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  1. AU="Yunusov, Marat S"
  2. AU=Peever John
  3. AU="Khosravi, Majid"
  4. AU="Xiang, La"
  5. AU="Sag, Duygu"
  6. AU="Khatiri Yanehsari, M."
  7. AU="Cooke, Georga"
  8. AU="Stefanello, Bianca"
  9. AU="Cummings, Brian J"
  10. AU=Yu Xiongwu
  11. AU=Greenland Sander
  12. AU=Deanfield John
  13. AU="Vu, Hung"
  14. AU="Soucek, Alexander"
  15. AU="Rihui Su"
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  1. Artikel ; Online: Glycyrrhizic acid derivatives as Dengue virus inhibitors.

    Baltina, Lidia A / Tasi, Yan-Ting / Huang, Su-Hua / Lai, Hsueh-Chou / Baltina, Lia A / Petrova, Svetlana F / Yunusov, Marat S / Lin, Cheng-Wen

    Bioorganic & medicinal chemistry letters

    2019  Band 29, Heft 20, Seite(n) 126645

    Abstract: Dengue virus (DENV) is one of the most geographically distributed pathogenic flaviviruses transmitted by mosquitoes Aedes sps. In this study, the structure-antiviral activity relationships of Glycyrrhizic acid (GL) derivatives was evaluated by the ... ...

    Abstract Dengue virus (DENV) is one of the most geographically distributed pathogenic flaviviruses transmitted by mosquitoes Aedes sps. In this study, the structure-antiviral activity relationships of Glycyrrhizic acid (GL) derivatives was evaluated by the inhibitory assays on the cytopathic effect (CPE) and viral infectivity of DENV type 2 (DENV2) in Vero E6 cells. GL (96% purity) had a low cytotoxicity to Vero E6 cells, inhibited DENV2-induced CPE, and reduced the DENV-2 infectivity with the IC50 of 8.1 μM. Conjugation of GL with amino acids or their methyl esters and the introduction of aromatic acylhydrazide residues into the carbohydrate part strongly influenced on the antiviral activity. Among compounds tested GL conjugates with isoleucine 13 and 11-aminoundecanoic acid 17 were found as potent anti-DENV2 inhibitors (IC50 1.2-1.3 μM). Therefore, modification of GL is a perspective way in the search of new antivirals against DENV2 infection.
    Mesh-Begriff(e) Animals ; Anti-Inflammatory Agents/chemistry ; Anti-Inflammatory Agents/pharmacology ; Antiviral Agents/chemistry ; Antiviral Agents/pharmacology ; Cell Survival/drug effects ; Chlorocebus aethiops ; Cytopathogenic Effect, Viral/drug effects ; Dengue/drug therapy ; Dengue Virus/drug effects ; Glycyrrhizic Acid/analogs & derivatives ; Glycyrrhizic Acid/chemistry ; Glycyrrhizic Acid/pharmacology ; Humans ; Molecular Structure ; Small Molecule Libraries/chemistry ; Small Molecule Libraries/pharmacology ; Structure-Activity Relationship ; Vero Cells/drug effects ; Virus Replication/drug effects
    Chemische Substanzen Anti-Inflammatory Agents ; Antiviral Agents ; Small Molecule Libraries ; Glycyrrhizic Acid (6FO62043WK)
    Schlagwörter covid19
    Sprache Englisch
    Erscheinungsdatum 2019-08-29
    Erscheinungsland England
    Dokumenttyp Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 1063195-1
    ISSN 1464-3405 ; 0960-894X
    ISSN (online) 1464-3405
    ISSN 0960-894X
    DOI 10.1016/j.bmcl.2019.126645
    Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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  2. Artikel ; Online: Antiviral activity of glycyrrhizic acid conjugates with amino acid esters against Zika virus.

    Baltina, Lidia A / Hour, Mann-Jen / Liu, Ya-Chi / Chang, Young-Sheng / Huang, Su-Hua / Lai, Hsueh-Chou / Kondratenko, Rimma M / Petrova, Svetlana F / Yunusov, Marat S / Lin, Cheng-Wen

    Virus research

    2020  Band 294, Seite(n) 198290

    Abstract: Zika virus (ZIKV) is a new pathogenic flavivirus transmitted by mosquitoes Aedes spp. ZIKV infection is accompanied by serious neurological complications and is especially dangerous for pregnant women, in which it can lead to congenital malformations of ... ...

