FIELD: chemistry of peptides, virology.
SUBSTANCE: invention relates to novel chemical compounds, namely, to glycyrrhizic acid (GA) glycopeptide with glycyl-L-phenylalanine: 3-O-{2-O-[N-(β-D-glucopyranosyluronoyl)-glycyl-L-phenylalanine-N-(β-D-glucopyranosyluronoyl)-glycyl-L-phenylalanine)]}-(3β,20β)-11-oxo-olean-12-ene-30-oic acid possessing anti-HIV-1 activity. This compound shows less toxicity (CD50 = 250 mcg/ml) as compared with the known anti-HIV preparation azidothymidine (CD50 = 3.5 mcM) and elicits the expressed anti-HIV-1 activity of high effectiveness and inhibits accumulation of virus-specific protein p24 (ID50 = 0.73 mcg/ml) that by 170-fold lower as compared with GA. This compound exceeds GA by the selectivity index (IS = 342.5) by 30-fold in culture cells MT-4 infected with the strain HIV-1/EVK. Glycopeptide in the concentration 0.80 mcg/ml (ID90 = 0.80 mcg/ml) inhibits reproduction of virus by 90%. Anti-HIV-1 activity (inhibition of p24) of the proposed compound in the concentration 10 mcg/ml is similar with activity of azidothymidine in the dose 0.05 mcg/ml.
EFFECT: enhanced and valuable antiviral properties of compound.
3 tbl, 2 ex
Title | Year | Author | Number |
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GLYCYRRHIZIC ACID GLYCOPEPTIDE WITH S-BENZYL-L-CYSTEINE ELICITING ANTI-HIV ACTIVITY | 2001 |
|
RU2198177C2 |
GLYCYRRHIZIC ACID AMIDE WITH 5-AMINOURACIL ELICITING ANTI-HIV-ACTIVITY | 2001 |
|
RU2199547C2 |
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|
RU2304145C1 |
SYNERGETIC COMPOSITION FOR INHIBITION OF HIV | 2004 |
|
RU2272631C2 |
AGENT REPRESENTING 3-O-β-D-GLUCOPYRANOSYL-β-D-GLUCOPYRANOSIDE OLEAN-9( 11), 12( 13)-DIENE-30-ACID SHOWING ANTI-HIV-1 ACTIVITY, AND METHOD FOR PREPARING IT | 2011 |
|
RU2475246C2 |
GLYCOPEPTIDE OF β-GLYCYRRHIZIC ACID WITH GLYCYL-L-VALINE METHYL ETHER SHOWING ANTI-AIDS-ACTIVITY | 1991 |
|
RU2024542C1 |
4-NITRO-6-TRIFLUOROMETHYL-1,2,3-BENZOTRITIOL-1-OXIDE AS INHIBITOR OF PROPAGATION OF HUMAN IMMUNODEFICIENCY VIRUS | 2007 |
|
RU2366419C2 |
SALTS OF DI- AND TRINICOTINATES OF GLYCYRRHIZIC ACID AND INHIBITOR OF HUMAN IMMUNODEFICIENCY VIRUS REPRODUCTION ON THEIR BASIS | 2008 |
|
RU2376312C1 |
INHIBITOR OF IMMUNODEFICIENCY VIRUS REPRODUCTION | 2007 |
|
RU2359957C1 |
β-GLYCYRRHIZIC ACID GLYCOPEPTIDE WITH L-GLUTAMIC ACID DIBUTYL ETHER SHOWING ANTI-AIDS-ACTIVITY | 1991 |
|
RU2024546C1 |
Authors
Dates
2008-01-20—Published
2006-09-27—Filed