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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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Detalles Bibliográficos
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:
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
Descripción
Sumario: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).