    Abstract Zika virus (ZIKV) is a new pathogenic flavivirus transmitted by mosquitoes Aedes spp. ZIKV infection is accompanied by serious neurological complications and is especially dangerous for pregnant women, in which it can lead to congenital malformations of the fetus and microcephaly in neonates. Currently, there are no licensed vaccines or specific post-infectious therapies for ZIKV infection. This report is devoted to the study of glycyrrhizic acid (GL) derivatives as ZIKV inhibitors. The inhibitory assays on the cytopathic effect (CPE) and viral infectivity of ZIKV in three different human cell lines revealed that the conjugation of GL with amino acids and their esters (methyl, ethyl) is influenced by the antiviral activity of the compounds. GL conjugates with Glu(OMe)-OMe 11, Glu(OH)-OMe 12, Asp(OMe)-OMe 13, TyrOMe 14, LeuOEt 15, and PheOEt 16 with free COOH groups in the triterpene moiety were active against ZIKV. The most active compounds 13 and 14 have IC50 values of 0.23 μM and 0.09 μM against low doses (MOI = 0.05) of ZIKV strain PRVABC59, 1.20 μM and 0.74 μM against high doses (MOI = 10) of ZIKV strain Natal RGN single-round infectious particles, respectively. The lead compound was 14 with a high selectivity index (SI < 500). Compound 13 showed a higher inhibitory effect on the early stage (entry) of ZIKV replication than compound 14, and was less potent than compound 14 at the post-entry stage, consistent with the docking models. Compounds 13 and 14 also had a strong interaction with the active site pocket of NS5 MTase. Compounds 13 and 14 are recommended for expanded antiviral studies against ZIKV infection.
    Mesh-Begriff(e) Amino Acids ; Animals ; Antiviral Agents/therapeutic use ; Chlorocebus aethiops ; Esters/pharmacology ; Esters/therapeutic use ; Female ; Glycyrrhizic Acid/pharmacology ; Glycyrrhizic Acid/therapeutic use ; Humans ; Infant, Newborn ; Pregnancy ; Vero Cells ; Virus Replication ; Zika Virus ; Zika Virus Infection/drug therapy
    Chemische Substanzen Amino Acids ; Antiviral Agents ; Esters ; Glycyrrhizic Acid (6FO62043WK)
    Sprache Englisch
    Erscheinungsdatum 2020-12-31
    Erscheinungsland Netherlands
    Dokumenttyp Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 605780-9
    ISSN 1872-7492 ; 0168-1702
    ISSN (online) 1872-7492
    ISSN 0168-1702
    DOI 10.1016/j.virusres.2020.198290
    Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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  3. Artikel ; Online: Glycyrrhizic acid derivatives as influenza A/H1N1 virus inhibitors.

    Baltina, Lidia A / Zarubaev, Vladimir V / Baltina, Lia A / Orshanskaya, Iana A / Fairushina, Alina I / Kiselev, Oleg I / Yunusov, Marat S

    Bioorganic & medicinal chemistry letters

    2015  Band 25, Heft 8, Seite(n) 1742–1746

    Abstract: This Letter describes the synthesis and antiviral activity study of some glycyrrhizic acid (GL) derivatives against influenza A/H1N1/pdm09 virus in MDCK cells. Conjugation of GL with l-amino acids or their methyl esters, and amino sugar (d-galactose ... ...

    Abstract This Letter describes the synthesis and antiviral activity study of some glycyrrhizic acid (GL) derivatives against influenza A/H1N1/pdm09 virus in MDCK cells. Conjugation of GL with l-amino acids or their methyl esters, and amino sugar (d-galactose amine) dramatically changed its activity. The most active compounds were GL conjugates with aromatic amino acids methyl esters (phenylalanine and tyrosine) (SI=61 and 38), and S-benzyl-cysteine (SI=71). Thus modification of GL is a perspective route in the search of new antivirals, and some of GL derivatives are potent as anti-influenza A/H1N1 agents.
    Mesh-Begriff(e) Animals ; Antiviral Agents/chemical synthesis ; Antiviral Agents/chemistry ; Antiviral Agents/pharmacology ; Cell Survival/drug effects ; Dogs ; Glycyrrhizic Acid/chemical synthesis ; Glycyrrhizic Acid/chemistry ; Glycyrrhizic Acid/pharmacology ; Influenza A Virus, H1N1 Subtype/physiology ; Madin Darby Canine Kidney Cells ; Virus Replication/drug effects
    Chemische Substanzen Antiviral Agents ; Glycyrrhizic Acid (6FO62043WK)
    Schlagwörter covid19
    Sprache Englisch
    Erscheinungsdatum 2015-03-07
    Erscheinungsland England
    Dokumenttyp Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 1063195-1
    ISSN 1464-3405 ; 0960-894X
    ISSN (online) 1464-3405
    ISSN 0960-894X
    DOI 10.1016/j.bmcl.2015.02.074
    Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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  4. Artikel: Aza-Michael reaction of 12-N-carboxamide of (–)-cytisine under high pressure conditions

