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Nucleic Acids Research, 1989, Vol. 17, No. 19 7965-7977
© 1989

MOLECULAR BIOLOGY

Conformational aspects of antiviral activity of deoxyguanosine acyclic analogues

A.A. Golbraikh, J. Betins, J. Balodis, R.A. Zhuk and G.V. Nikiforovich

Institute of Organic Synthesis, Latvian SSR Academy of Sciences Riga 226006, USSR

Received March 2, 1989. Revised September 4, 1989. Accepted September 4, 1989.

Conformational possibilities of a series of deoxyguanosine analogues possessing or lacking antiviral activity were evaluated using methods of the molecular mechanics. Comparison of the spatial structures of acyclic analogues with one another and with the spatial structures of deoxyguanosine demonstrates restricted conformational mobility for compounds devoid of activity. The level of sterically allowed superposition of functional groups from the acyclic moieties of analogues and the corresponding atomic centres of deoxyribose could serve as a criterion of activity. The superposition could be performed in two different ways through either of the nonhydrogen substituents at the C1' atom in the five-membered ring.


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