Title: Synthesis and antiviral activity of some new S-adenosyl-L-homocysteine derivatives
Authors: Serafinowski, P ×
Dorland, E
Harrap, K R
Balzarini, Jan
De Clercq, Erik #
Issue Date: 1992
Series Title: Journal of Medicinal Chemistry vol:35 issue:24 pages:4576-83
Abstract: A series of new S-adenosyl-L-homocysteine (AdoHcy) analogues with modifications to amino acid and nucleoside moieties was prepared via condensation of appropriate nucleoside precursors and suitably protected L-homocystine derivatives. The AdoHcy derivatives as well as the nucleoside precursors were evaluated for their antiviral activity. Some of the compounds, in particular S-tubercidinyl-L-homocysteine propyl ester (36), N-(trifluoroacetyl)-S-tubercidinyl-L-homocysteine isopropyl ester (27), S-3'-deoxytubercidinyl-L-homocysteine (58), N-(trifluoracetyl)-S-tubercidinyl-L-homocysteine propyl ester (26), and N-(methoxyacetyl)-S-tubercidinyl-L-homocysteine ethyl ester (31) showed potent and selective activity against HSV, VV, and VSV. It is likely that they exert their antiviral effect via selective inhibition of the methyltransferases which are required for the maturation of viral mRNAs.
ISSN: 0022-2623
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Laboratory of Virology and Chemotherapy (Rega Institute)
× corresponding author
# (joint) last author

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