The syntheses and properties of tricyclic pyrrolo[2,3-d]pyrimidine analogues of S6-methylthioguanine and O6-methylguanine.

@article{HornilloAraujo2006TheSA,
  title={The syntheses and properties of tricyclic pyrrolo[2,3-d]pyrimidine analogues of S6-methylthioguanine and O6-methylguanine.},
  author={Ana R Hornillo-Araujo and Adam J M Burrell and Miren Karmele Aiertza and Takayuki Shibata and David M Hammond and Dolor{\`e}s Edmont and Harry Adams and G. P. Margison and David M. Williams},
  journal={Organic & biomolecular chemistry},
  year={2006},
  volume={4 9},
  pages={1723-9}
}
The syntheses of novel tricyclic pyrrolo[2,3-d]pyrimidine analogues of S6-methylthioguanine are described. The crystal structures and pKa values of these and related O6-methylguanine analogues are reported. All compounds display higher pKa values than O6-methylguanine with the sulfur-containing analogues being the more basic and exhibiting higher stability in aqueous solution. In a standard substrate assay with the human repair protein O6-methylguanine-DNA methyltransferase (MGMT) only the… CONTINUE READING