腺苷和鸟苷中核糖与抗肿瘤药物N2-甲基-9-羟基玫瑰树碱醋酸酯的区域选择性芳基化反应
Regioselective arylation of ribose in adenosine and guanosine with the antitumor drug N2-methyl-9-hydroxyellipticinium acetate.
作者信息
Bernadou J, Meunier B, Meunier G, Auclair C, Paoletti C
出版信息
Proc Natl Acad Sci U S A. 1984 Mar;81(5):1297-301. doi: 10.1073/pnas.81.5.1297.
Abstract
The transformation of the antitumor drug N2-methyl-9-hydroxy-ellipticinium by a peroxidase-hydrogen peroxide system, which has been shown to occur in vivo, leads to an electrophilic quinone-imine derivative. This unstable molecule arylates in vitro purine nucleosides and nucleotides, leading to regioselective adducts substituted only at the 2'-O position of the ribose, as shown by mass spectrometry and NMR. It is likely that an important preliminary step in this reaction is a stacking process between the ellipticinium ion and the purine rings, which might explain this regioselectivity.
摘要
抗肿瘤药物N2-甲基-9-羟基玫瑰树碱在过氧化物酶-过氧化氢体系中的转化已证实在体内会发生，该转化会生成亲电醌亚胺衍生物。这种不稳定分子在体外会与嘌呤核苷和核苷酸发生芳基化反应，质谱和核磁共振显示会生成仅在核糖2'-O位置被取代的区域选择性加合物。此反应中一个重要的初步步骤可能是玫瑰树碱离子与嘌呤环之间的堆积过程，这或许可以解释这种区域选择性。
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Protein-associated deoxyribonucleic acid strand breaks in L1210 cells treated with the deoxyribonucleic acid intercalating agents 4'-(9-acridinylamino) methanesulfon-m-anisidide and adriamycin.用脱氧核糖核酸嵌入剂4'-（9-吖啶基氨基）甲磺酰基间茴香胺和阿霉素处理的L1210细胞中与蛋白质相关的脱氧核糖核酸链断裂
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omicron-Quinone formation in the biochemical oxidation of the antitumor drug N2-methyl-9-hydroxyellipticinium acetate.抗肿瘤药物N2-甲基-9-羟基醋酸玫瑰树碱生化氧化过程中奥密克戎-醌的形成。
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