214134-72-2Relevant articles and documents
Synthesis and in vitro antitumor activity of some amino-deoxy 7-hexofuranosylpyrrolo[2,3-d] pyrimidines
Huang, Bao-Guo,Bobek, Miroslav
, p. 319 - 328 (2007/10/03)
7-(6-amino-6-deoxy-β-D-glucofuranosyl)-5-cyanopyrrolo[2,3-d]pyrimidine (22) and 7-(3-aminomethyl-3-deoxy-β-D-allofuranosyl)-5-cyanpyrrolo[2,3-d]pyrimidine (28) were synthesized by sequentially coupling silylated 4-amino-6-bromo-5-cyanopyrrolo[2,3-d]pyrimidine with the corresponding protected sugars 9 and 17, followed by deblocking and catalytic hydrogenation. Conversion of the 5-nitrile in 22 and 28 into a carboxamide gave the corresponding sangivamycin derivatives 23 and 29. Whereas 5'-aminomethyl nucleosides 22 and 23 inhibited the growth of four different human tumor cell lines at μM concentrations, the 3'-aminomethyl analogs 28 and 29 were much less active against these cells.