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咪康唑和十二烷基咪唑对玉米黑粉菌中甾醇生物合成的影响。

Effects of miconazole and dodecylimidazole on sterol biosynthesis in Ustilago maydis.

作者信息

Henry M J, Sisler H D

出版信息

Antimicrob Agents Chemother. 1979 Apr;15(4):603-7. doi: 10.1128/AAC.15.4.603.

DOI:10.1128/AAC.15.4.603
PMID:464593
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC352718/
Abstract

Miconazole at minimal fungitoxic concentrations inhibits ergosterol biosynthesis in sporidia of Ustilago maydis by interference with sterol C14 demethylation. The action is analogous to that of the fungicides triarimol and fenarimol. The fungicide 1-dodecylimidazole at low concentrations (0.1 to 0.25 mug/ml) inhibits sterol C14 demethylation; however, at higher concentrations (1.0 mug/ml or greater) it also inhibits 2,3-oxidosqualene cyclization and subsequent transmethylation. It is postulated that this diversity of effects of 1-dodecylimidazole results from binding of the inhibitor to sterol carrier protein(s).

摘要

最低抑菌浓度的咪康唑通过干扰甾醇C14去甲基化来抑制玉米黑粉菌担孢子中的麦角甾醇生物合成。其作用类似于杀菌剂三唑醇和氯苯嘧啶醇。低浓度(0.1至0.25微克/毫升)的杀菌剂1-十二烷基咪唑可抑制甾醇C14去甲基化;然而,在较高浓度(1.0微克/毫升或更高)时,它也会抑制2,3-氧化角鲨烯环化及随后的甲基转移。据推测,1-十二烷基咪唑这种多样的作用效果是由于抑制剂与甾醇载体蛋白结合所致。

相似文献

1
Effects of miconazole and dodecylimidazole on sterol biosynthesis in Ustilago maydis.咪康唑和十二烷基咪唑对玉米黑粉菌中甾醇生物合成的影响。
Antimicrob Agents Chemother. 1979 Apr;15(4):603-7. doi: 10.1128/AAC.15.4.603.
2
Specific effects of triarimol on sterol biosynthesis in Ustilago maydis.三唑醇对玉米黑粉菌中甾醇生物合成的特定作用。
Biochim Biophys Acta. 1975 Jan 24;380(1):81-96. doi: 10.1016/0005-2760(75)90047-8.
3
Mode of action of the azasteroid antibiotic 15-aza-24 methylene-d-homocholesta-8,14-dien-3 beta-ol in Ustilago maydis.氮杂甾体抗生素15-氮杂-24-亚甲基-d-高胆甾-8,14-二烯-3β-醇在玉米黑粉菌中的作用方式
Antimicrob Agents Chemother. 1979 Jul;16(1):81-97. doi: 10.1128/AAC.16.1.81.
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Inhibition of ergosterol synthesis in Ustilago maydis by the fungicide triarimol.杀菌剂三唑醇对玉米黑粉菌麦角甾醇合成的抑制作用。
Biochem Biophys Res Commun. 1972 Mar 24;46(6):2048-53. doi: 10.1016/0006-291x(72)90757-7.
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Sequential biosynthesis of ribonucleic acids during germination of teliospores of Ustilago maydis.玉米黑粉菌冬孢子萌发过程中核糖核酸的顺序生物合成
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Relationship between antifungal activity and inhibition of sterol biosynthesis in miconazole, clotrimazole, and 15-azasterol.咪康唑、克霉唑和15-氮杂甾醇的抗真菌活性与甾醇生物合成抑制之间的关系。
Antimicrob Agents Chemother. 1983 Apr;23(4):515-21. doi: 10.1128/AAC.23.4.515.
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8
Nonsterol related resistance in Ustilago maydis to the polyene antifungals, amphotericin B and nystatin.玉米黑粉菌对多烯类抗真菌药物两性霉素B和制霉菌素的非甾体类相关抗性
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The kinetics of the active and de-energized transport of O-methyl glucose in Ustilago maydis.玉米黑粉菌中O-甲基葡萄糖的主动运输和去能运输动力学
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urbs1, a gene regulating siderophore biosynthesis in Ustilago maydis, encodes a protein similar to the erythroid transcription factor GATA-1.urbs1是一种调节玉米黑粉菌中铁载体生物合成的基因,它编码一种与红系转录因子GATA-1相似的蛋白质。
Mol Cell Biol. 1993 Nov;13(11):7091-100. doi: 10.1128/mcb.13.11.7091-7100.1993.

