Design and synthesis of specific inhibitors of the 3'-processing step of HIV-1 integrase

Nucleosides Nucleotides Nucleic Acids. 2005;24(5-7):481-4. doi: 10.1081/ncn-200060015.

Abstract

The novel dinucleotide 5'-phosphate, [(L,D)-pIsodApdC], discovered in our laboratory, is a strong inhibitor of HIV-1 integrase for both the 3'-processing and the strand transfer steps. The rationale used in this molecular design was that residues immediately upstream of the dinucleotide cleavage site in the 3'-processing step might provide critical recognition/binding sites on integrase. The rationale for the second type of inhibitors was based on the elimination products (linear and cyclic dinucleotides) of 3'-processing. However, while the linear dinucleotide 5'-phosphate (pdGpdT) was active, its cyclic counterpart was inactive against both wild-type and mutant HIV integrase.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Anti-HIV Agents / pharmacology*
  • Binding Sites
  • Chemistry, Pharmaceutical / methods
  • Drug Design
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / pharmacology*
  • HIV Integrase / chemistry
  • HIV Integrase Inhibitors / pharmacology*
  • Inhibitory Concentration 50
  • Models, Chemical
  • Nucleotides / chemistry
  • Recombinant Proteins / chemistry

Substances

  • Anti-HIV Agents
  • Enzyme Inhibitors
  • HIV Integrase Inhibitors
  • Nucleotides
  • Recombinant Proteins
  • HIV Integrase