Synthesis, biological evaluation and docking studies of new pyrrolo[2,3-d] pyrimidine derivatives as Src family-selective tyrosine kinase inhibitors

Dincer S., Cetin K. T., BEŞİKCİ A., Olgen S.

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, vol.28, no.5, pp.1080-1087, 2013 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 28 Issue: 5
  • Publication Date: 2013
  • Doi Number: 10.3109/14756366.2012.715288
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1080-1087
  • Keywords: Pyrrolopyrimidine derivatives, inhibition of SFK, docking analysis, synthesis, selectivity, C-SRC, CANCER-CELLS, PROSTATE, FYN, DISCOVERY, MOTILITY, ADHESION, SEARCH, DESIGN, GROWTH
  • Ankara University Affiliated: Yes


In this study, the synthesis and potential enzyme interactions of new Pyrrolo[2,3-d] pyrimidine derivatives along with their inhibitory activity against SFK enzymes such as Fyn, Lyn, Hck, and c-Src were reported. The results indicated that compounds were slightly active of tested SFK enzymes in comparison with PP2 for Fyn, A-419259 for Lyn and CGP77675 for c-Src. Compound N-((2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d] pyrimidin-5-yl) methyl)-4-(3,4-dimethoxyphenyl)butanamide (5) was identified as a non-selective slight inhibitor against Fyn, Lyn and c-Src. However, compounds did not show any inhibitory effects on Hck. Docking studies were performed to analyze the binding mode of compounds against SFKs. The best interaction was obtained between compound 5 and the active site of Fyn and c-Src enzymes in comparison with reference compounds PP2 and CGP77675, respectively.