SYNTHESIS AND BIOLOGICAL EVALUATION OF SOME D-XYLOFURANOSYL-PYRIDINE C-NUCLEOSIDES

被引：9

作者：

VERBERCKMOES, F ^{[1
]}

ESMANS, EL ^{[1
]}

DOMMISSE, RA ^{[1
]}

LEPOIVRE, JA ^{[1
]}

ALDERWEIRELDT, FC ^{[1
]}

BALZARINI, J ^{[1
]}

DECLERCQ, E ^{[1
]}

机构：

[1] CATHOLIC UNIV LEUVEN,REGA INST MED RES,B-3000 LOUVAIN,BELGIUM

来源：

NUCLEOSIDES & NUCLEOTIDES | 1991年 / 10卷 / 08期

关键词：

D O I：

10.1080/15257779108043061

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The addition reaction of either 3-bromo-5-lithiopyridine (2a) or 3-cyano-5-lithiopyridine (2b) to 2,4:3,5-di-O-benzylidene-aldehydo-D-xylose (1) gave a D-gulo/D-ido mixture of respectively 3-bromo- and 3-cyano-5-(2,4;3,5-di-O-benzylidene-pentitol-1-yl)pyridine (3a,b). Mesylation of C-1' followed by reaction with CF3COOH/H2O resulted in the formation of the corresponding D-xylofuranosyl pyridine C-nucleosides. 3-Cyano-5-D-xylofuranosylpyridine (5b) was converted to 3-carbamoyl-5-D-xylofuranosylpyridine (6) with Amberlite IRA 400 (OH). The D-xylofuranosyl C-nucleosides were evaluated for their antiviral and cytostatic activity. No significant activity was found.

引用

页码：1771 / 1787

页数：17

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