Synthesis of Glycyrrhizic Acid Conjugates with S-Benzyl-L-Cysteine and Their Antiviral Activity

A new method for the synthesis of glycyrrhizic acid (GA) conjugates with S-benzyl-L-cysteine using 1-ethyl-3-(3-dimethylaminoproopyl)carbodiimide is proposed. It is established that 3-O-{2-O-[N-(β-D-glucopyranosyluronyl)-L-cysteine-S-benzyl]-N-(β-D-glucopyranosyluronyl)-L-cysteine-S-benzyl}-(3β,20β)...

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Detalles Bibliográficos
Autores principales: Baltina, L. A., Kondratenko, R. M., Plyasunova, O. A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer US 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8200378/
https://www.ncbi.nlm.nih.gov/pubmed/34149108
http://dx.doi.org/10.1007/s11094-021-02402-3
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author Baltina, L. A.
Kondratenko, R. M.
Baltina, L. A.
Plyasunova, O. A.
author_facet Baltina, L. A.
Kondratenko, R. M.
Baltina, L. A.
Plyasunova, O. A.
author_sort Baltina, L. A.
collection PubMed
description A new method for the synthesis of glycyrrhizic acid (GA) conjugates with S-benzyl-L-cysteine using 1-ethyl-3-(3-dimethylaminoproopyl)carbodiimide is proposed. It is established that 3-O-{2-O-[N-(β-D-glucopyranosyluronyl)-L-cysteine-S-benzyl]-N-(β-D-glucopyranosyluronyl)-L-cysteine-S-benzyl}-(3β,20β)-11-oxo-30-(N-carbonyl-L-cysteine-S-benzyl)-30-norolean-12-ene is superior to GA in inhibiting the accumulation of HIV-I virus-specific protein p24 (viral antigen) in MT-4 cell culture (IC(50) 3 μg/mL, SI 90) and is 50 – 55 times less toxic to cells than azidothymidine.
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spelling pubmed-82003782021-06-15 Synthesis of Glycyrrhizic Acid Conjugates with S-Benzyl-L-Cysteine and Their Antiviral Activity Baltina, L. A. Kondratenko, R. M. Baltina, L. A. Plyasunova, O. A. Pharm Chem J Article A new method for the synthesis of glycyrrhizic acid (GA) conjugates with S-benzyl-L-cysteine using 1-ethyl-3-(3-dimethylaminoproopyl)carbodiimide is proposed. It is established that 3-O-{2-O-[N-(β-D-glucopyranosyluronyl)-L-cysteine-S-benzyl]-N-(β-D-glucopyranosyluronyl)-L-cysteine-S-benzyl}-(3β,20β)-11-oxo-30-(N-carbonyl-L-cysteine-S-benzyl)-30-norolean-12-ene is superior to GA in inhibiting the accumulation of HIV-I virus-specific protein p24 (viral antigen) in MT-4 cell culture (IC(50) 3 μg/mL, SI 90) and is 50 – 55 times less toxic to cells than azidothymidine. Springer US 2021-06-14 2021 /pmc/articles/PMC8200378/ /pubmed/34149108 http://dx.doi.org/10.1007/s11094-021-02402-3 Text en © Springer Science+Business Media, LLC, part of Springer Nature 2021 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.
Kondratenko, R. M.
Baltina, L. A.
Plyasunova, O. A.
Synthesis of Glycyrrhizic Acid Conjugates with S-Benzyl-L-Cysteine and Their Antiviral Activity
title Synthesis of Glycyrrhizic Acid Conjugates with S-Benzyl-L-Cysteine and Their Antiviral Activity
title_full Synthesis of Glycyrrhizic Acid Conjugates with S-Benzyl-L-Cysteine and Their Antiviral Activity
title_fullStr Synthesis of Glycyrrhizic Acid Conjugates with S-Benzyl-L-Cysteine and Their Antiviral Activity
title_full_unstemmed Synthesis of Glycyrrhizic Acid Conjugates with S-Benzyl-L-Cysteine and Their Antiviral Activity
title_short Synthesis of Glycyrrhizic Acid Conjugates with S-Benzyl-L-Cysteine and Their Antiviral Activity
title_sort synthesis of glycyrrhizic acid conjugates with s-benzyl-l-cysteine and their antiviral activity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8200378/
https://www.ncbi.nlm.nih.gov/pubmed/34149108
http://dx.doi.org/10.1007/s11094-021-02402-3
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