Design of antineoplastic agents based on the "2-phenylnaphthalene-type" structural pattern. 4. Synthesis and biological activity of 2-chloro-3-(substituted phenoxy)-1, 4-naphthoquinones and related 5,8-dihydroxy-1,4-naphthoquinones.
Design of antineoplastic agents based on the "2-phenylnaphthalene-type" structural pattern. 4. Synthesis and biological activity of 2-chloro-3-(substituted phenoxy)-1, 4-naphthoquinones and related 5,8-dihydroxy-1,4-naphthoquinones.
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DOI：
10.1021/jm9804679
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发表时间：
1999-02
影响因子：
7.3
通讯作者：
He Xi Chang;Ting-Chao Chou;N. Savaraj;Leroy F. Liu;Chiang Yu;C. Cheng
中科院分区：
文献类型：
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作者：
He Xi Chang;Ting-Chao Chou;N. Savaraj;Leroy F. Liu;Chiang Yu;C. Cheng
制备1，3，7，10-四羟基苯并[B]萘并[2，3-d]呋喃-6，11-二酮（2）的中间体2-氯-5，8-二甲氧基-3-（3，5-二甲氧基苯氧基）-1，4-萘醌（8 h）及其相应的羟基、甲氧基和乙酰氧基类似物在许多细胞毒性试验系统中具有令人感兴趣的抑制活性。一些5，8-二羟基-1，4-萘醌衍生物也有活性。这一系列的化合物的结构活性的讨论。新发现的2-氯-3-（取代苯氧基）-1，4-萘醌和2，3-双（取代苯氧基）-1，4-萘醌的生物活性可能为开发新类型的药物提供了一种途径。
The intermediate in the preparation of 1,3,7, 10-tetrahydroxybenzo[b]naphtho[2,3-d]furan-6,11-dione (2), 2-chloro-5,8-dimethoxy-3-(3,5-dimethoxyphenoxy)-1,4-naphthoquinone (8h), and corresponding hydroxyl, methoxyl, and acetoxyl analogues was found to possess interesting inhibitory activities in a number of cytotoxic test systems. Activities were also noticed in some 5, 8-dihydroxy-1,4-naphthoquinone derivatives. A structure-activity discussion of compounds of this series is presented. The newly uncovered biological activity of 2-chloro-3-(substituted phenoxyl)-1, 4-naphthoquinones and 2,3-bis(substituted phenoxy)-1, 4-naphthoquinones may suggest an approach for the development of new classes of antineoplastic agents.