ChemInform Abstract: Synthesis and in vitro Antitumor Activity of Some Amino-deoxy 7-Hexofuranosylpyrrolo[2,3-d]pyrimidines
Autor: | Bao-Guo Huang, M. Bobek |
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Rok vydání: | 2010 |
Předmět: | |
Zdroj: | ChemInform. 29 |
ISSN: | 1522-2667 0931-7597 |
Popis: | 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-cyanopyrrolo[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 μ M concentrations, the 3′-aminomethyl analogs 28 and 29 were much less active against these cells. |
Databáze: | OpenAIRE |
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