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5-亚氨基柔红霉素。一种抗肿瘤蒽环类药物,其心脏毒性有所降低。

5-Iminodaunorubicin. Reduced cardiotoxic properties in an antitumor anthracycline.

作者信息

Tong G L, Henry D W, Acton E M

出版信息

J Med Chem. 1979 Jan;22(1):36-9. doi: 10.1021/jm00187a009.

DOI:10.1021/jm00187a009
PMID:423181
Abstract

Treatment of daunorubicin with methanolic ammonia affords 5-iminodaunorubicin, the first quinone-modified analogue of either daunorubicin or adriamycin. This product retains antileukemic activity in mice, is less cardiotoxic by electrocardiographic measurements in rats, and is nonmutagenic in Salmonella typhimurium (Ames test).

摘要

用甲醇氨处理柔红霉素可得到5-亚氨基柔红霉素,它是柔红霉素或阿霉素的首个醌修饰类似物。该产物在小鼠中保留抗白血病活性,通过大鼠心电图测量显示其心脏毒性较小,并且在鼠伤寒沙门氏菌(艾姆斯试验)中无致突变性。

相似文献

1
5-Iminodaunorubicin. Reduced cardiotoxic properties in an antitumor anthracycline.5-亚氨基柔红霉素。一种抗肿瘤蒽环类药物,其心脏毒性有所降低。
J Med Chem. 1979 Jan;22(1):36-9. doi: 10.1021/jm00187a009.
2
Antitumor anthracycline antibiotics. Structure-activity and structure-cardiotoxicity relationships of rubidazone analogues.
J Med Chem. 1978 Aug;21(8):732-7. doi: 10.1021/jm00206a003.
3
Synthesis of daunorubicin analogues with novel 9-acyl substituents.具有新型9-酰基取代基的柔红霉素类似物的合成。
J Med Chem. 1979 Jan;22(1):40-4. doi: 10.1021/jm00187a010.
4
Diminished superoxide anion generation by reduced 5-iminodaunorubicin relative to daunorubicin and the relationship to cardiotoxicity of the anthracycline antitumor agents.
Biochem Pharmacol. 1979 Sep 1;28(17):2563-8. doi: 10.1016/0006-2952(79)90027-3.
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Synthesis of 4-demethoxy-11-deoxy-analogs of daunomycin and adriamycin.
J Antibiot (Tokyo). 1980 Dec;33(12):1581-5. doi: 10.7164/antibiotics.33.1581.
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Synthesis and antileukemic activity of N-enamine derivatives of daunorubicin, 5-iminodaunorubicin, and doxorubicin.柔红霉素、5-亚氨基柔红霉素和阿霉素的N-烯胺衍生物的合成及其抗白血病活性
J Antibiot (Tokyo). 1988 Feb;41(2):193-8. doi: 10.7164/antibiotics.41.193.
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Cellular pharmacology of N,N-dimethyl daunorubicin and N,N-dimethyl adriamycin.N,N-二甲基柔红霉素和N,N-二甲基阿霉素的细胞药理学
Cancer Res. 1980 Jun;40(6):1928-33.
8
3'-deamino-3'-morpholino derivatives of daunomycin, adriamycin and carminomycin.
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Molecular pharmacological differences between carminomycin and its analog, carminomycin-11-methyl ether, and adriamycin.卡米诺霉素及其类似物卡米诺霉素-11-甲醚与阿霉素之间的分子药理学差异。
Cancer Res. 1980 Feb;40(2):387-94.
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Cellular pharmocodynamics of several anthrocycline antibiotics.几种蒽环类抗生素的细胞药效学。
J Med Chem. 1976 May;19(5):651-4. doi: 10.1021/jm00227a015.

引用本文的文献

1
Effects of 5-iminodaunorubicin on nucleoli of rats.
Cancer Chemother Pharmacol. 1980;4(4):263-6. doi: 10.1007/BF00255271.
2
Prevention of adriamycin toxicity.阿霉素毒性的预防
Cancer Chemother Pharmacol. 1983;11(2):91-3. doi: 10.1007/BF00254252.
3
Anthracycline antitumour agents. A review of physicochemical, analytical and stability properties.蒽环类抗肿瘤药物。物理化学、分析及稳定性性质综述。
Pharm Weekbl Sci. 1986 Apr 25;8(2):109-33. doi: 10.1007/BF02086146.
4
The pharmacokinetics and toxicity of the anthrapyrazole anti-cancer drug CI-941 in the mouse: a guide for rational dose escalation in patients.蒽吡唑类抗癌药物CI-941在小鼠体内的药代动力学和毒性:患者合理剂量递增指南
Cancer Chemother Pharmacol. 1989;23(1):8-14. doi: 10.1007/BF00258450.
5
Comparative effects of doxorubicin and 4'-epi-doxorubicin on nucleic acid metabolism and cytotoxicity in a human tumor cell line.阿霉素和4'-表阿霉素对人肿瘤细胞系核酸代谢及细胞毒性的比较作用
Cancer Chemother Pharmacol. 1990;27(1):47-51. doi: 10.1007/BF00689275.