SYNTHESIS OF NOVEL ISOTHIAZOLE AND ISOTHIAZOLO[4,5-D] PYRIMIDINE ANALOGS OF THE NATURAL C-NUCLEOSIDES PYRAZOFURIN AND THE FORMYCINS

被引:9
作者
BUFFEL, DK [1 ]
MEERPOEL, L [1 ]
TOPPET, SM [1 ]
HOORNAERT, GJ [1 ]
机构
[1] KATHOLIEKE UNIV LEUVEN,DEPT SCHEIKUNDE,ORGAN SYNTH LAB,B-3001 HEVERLEE,BELGIUM
来源
NUCLEOSIDES & NUCLEOTIDES | 1994年 / 13卷 / 1-3期
关键词
D O I
10.1080/15257779408013275
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 cycloaddition of tri-O-benzyl-2,5-anhydro-D-allononitrile-N-sulfide with dimethyl acetylenedicarboxylate or with dimethyl fumarate followed by DDQ oxidation was found to give the benzoyl protected dimethyl 3-beta-D-ribofuranosyl-isothiazoledicarboxylate 10. This compound was converted to C-nucleosides 7a, 8 and 9, analogues of pyrazofurin, oxoformycin B and formycin respectively. Despite their structural similarities they did show neither antiviral nor antitumor activity.
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页码:719 / 736
页数:18
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