CHEMISTRY OF CARCINOGENIC METABOLITES .2. ACTIVATION OF THE C2 POSITION OF PURINE BY THE TRIFLUOROMETHANESULFONATE GROUP - SYNTHESIS OF N2-ALKYLATED DEOXYGUANOSINES

被引：31

作者：

STEINBRECHER, T ^{[1
]}

WAMELING, C ^{[1
]}

OESCH, F ^{[1
]}

SEIDEL, A ^{[1
]}

机构：

[1] UNIV MAINZ,INST TOXIKOL,OBERE ZAHLBACHER STR 67,W-6500 MAINZ,GERMANY

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1993年 / 32卷 / 03期

关键词：

D O I：

10.1002/anie.199304041

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The nucleophilic substitution of the OTf group in 1 a. b by amines and amino-alcohols opens a new route to N2-alkylated deoxyguanosines. Starting from 1 a. b. biologically relevant N2-deoxyguanosine adducts of carcinogenic alkylating agents are obtained, for example the ultimate carcinogenic (+/-)-anti-dihydrodiolepoxide of benzo[a]pyrene. TBDMS = tert-butyldimethylsilyl. a: R1 = p-nitrophenylethyl, b: R1 =allyl; Tf = CF3SO2. [GRAPHICS]

引用

页码：404 / 406

页数：3

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