SYNTHESIS OF ARENE OXIDE AND TRANS-DIHYDRODIOL METABOLITES OF QUINOLINE

被引：21

作者：

AGARWAL, SK

BOYD, DR

DAVIES, RJH

HAMILTON, L

JERINA, DM

MCCULLOUGH, JJ

PORTER, HP

机构：

[1] QUEENS UNIV BELFAST,DEPT BIOCHEM,BELFAST BT9 5AG,ANTRIM,NORTH IRELAND

[2] NIDDK,BIOORGAN CHEM LAB,BETHESDA,MD 20892

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 07期

关键词：

D O I：

10.1039/p19900001969

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Racemic samples of 5,6-epoxy-5,6-dihydroquinoline (2) (quinoline 5,6-oxide) and 7,8-epoxy-7,8-dihydroquinoline (4) (quinoline 7,8-oxide) have been synthesised by two methods from the corresponding dihydroquinoline precursors. trans-5,6-Dihydroquinoline-5,6-diol (3) and trans-7,8-dihydroquinoline-7,8-diol (5) were obtained both by multi-step synthetic routes from the corresponding dihydroquinolines and by the direct base-catalysed hydration of the corresponding arene oxides (2) and (4).

引用

页码：1969 / 1974

页数：6

共 15 条

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BOYD, DR ;

DAVIES, RJH ;

DUNLOP, R ;

PORTER, HP ;

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MCCULLOUGH, JJ .

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[3] SYNTHESIS AND ABSOLUTE STEREOCHEMISTRY OF (+)-BENZ[A]ANTHRACENE AND (-)-BENZ[A]ANTHRACENE 8,9-OXIDE AND DERIVED MAMMALIAN LIVER METABOLITES OF BENZ[A]-ANTHRACENE [J].

BOYD, DR ;

DAWSON, KA ;

GADAGINAMATH, GS ;

HAMILTON, JG ;

MALONE, JF ;

SHARMA, ND .

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[4]

BOYD DR, UNPUB

[5]

BOYD DR, 1985, CHEM HETEROCYCLIC 3, V42, P197

[6]

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DONG M, 1978, CARCINOG COMPR SURV, V3, P97

[8]

DONG M, 1978, J ANAL TOXICOL, V2, P2

[9]

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[10]

HAHN WE, 1963, ROCZ CHEM, V37, P395

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