ChemInform Abstract: Synthesis and in vitro Antitumor Activity of Some Amino-deoxy 7-Hexofuranosylpyrrolo[2,3-d]pyrimidines

Autor:	Bao-Guo Huang, M. Bobek
Rok vydání:	2010
Předmět:	Antitumor activity Pyrimidine Stereochemistry medicine.drug_class Carboxamide General Medicine In vitro Human tumor chemistry.chemical_compound chemistry Cell culture Nucleic acid medicine Catalytic hydrogenation
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
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::23f3f3f2c8c1c54d87e12f36dc5e1688 https://doi.org/10.1002/chin.199846259 Zobrazit plný text záznamu Plný text