A CoMSIA study on the adenosine kinase inhibition of pyrrolo[2,3-d]pyrimidine nucleoside analogues

Julio Caballero, Michael Fernández, Fernando D. González-Nilo

Resultado de la investigación: Contribución a una revistaArtículo

5 Citas (Scopus)

Resumen

The structural requirements of pyrrolo[2,3-d]pyrimidine nucleoside (PPN) analogues as adenosine kinase (AK) inhibitors were in silico studied by using CoMSIA method. All models were trained with 32 compounds, after which they were evaluated for predictive ability with additional 5 compounds. Quantitative information on structure-activity trends is provided for further rational development and direction of selective synthesis. The best CoMSIA model included hydrophobic, H-bond donor and H-bond acceptor fields and had a good predictive quality according to internal validation criteria. In addition, this model predicted adequately the compounds contained in the test set. The analysis of the model gives a comprehensive qualitative and quantitative description of the molecular features at C4 and C5 positions of the pyrrolo[2,3-d]pyrimidine scaffold and C5-position of the β-d-ribofuranose of PPN analogues, relevant for a high AK inhibitory activity.

Idioma originalInglés
Páginas (desde-hasta)5103-5108
Número de páginas6
PublicaciónBioorganic and Medicinal Chemistry
Volumen16
N.º9
DOI
EstadoPublicada - 1 may 2008

Áreas temáticas de ASJC Scopus

  • Bioquímica
  • Medicina molecular
  • Biología molecular
  • Ciencias farmacéuticas
  • Descubrimiento de medicamentos
  • Bioquímica clínica
  • Química orgánica

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