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Nucleic Acids Research, 1989, Vol. 17, No. 15 6339-6348
© 1989

CHEMISTRY

Structure-activity relationships for the inhibition of DNA polymerase {alpha} by aphidicolln derivatives

Girija Prasad, Richard A. Edelson, Peter D. Gorycki and Tomothy L. Macdonald*

Department of Chemistry, University of Virginia Charlottesville, VA 22901, USA

*To whom correspondence should be addressed

Received February 13, 1989. Revised June 26, 1989. Accepted June 26, 1989.

Aphidicolin and 17 derivatives that have been structurally modified in the A- and D-rings were assessed for their ability to inhibit DNA polymer-ase a. No derivative surpassed the activity of aphidicolin; derivatives with structural alterations in the A-ring exhibited significantly greater loss of activity relative to derivatives with structural alterations in the D-ring. The conclusions of these studies indicate a critical role for the C-18 function in the interaction of aphidicolin with polymerase a. Molecular modelling studies could not identify structural features of the aphid-icolin-dCTP "overlap" that is unique to dCTP, relative to the remaining dNTPs, and that is consistent with the extant structure-activity data.


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