Enzyme catalysed oxidation of nazlinin and nazlinin derivatives. Characterisation of the reaction products.

被引：14

作者：

Cheng, E ^{[1
]}

Botzem, J ^{[1
]}

Wanner, MJ ^{[1
]}

Burm, BEA ^{[1
]}

Koomen, GJ ^{[1
]}

机构：

[1] UNIV AMSTERDAM,ORGAN CHEM LAB,AMSTERDAM INST MOL STUDIES,1018 WS AMSTERDAM,NETHERLANDS

来源：

TETRAHEDRON | 1996年 / 52卷 / 19期

关键词：

D O I：

10.1016/0040-4020(96)00286-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Porcine Kidney Diamine Oxidase (PKDO) was used to catalyse the oxidative transformation of Nitraria alkaloids. Nazlinin yielded indoloquinolizidine 4, an alkaloid which has been obtained as a natural product from Nitraria plant extracts. Oxidative deamination of 1-(4-butylamino)-beta-carboline 10 with PKDO yielded an unstable aldehyde (11), which cyclised to a new, arborescidine-type azepine (12). Addition of alcohol dehydrogenase during the oxidative deamination reduced the aldehyde in situ to the corresponding alcohol 13. Topaquinone-analogue 9 was effective as a stoichiometric oxidant for these primary amines. Characterisation of the enzyme reaction products was done by comparison with the chemically synthesised compounds. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：6725 / 6732

页数：8

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