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埃特鲁霉素对胆固醇和麦角固醇的相对亲和力。

Relative avidity of etruscomycin to cholesterol and ergosterol.

作者信息

Nedeau P, Gruda I, Medoff G, Brajtburg J

出版信息

Antimicrob Agents Chemother. 1982 Apr;21(4):545-50. doi: 10.1128/AAC.21.4.545.

DOI:10.1128/AAC.21.4.545
PMID:7044302
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC181938/
Abstract

Two methods, biological and spectroscopic, were used to determine the avidity of the polyene antibiotic Etruscomycin for cholesterol and ergosterol. The biological method consisted of measuring the inhibitory potency of both sterols on the Etruscomycin-induced damage to erythrocytes and fungi. The spectroscopic method consisted of recording of series of differential spectra in a number of solvents of different composition. The results obtained showed that cholesterol protected erythrocytes and candida albicans against the damaging action of Etruscomycin more efficiently than ergosterol did and that Etruscomycin-cholesterol complexes were more resistant to interruption by organic solvents than Etruscomycin-ergosterol complexes. These results and their comparison with the results obtained with other polyene antibiotics indicate that Etruscomycin resembles filipin in that it binds more avidly to cholesterol than to ergosterol. This implies that the length of the hydrophobic chain rather than the presence of the amino sugar determines sterol preference. The spectral method that we used can have general application for the quantitative measurement of complex formation between polyenes and sterols.

摘要

采用生物学和光谱学两种方法来测定多烯抗生素伊曲古霉素对胆固醇和麦角固醇的亲和力。生物学方法包括测量两种固醇对伊曲古霉素诱导的红细胞和真菌损伤的抑制效力。光谱学方法包括在多种不同组成的溶剂中记录一系列差示光谱。所得结果表明,胆固醇比麦角固醇更有效地保护红细胞和白色念珠菌免受伊曲古霉素的破坏作用,并且伊曲古霉素 - 胆固醇复合物比伊曲古霉素 - 麦角固醇复合物更能抵抗有机溶剂的干扰。这些结果以及它们与用其他多烯抗生素获得的结果的比较表明,伊曲古霉素与制霉菌素相似,即它与胆固醇的结合比与麦角固醇的结合更紧密。这意味着疏水链的长度而非氨基糖的存在决定了对固醇的偏好。我们使用的光谱学方法可普遍应用于多烯与固醇之间复合物形成的定量测定。

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本文引用的文献

1
PENETRATION OF LIPID MONOLAYERS BY POLYENE ANTIBIOTICS. CORRELATION WITH SELECTIVE TOXICITY AND MODE OF ACTION.多烯抗生素对脂质单分子层的穿透作用。与选择性毒性和作用方式的相关性。
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Application of differential spectra in the ultraviolet-visible region to study the formation of amphotericin B-sterol complexes.
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The action of pimaricin, etruscomycin and amphotericin B on liposomes with varying sterol content.匹马霉素、伊曲古霉素和两性霉素B对不同固醇含量脂质体的作用。
Biochim Biophys Acta. 1980 Jul;599(2):484-92. doi: 10.1016/0005-2736(80)90193-5.
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The ion permeability induced in thin lipid membranes by the polyene antibiotics nystatin and amphotericin B.多烯抗生素制霉菌素和两性霉素B在薄脂质膜中诱导产生的离子通透性。
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Stopped-flow kinetic and equilibrium studies of filipin 3 binding to sterols.菲律宾菌素3与甾醇结合的停流动力学和平衡研究。
Biochemistry. 1974 Mar 26;13(7):1374-9. doi: 10.1021/bi00704a010.
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Chemistry and biology of the polyene macrolide antibiotics.多烯大环内酯类抗生素的化学与生物学
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7
Polyene antibiotic-sterol interactions in membranes of Acholeplasma laidlawii cells and lecithin liposomes. 3. Molecular structure of the polyene antibiotic-cholesterol complexes.莱氏无胆甾原体细胞和卵磷脂脂质体膜中多烯抗生素与甾醇的相互作用。3. 多烯抗生素 - 胆固醇复合物的分子结构。
Biochim Biophys Acta. 1974 Feb 26;339(1):57-70. doi: 10.1016/0005-2736(74)90332-0.
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Fluorometric investigations of the interaction of polyene antibiotics with sterols.多烯抗生素与甾醇相互作用的荧光研究。
Biochemistry. 1972 Aug 1;11(16):3105-11. doi: 10.1021/bi00766a026.
9
Antagonism by sterols of the action of amphotericin and filipin on the release of potassium ions from Candida albicans and Mycoplasma mycoides subsp. capri.固醇类物质对两性霉素和制霉菌素作用于白色念珠菌及山羊支原体亚种释放钾离子的拮抗作用
J Gen Microbiol. 1975 Sep;90(1):187-90. doi: 10.1099/00221287-90-1-187.
10
Freeze-fracture ultrastructural alterations induced by filipin, pimaricin, nystatin and amphotericin B in the plasmia membranes of Epidermophyton, Saccharomyces and red complex-induced membrane lesions.制霉菌素、匹马霉素、制假丝菌素和两性霉素B诱导的须发癣菌、酿酒酵母质膜冷冻断裂超微结构改变以及红色复合体诱导的膜损伤。
Biochim Biophys Acta. 1976 Dec 2;455(2):452-65. doi: 10.1016/0005-2736(76)90317-5.