SPECIFIC INHIBITORS IN VITAMIN BIOSYNTHESIS .7. SYNTHESES OF BLOCKED 7,8-DIHYDROPTERIDINES VIA ALPHA-AMINO KETONES

被引:36
作者
ALHASSAN, SS [1 ]
CAMERON, RJ [1 ]
CURRAN, AWC [1 ]
LYALL, WJS [1 ]
NICHOLSON, SH [1 ]
ROBINSON, DR [1 ]
STUART, A [1 ]
SUCKLING, CJ [1 ]
STIRLING, I [1 ]
WOOD, HCS [1 ]
机构
[1] UNIV STRATHCLYDE, DEPT PURE & APPL CHEM, 295 CATHEDRAL ST, GLASGOW G1 1XL, SCOTLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1985年 / 08期
关键词
D O I
10.1039/p19850001645
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of 15 blocked 7,8-dihydropteridines is described in which the pyrazine ring is built from a derivative of an .alpha.-aminoketone. Three routes to the amino ketones abased upon amino acids, nitrosylchloride addition to alkenes, and nitro alcohols are discussed. The compounds synthesized are inhibitors of 6-hydroxymethyl-7,8-dihydropterin pyrophosphokinase, an enzyme in the pathway leading to dihydrofolate, and the inhibitory potencies of the compounds are discussed in the light of a hypothetical active site model for the enzyme.
引用
收藏
页码:1645 / 1659
页数:15
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