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1,1'-亚乙基-双(1-亚硝基脲)及相关化合物的化学稳定性、烷基化活性和亲脂性。

Chemical stability, alkylating activity, and lipophilicity of 1,1'-ethylene-bis(1-nitrosourea) and related compounds.

作者信息

Morimoto K, Yamaha T, Nakadate M, Suzuki I

出版信息

Gan. 1978 Feb;69(1):139-42.

PMID:640322
Abstract

1,1'-Ethylene-bis(1-nitrosourea) (EBNU) posesses antitumor activity against leukemia L-1210. Chemical stability, alkylating activity, and lipophilicity of EBNU and related compounds were compared. EBNU was the most unstable among several bis-N-nitrosoureas and mono-N-nitrosoureas tested. The alkylating activity of EBNU was the same as that of 1-(2-chloroethyl)-3-cyclohexyl-1-nitrosourea (CCNU), but higher than those of other bis- and mono-N-nitrosoureas except 1-methyl-1-nitrosourea. Lipophilicity of EBNU was extremely low compared with 1,3-bis(2-chloroethyl)-1-nitrosourea (BCNU) and CCNU.

摘要

1,1'-亚乙基双(1-亚硝基脲)(EBNU)对白血病L-1210具有抗肿瘤活性。比较了EBNU及相关化合物的化学稳定性、烷基化活性和亲脂性。在测试的几种双N-亚硝基脲和单N-亚硝基脲中,EBNU是最不稳定的。EBNU的烷基化活性与1-(2-氯乙基)-3-环己基-1-亚硝基脲(CCNU)相同,但高于除1-甲基-1-亚硝基脲外的其他双N-亚硝基脲和单N-亚硝基脲。与1,3-双(2-氯乙基)-1-亚硝基脲(BCNU)和CCNU相比,EBNU的亲脂性极低。

相似文献

1
Chemical stability, alkylating activity, and lipophilicity of 1,1'-ethylene-bis(1-nitrosourea) and related compounds.1,1'-亚乙基-双(1-亚硝基脲)及相关化合物的化学稳定性、烷基化活性和亲脂性。
Gan. 1978 Feb;69(1):139-42.
2
Antitumor effect of 1,1'-polymethylene-bis (1-nitrosourea) and related compounds.1,1'-亚甲基双(1-亚硝基脲)及相关化合物的抗肿瘤作用。
Gan. 1977 Oct;68(5):573-80.
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Chemical structure of carbamoylating groups and their relationship to bone marrow toxicity and antiglioma activity of bifunctionally alkylating and carbamoylating nitrosoureas.氨甲酰化基团的化学结构及其与双功能烷基化和氨甲酰化亚硝基脲的骨髓毒性和抗胶质瘤活性的关系。
Cancer Res. 1985 Sep;45(9):4185-91.
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The effect of phenobarbital pretreatment on the antitumor activity of 1,3-bis(2-chloroethyl)-1-nitrosourea (BCNU), 1-(2-chloroethyl)-3-cyclohexyl-1-nitrosourea (CCNU) and 1-(2-chloroethyl)-3-(2,6-dioxo-3-piperidyl-1-nitrosourea (PCNU), and on the plasma pharmacokinetics and biotransformation of BCNU.苯巴比妥预处理对1,3-双(2-氯乙基)-1-亚硝基脲(BCNU)、1-(2-氯乙基)-3-环己基-1-亚硝基脲(CCNU)和1-(2-氯乙基)-3-(2,6-二氧代-3-哌啶基)-1-亚硝基脲(PCNU)抗肿瘤活性的影响,以及对BCNU血浆药代动力学和生物转化的影响。
J Pharmacol Exp Ther. 1979 Jan;208(1):1-6.
5
Lysis of human promyelocytic HL-60 cells by amphotericin B in combination with 2-chloroethyl-1-nitrosoureas: role of the carbamoylating activity of nitrosoureas.两性霉素B联合2-氯乙基-1-亚硝基脲对人早幼粒细胞HL-60细胞的裂解作用:亚硝基脲的氨甲酰化活性的作用
Cancer Res. 1990 Jun 1;50(11):3274-8.
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Comparative studies on the mutagenicity of 1,1'-ethylene-bis-(1-nitrosourea) and related compounds in Escherichia coli in relation to the formation of DNA interstrand cross-links.1,1'-亚乙基-双-(1-亚硝基脲)及相关化合物在大肠杆菌中致突变性与DNA链间交联形成的比较研究
Gan. 1980 Oct;71(5):674-8.
7
Mechanism of uptake of nitrosoureas by L5178Y lymphoblasts in vitro.L5178Y淋巴母细胞在体外摄取亚硝基脲的机制。
Cancer Res. 1977 Apr;37(4):1022-7.
8
Mechanism of action of (2-haloethyl)nitrosoureas on DNA. Isolation and reactions of postulated 2-(alkylimino)-3-nitrosooxazolidine intermediates in the decomposition of 1,3-bis(2-chloroethyl)-, 1-(2-chloroethyl)-3-cyclohexyl-, and 1-(2-chloroethyl)-3-(4'-trans-methylcyclohexyl)-1-nitrosourea.(2-卤代乙基)亚硝基脲对DNA的作用机制。1,3-双(2-氯乙基)-、1-(2-氯乙基)-3-环己基-和1-(2-氯乙基)-3-(4'-反式甲基环己基)-1-亚硝基脲分解过程中假定的2-(烷基亚氨基)-3-亚硝基恶唑烷中间体的分离与反应。
J Med Chem. 1981 Mar;24(3):270-9. doi: 10.1021/jm00135a007.
9
2-chloroethanol formation as evidence for a 2-chloroethyl alkylating intermediate during chemical degradation of 1-(2-chloroethyl)-3-cyclohexyl-1-nitrosourea and 1-(2-chloroethyl)-3-(trans-4-methylcyclohexyl)-1-nitrosourea.2-氯乙醇的形成作为1-(2-氯乙基)-3-环己基-1-亚硝基脲和1-(2-氯乙基)-3-(反式-4-甲基环己基)-1-亚硝基脲化学降解过程中2-氯乙基烷基化中间体的证据。
Cancer Res. 1975 Mar;35(3):568-76.
10
Microsomal metabolism of nitrosoureas.亚硝基脲的微粒体代谢
Cancer Res. 1975 Feb;35(2):296-301.

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