    Tsypysheva, Inna P / Lobov, Alexander N / Kovalskaya, Alena V / Petrova, Polina R / Ivanov, Sergey P / Rameev, Shamil A / Borisevich, Sophia S / Safiullin, Rustam L / Yunusov, Marat S

    Natural product research. 2015 Jan. 17, v. 29, no. 2

    2015  

    Abstract: The first example of aza-Michael reaction of 12- N -carboxamide of quinolizidine alkaloid (–)-cytisine with α,β-unsaturated ketones, dimethyl acetylenedicarboxylate and β-nitrostyrene under high pressure condition has been described. It has been shown ... ...

    Abstract The first example of aza-Michael reaction of 12- N -carboxamide of quinolizidine alkaloid (–)-cytisine with α,β-unsaturated ketones, dimethyl acetylenedicarboxylate and β-nitrostyrene under high pressure condition has been described. It has been shown that the [4+2]-cycloaddition takes place in the case with N -phenylmaleimide.
    Schlagwörter chemical reactions ; cytisine ; ketones
    Sprache Englisch
    Erscheinungsverlauf 2015-0117
    Umfang p. 141-148.
    Erscheinungsort Taylor & Francis
    Dokumenttyp Artikel
    ZDB-ID 2185747-7
    ISSN 1478-6427 ; 1478-6419
    ISSN (online) 1478-6427
    ISSN 1478-6419
    DOI 10.1080/14786419.2014.968150
    Datenquelle NAL Katalog (AGRICOLA)

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  5. Artikel ; Online: Aza-Michael reaction of 12-N-carboxamide of (-)-cytisine under high pressure conditions.

    Tsypysheva, Inna P / Lobov, Alexander N / Kovalskaya, Alena V / Petrova, Polina R / Ivanov, Sergey P / Rameev, Shamil A / Borisevich, Sophia S / Safiullin, Rustam L / Yunusov, Marat S

    Natural product research

    2015  Band 29, Heft 2, Seite(n) 141–148

    Abstract: The first example of aza-Michael reaction of 12-N-carboxamide of quinolizidine alkaloid (-)-cytisine with α,β-unsaturated ketones, dimethyl acetylenedicarboxylate and β-nitrostyrene under high pressure condition has been described. It has been shown that ...

    Abstract The first example of aza-Michael reaction of 12-N-carboxamide of quinolizidine alkaloid (-)-cytisine with α,β-unsaturated ketones, dimethyl acetylenedicarboxylate and β-nitrostyrene under high pressure condition has been described. It has been shown that the [4+2]-cycloaddition takes place in the case with N-phenylmaleimide.
    Mesh-Begriff(e) Alkaloids/chemical synthesis ; Alkaloids/chemistry ; Alkynes/chemistry ; Azocines/chemical synthesis ; Azocines/chemistry ; Ketones/chemistry ; Maleimides/chemistry ; Molecular Structure ; Quinolizidines/chemical synthesis ; Quinolizidines/chemistry ; Quinolizines/chemical synthesis ; Quinolizines/chemistry ; Stereoisomerism ; Styrenes/chemistry
    Chemische Substanzen Alkaloids ; Alkynes ; Azocines ; Ketones ; Maleimides ; Quinolizidines ; Quinolizines ; Styrenes ; beta-nitrostyrene (5287E3OUAV) ; cytisine (53S5U404NU) ; acetylenedicarboxylic acid dimethyl ester (7HZA2PL15F) ; N-phenylmaleimide (9U9KT462VW)
    Sprache Englisch
    Erscheinungsdatum 2015
    Erscheinungsland England
    Dokumenttyp Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2185747-7
    ISSN 1478-6427 ; 1478-6419
    ISSN (online) 1478-6427
    ISSN 1478-6419
    DOI 10.1080/14786419.2014.968150
    Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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