Abstract
New carbocyclic derivatives of amino acids, peptides, and other compounds have been synthesized, and their antiviral activity toward the influenza A/H5N1 and hepatitis C viruses has been studied in vitro. It has been shown that the aminoacyl derivatives of aminoadamantane are capable of inhibiting the replication of the highly virulent strain of the avian influenza virus (H5N1), which is resistant to aminoadamantanes amantadine and rimantadine. The effect of the configuration of the carbocyclic moiety of the dipeptide H-Pro-Trp-OH on the antiviral properties toward the hepatitis C virus has been studied. The cyclohexyloxycarbonyl derivative of the H-Pro-Trp-OH dipeptide strongly inhibited the replication of HCV in vitro. Some compounds have been found to exhibit a high virucidal activity toward influenza A/H5N1 and HCV virions.
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Abbreviations
- Amt:
-
1-aminoadamantane
- Ad:
-
1-adamantanecarboxylic acid
- Cho:
-
(cyclohexyloxy)carboxylic acid
- IBCF:
-
isobutylchlorformiate
- Met(O2):
-
methionine sulfone
- Nor:
-
2-norbornene carboxylic acid
- Nrb:
-
2-norbornan carboxylic acid
- NMM:
-
N-methylmorpholine
- Rim:
-
rimantadine (1-(1-adamantyl) ehylamine hydrochloride)
- TEA:
-
3-(2-thienyl)propenoic acid
- Tha:
-
2-tetrahydrofuran carboxylic acid
- Qln:
-
quinoline-2-carboxylic acid
- HCV:
-
hepatitis C virus.
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Original Russian Text © V.A. Shibnev, P.G. Deryabin, T.M. Garaev, M.P. Finogenova, A.G. Botikov, D.V. Mishin, 2017, published in Bioorganicheskaya Khimiya, 2017, Vol. 43, No. 5, pp. 491–500.
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Shibnev, V.A., Deryabin, P.G., Garaev, T.M. et al. Peptide carbocyclic derivatives as inhibitors of the viroporin function of RNA-containing viruses. Russ J Bioorg Chem 43, 517–525 (2017). https://doi.org/10.1134/S1068162017050132
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DOI: https://doi.org/10.1134/S1068162017050132