Thermodynamics of the interactions of m-AMSA and o-AMSA with nucleic acids: influence of ionic strength and DNA base composition.
Thermodynamics of the interactions of m-AMSA and o-AMSA with nucleic acids: influence of ionic strength and DNA base composition.
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m-AMSA 和 o-AMSA 与核酸相互作用的热力学：离子强度和 DNA 碱基组成的影响。
DOI：
10.1093/nar/17.23.9933
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发表时间：
1989
影响因子：
14.9
通讯作者：
Graves,DE
中科院分区：
文献类型：
--
作者：
Wadkins,RM;Graves,DE
在广泛的离子强度和温度范围内比较了抗肿瘤剂m-AMSA及其生物学无活性类似物-AMSA与天然和合成DNA的平衡结合。尽管AMSA与DNA结合的亲和力比m-AMSA高，但它作为抗肿瘤剂并不有效。AMSA和DO-AMSA均以嵌入方式结合DNA。对这些相互作用的热力学参数的深入研究表明，间-AMSA与DNA的相互作用是一个焓驱动的过程。相比之下，结构相似但生物学上无活性的eo-AMSA通过熵驱动的过程结合DNA。这两种异构体之间结合热力学机制的差异表明，苯胺基环上甲氧基取代基的位置所产生的电子和/或空间因素指导了这些化合物的DNA结合性质，并最终指导了作为抗肿瘤剂的生物有效性
The equilibrium binding of the antitumor agentm-AMSA and its biologically inactive analogo-AMSA to native and synthetic DNAs are compared over a wide range of ionic strengths and temperatures. Althougho-AMSA binds DNA with a higher affinity thanm-AMSA it is not effective as an antitumor agent. Bothm-AMSA ando-AMSA bind DNA in an intercalative manner. Indepth investigations into the thermodynamic parameters of these interactions reveal the interaction of ,m-AMSA with DNA to be an enthalpy driven process. In contrast, the structurally similar but biologically inactiveo-AMSA binds DNA through an entropy driven process. The differences in thermodynamic mechanisms of binding between the two isomers reveal that the electronic and/or steric factors resulting from the position of the methoxy substituient group on the anilino ring directs the DNA binding properties of these compounds and ultimately the biological effectiveness as an antitumor agent