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Antimicrob Agents Chemother. 1981 Jul;20(1):71-4. doi: 10.1128/AAC.20.1.71.
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In vitro and in vivo effects of the antimycotic drug ketoconazole on sterol synthesis.抗真菌药物酮康唑对甾醇合成的体外和体内作用。
Antimicrob Agents Chemother. 1980 Jun;17(6):922-8. doi: 10.1128/AAC.17.6.922.
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The squalene-2,3-epoxide cyclase as a model for the development of new drugs.角鲨烯-2,3-环氧化酶作为新型药物开发的模型。
Lipids. 1986 Jan;21(1):31-8. doi: 10.1007/BF02534300.
5
Azole susceptibility and hyphal formation in a cytochrome P-450-deficient mutant of Candida albicans.白色念珠菌细胞色素P-450缺陷型突变体中的唑敏感性及菌丝形成
Antimicrob Agents Chemother. 1990 May;34(5):831-6. doi: 10.1128/AAC.34.5.831.

本文引用的文献

1
Studies on the mechanism of action of miconazole: effect of miconazole on respiration and cell permeability of Candida albicans.咪康唑作用机制的研究:咪康唑对白色念珠菌呼吸及细胞通透性的影响
Antimicrob Agents Chemother. 1974 Apr;5(4):420-5. doi: 10.1128/AAC.5.4.420.
2
THE SKIN STEROLS OF NORMAL AND TRIPARANOL-TREATED RATS.正常大鼠和三苯乙醇处理大鼠的皮肤甾醇
J Lipid Res. 1963 Apr;4:166-76.
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A simple method for the isolation and purification of total lipides from animal tissues.一种从动物组织中分离和纯化总脂质的简单方法。
J Biol Chem. 1957 May;226(1):497-509.
4
Inhibition of ergosterol synthesis in Ustilago maydis by the fungicide triarimol.杀菌剂三唑醇对玉米黑粉菌麦角甾醇合成的抑制作用。
Biochem Biophys Res Commun. 1972 Mar 24;46(6):2048-53. doi: 10.1016/0006-291x(72)90757-7.
5
Proceedings: Sterol carrier protein hypothesis.会议论文:固醇载体蛋白假说
Fed Proc. 1974 Jun;33(6):1733-46.
6
The sterols of the echinoderm Asterias rubens.海盘车(Asterias rubens)的甾醇
Biochem J. 1973 Nov;135(3):443-55. doi: 10.1042/bj1350443.
7
The isolation of 2,3-oxidosqualene from the liver of rats treated with 1-dodecylimidazole, a novel hypocholesterolaemic agent.从用新型降胆固醇药物1-十二烷基咪唑处理的大鼠肝脏中分离出2,3-氧化角鲨烯。
Biochem J. 1972 Nov;130(1):153-7. doi: 10.1042/bj1300153.
8
The ultrastructure of Candida albicans after in vitro treatment with miconazole.体外经咪康唑处理后白色念珠菌的超微结构
Sabouraudia. 1974 Nov;12(3):341-51.
9
Biochemical effects of miconazole on fungi. I. Effects on the uptake and or utilization of purines, pyrimidines, nucleosides, amino acids and glucose by Candida albicans.咪康唑对真菌的生化作用。I. 对白色念珠菌摄取和/或利用嘌呤、嘧啶、核苷、氨基酸及葡萄糖的影响。
Biochem Pharmacol. 1974 Feb 15;23(4):887-99. doi: 10.1016/0006-2952(74)90220-2.
10
Miconazole, a broad-spectrum antimycotic agent with antibacterial activity.咪康唑,一种具有抗菌活性的广谱抗真菌剂。
Chemotherapy. 1972;17(6):392-404. doi: 10.1159/000220875.