Antimitotic, antigenic, and structural relationships of nitrogen mustard and its homologues.
Antimitotic, antigenic, and structural relationships of nitrogen mustard and its homologues.
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氮芥及其同系物的抗有丝分裂、抗原和结构关系。
DOI：
10.1111/1523-1747.ep12701639
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发表时间：
1974
期刊：
影响因子：
--
通讯作者：
Ruey Yu
中科院分区：
文献类型：
--
作者：
E. J. V. Scott;Ruey Yu
在氮芥的三种降解产物中，氮芥（氮芥。HN 2）在迟发型超敏反应试验中，只有N-甲基-2-氯乙基-2-羟基乙胺对HN 2具有抗有丝分裂活性和交叉反应性。另外两种降解产物。N，N ′-二甲基-N，N ′-双（2-氯乙基）哌嗪鎓和N-甲基二乙醇胺对HN 2既无抗有丝分裂活性，也无抗原交叉反应性。17个HN 2同源性测试中的13个被发现具有抗有丝分裂活性，但其中只有一个在迟发型超敏反应方面与HN 2交叉反应。从结构-功能分析可以得出结论，与开链衍生物的交叉反应，以HN 2只需要一个2-氯乙氨基基团作为一个决定性单元;取代基与2个碳原子，如乙基，乙醇，乙氧基在氮原子确定的特异性交叉反应，以HN 2。然而，对于环状衍生物，环的大小决定了特异性：6元和7元环化合物，而不是5元环化合物与HN 2交叉反应。这些结果对皮肤病的治疗有潜在的应用价值
Of the three degradation products of nitrogen mustard (mechlorethamine. HN2) only N-methyl-2-chloroethyl-2-hydroxyethylamine was antimitotically active and cross-reactive to HN2 in tests for delayed hypersensitivity. The other two degradation products. N, N'-dimethyl-N, N'bis(2-chloroethyl) piperazinium and N-methyldiethanolamine, were neither antimitotically active nor antigenically cross-reactive to HN2. Thirteen of 17 HN2 homologies tested were found to be antimitotically active, but only of them were cross-reactive to HN2 in regard to delayed hypersensitivity. From structure-function analysis it is concluded that with open-chain derivatives cross-reactivity to HN2 requires only a 2-chloroethylamino group as one determinant unit; a substituent with 2 carbon atoms such as ethyl, ethanol, and ethoxy at the nitrogen atom determined a specificity for cross-reactivity to HN2. With cyclic derivatives, however, the ring size determines specificity: 6-and 7, but not 5-membered ring compounds were cross-reactive to HN2. These results are potentially applicable to the therapy of cutaneous disease