Carbocyclic analogues of nucleosides from bis-(Hydroxymethyl)-cyclopentane: synthesis, antiviral and cytostatic activities of adenosine, inosine and uridine analogues.
Six new carbocyclic nucleosides were prepared by constructing a purine base (in compounds 9-11) or pyrimidine base (in 6-8) on the amino groups of (+/-)-(1 beta,2 alpha,4 beta)-4-amino-1,2-cyclopentanedimethanol (4) and (+/-)-(1 beta,3 alpha,4 beta)-4-amino-1,3-cyclopentanedimethanol (5), and their activities against a variety of viruses and tumour cell lines were determined.
Blanco
José Manuel
JM
Departamento de Química Orgánica, Facultade de Farmacia, Universidade de Santiago de Compostela, Spain. qojb@usc.es
Caamaño
Olga
O
Fernández
Franco
F
Rodríguez-Borges
José Enrique
JE
Balzarini
Jan
J
de Clercq
Erik
E
D000241:Adenosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002855:Chromatography, Thin Layer; D003517:Cyclopentanes / Q000737:chemistry*; D004267:DNA Viruses / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007202:Indicators and Reagents; D007288:Inosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D012328:RNA Viruses / Q000187:drug effects; D017550:Spectroscopy, Fourier Transform Infrared; D014529:Uridine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology
D000970:Antineoplastic Agents; D000998:Antiviral Agents; D003517:Cyclopentanes; D007202:Indicators and Reagents; C483325:bis-(hydroxymethyl)-cyclopentane; D007288:Inosine; D000241:Adenosine; D014529:Uridine