3,4-EPOXYPRECOCENE AS A MODEL OF CYTOTOXIC EPOXIDES - SYNTHESIS OF THE TRANS ADDUCTS OCCURRING IN THE GLUTATHIONE METABOLIC PATHWAY

被引：7

作者：

CAMPS, F

CONCHILLO, A

MESSEGUER, A

机构：

来源：

TETRAHEDRON | 1987年 / 43卷 / 13期

关键词：

D O I：

10.1016/S0040-4020(01)86848-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The adducts of 3,4-epoxyprecocene II (2) with N-acetylcysteine, cysteine and glutathione have been synthesized. Under the basic reaction conditions employed, the resulting products were originated from a trans opening of the oxirane ring with the sulfur atom linked to the C-4 benzylic position. In addition, the stereochemical correlation between the two sets of diastereomeric trans adducts 5a-c has been unambiguously established by 1H NMR, reversed-phase HPLC and enzymatic means.

引用

页码：3067 / 3074

页数：8

共 30 条

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