
Il’ina, T. V.
author_facet Baltina, L. A.
Stolyarova, O. V.
Kondratenko, R. M.
Gabbasov, T. M.
Baltina, L. A.
Plyasunova, O. A.
Il’ina, T. V.
author_sort Baltina, L. A.
collection PubMed
description The glycyrrhizic acid (GA) analog olean-9(11),12(13)-dien-30-oic acid 3β-(2-O-β-D-glucuronopyranosyl-β-D-glucuronopyranoside) (II) was synthesized via reduction of GA by NaBH(4) in refluxing 2-PrOH:H(2)O with subsequent work up with HCl (5%). The cytotoxicity and antiviral activity of this glycoside against HIV-1 was studied in MT-4 cell culture. It was found that II was practically non-toxic for MT-4 cells while inhibiting accumulation of virus-specific protein p24 and RNA-dependent DNA-polymerase activity of HIV-1 reverse transcriptase (RT) (IC(50) 3.1 ±1.0 μg/mL).
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spelling pubmed-70886832020-03-23 Synthesis and Anti-HIV-1 Activity of Olean-9(11),12(13)-Dien-30-Oic Acid 3β-(2-O-β-D-Glucuronopyranosyl-β-D-Glucuronopyranoside) Baltina, L. A. Stolyarova, O. V. Kondratenko, R. M. Gabbasov, T. M. Baltina, L. A. Plyasunova, O. A. Il’ina, T. V. Pharm Chem J Article The glycyrrhizic acid (GA) analog olean-9(11),12(13)-dien-30-oic acid 3β-(2-O-β-D-glucuronopyranosyl-β-D-glucuronopyranoside) (II) was synthesized via reduction of GA by NaBH(4) in refluxing 2-PrOH:H(2)O with subsequent work up with HCl (5%). The cytotoxicity and antiviral activity of this glycoside against HIV-1 was studied in MT-4 cell culture. It was found that II was practically non-toxic for MT-4 cells while inhibiting accumulation of virus-specific protein p24 and RNA-dependent DNA-polymerase activity of HIV-1 reverse transcriptase (RT) (IC(50) 3.1 ±1.0 μg/mL). Springer US 2014-11-12 2014 /pmc/articles/PMC7088683/ /pubmed/32214537 http://dx.doi.org/10.1007/s11094-014-1127-2 Text en © Springer Science+Business Media New York 2014 This article is made available via the PMC Open Access Subset for unrestricted research re-use and secondary analysis in any form or by any means with acknowledgement of the original source. These permissions are granted for the duration of the World Health Organization (WHO) declaration of COVID-19 as a global pandemic.
spellingShingle Article
Baltina, L. A.
Stolyarova, O. V.
Kondratenko, R. M.
Gabbasov, T. M.
Baltina, L. A.
Plyasunova, O. A.
Il’ina, T. V.
Synthesis and Anti-HIV-1 Activity of Olean-9(11),12(13)-Dien-30-Oic Acid 3β-(2-O-β-D-Glucuronopyranosyl-β-D-Glucuronopyranoside)
title Synthesis and Anti-HIV-1 Activity of Olean-9(11),12(13)-Dien-30-Oic Acid 3β-(2-O-β-D-Glucuronopyranosyl-β-D-Glucuronopyranoside)
title_full Synthesis and Anti-HIV-1 Activity of Olean-9(11),12(13)-Dien-30-Oic Acid 3β-(2-O-β-D-Glucuronopyranosyl-β-D-Glucuronopyranoside)
title_fullStr Synthesis and Anti-HIV-1 Activity of Olean-9(11),12(13)-Dien-30-Oic Acid 3β-(2-O-β-D-Glucuronopyranosyl-β-D-Glucuronopyranoside)
title_full_unstemmed Synthesis and Anti-HIV-1 Activity of Olean-9(11),12(13)-Dien-30-Oic Acid 3β-(2-O-β-D-Glucuronopyranosyl-β-D-Glucuronopyranoside)
title_short Synthesis and Anti-HIV-1 Activity of Olean-9(11),12(13)-Dien-30-Oic Acid 3β-(2-O-β-D-Glucuronopyranosyl-β-D-Glucuronopyranoside)
title_sort synthesis and anti-hiv-1 activity of olean-9(11),12(13)-dien-30-oic acid 3β-(2-o-β-d-glucuronopyranosyl-β-d-glucuronopyranoside)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7088683/
https://www.ncbi.nlm.nih.gov/pubmed/32214537
http://dx.doi.org/10.1007/s11094-014-1127-2
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