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We characterized the lipid membrane-interacting properties of different phenols by comparing with general anesthetic propofol and local anesthetics. Based on the results, we also studied the pharmacological effects possibly associated with their membrane interactivities. Methods: 1,6-Diphenyl-1,3,5-hexatriene-labeled lipid bilayer membranes were prepared with 1,2-dipalmitoyl-phosphatidylcholine as model membranes and with different phospholipids and cholesterol to mimic neuronal membranes. These membrane preparations were treated with phenols and anesthetics at 1 - 200 μM, followed by measuring the fluorescence polarization to determine the membrane interactivities to change membrane fluidity. Antioxidant effects were fluorometrically determined using diphenyl-1-pyrenylphosphine-incorporated liposomes which were treated with 10 - 100 μM phenols, and then peroxidized with 10 μM peroxynitrite. Results: Several phenols interacted with the model membranes and the neuronal mimetic membranes to increase their fluidity at 1 - 10 μM as well as lidocaine and bupivacaine did at 50 - 200 μM. Their comparative potencies were propofol \u003e thymol \u003e isothymol \u003e guaiacol \u003e phenol \u003e eugenol, and bupivacaine \u003e lidocaine, consistent with the rank order of neuro-activity. These phenols inhibited membrane lipid peroxidation at 10 and 100 μM with the potencies correlating to their membrane interactivities. Conclusion: The structure-specific membrane interaction is at least in part responsible for the pharmacology of anesthetic alkylphenols. 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Comparative Interactions of Anesthetic Alkylphenols with Lipid Membranes.
https://asahi-u.repo.nii.ac.jp/records/3333
https://asahi-u.repo.nii.ac.jp/records/3333e9321d12-db73-4bd0-af91-e4bc4a7b6e1e
名前 / ファイル | ライセンス | アクション |
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201645531_4_308317_2014 (4.6 MB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2015-04-09 | |||||
タイトル | ||||||
タイトル | Comparative Interactions of Anesthetic Alkylphenols with Lipid Membranes. | |||||
タイトル | ||||||
言語 | en | |||||
タイトル | Comparative Interactions of Anesthetic Alkylphenols with Lipid Membranes. | |||||
言語 | ||||||
言語 | eng | |||||
キーワード | ||||||
言語 | en | |||||
主題Scheme | Other | |||||
主題 | Alkylphenol | |||||
キーワード | ||||||
言語 | en | |||||
主題Scheme | Other | |||||
主題 | Anesthetic Mechanism | |||||
キーワード | ||||||
言語 | en | |||||
主題Scheme | Other | |||||
主題 | Lipid Membrane | |||||
キーワード | ||||||
言語 | en | |||||
主題Scheme | Other | |||||
主題 | Interaction | |||||
キーワード | ||||||
言語 | en | |||||
主題Scheme | Other | |||||
主題 | Antioxidant | |||||
資源タイプ | ||||||
資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
資源タイプ | journal article | |||||
著者 |
Tsuchiya, Hironori
× Tsuchiya, Hironori |
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著者別名 |
Mizogami, Maki
× Mizogami, Maki |
|||||
所属 | ||||||
Department of Dental Basic Education, School of Dentistry, Asahi University, Mizuho, Japan. | ||||||
所属 | ||||||
Department of Anesthesiology and Reanimatology, Faculty of Medical Sciences, University of Fukui, Eiheiji-cho, Japan. | ||||||
書誌情報 |
en : Open Journal of Anesthesiology 巻 4, 号 12, p. 308-317, 発行日 2014-12 |
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出版者 | ||||||
Scientific Research Publishing | ||||||
抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | Objective: While substituted phenols have a variety of pharmacological activity, the mechanism underlying their anesthetic effects remains uncertain especially about the critical target. We characterized the lipid membrane-interacting properties of different phenols by comparing with general anesthetic propofol and local anesthetics. Based on the results, we also studied the pharmacological effects possibly associated with their membrane interactivities. Methods: 1,6-Diphenyl-1,3,5-hexatriene-labeled lipid bilayer membranes were prepared with 1,2-dipalmitoyl-phosphatidylcholine as model membranes and with different phospholipids and cholesterol to mimic neuronal membranes. These membrane preparations were treated with phenols and anesthetics at 1 - 200 μM, followed by measuring the fluorescence polarization to determine the membrane interactivities to change membrane fluidity. Antioxidant effects were fluorometrically determined using diphenyl-1-pyrenylphosphine-incorporated liposomes which were treated with 10 - 100 μM phenols, and then peroxidized with 10 μM peroxynitrite. Results: Several phenols interacted with the model membranes and the neuronal mimetic membranes to increase their fluidity at 1 - 10 μM as well as lidocaine and bupivacaine did at 50 - 200 μM. Their comparative potencies were propofol > thymol > isothymol > guaiacol > phenol > eugenol, and bupivacaine > lidocaine, consistent with the rank order of neuro-activity. These phenols inhibited membrane lipid peroxidation at 10 and 100 μM with the potencies correlating to their membrane interactivities. Conclusion: The structure-specific membrane interaction is at least in part responsible for the pharmacology of anesthetic alkylphenols. Membrane-interacting antioxidant alkylphenols may be protective against the peroxynitrite-relating ischemia/reperfusion injury | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 2164-5531 | |||||
DOI | ||||||
関連タイプ | isIdenticalTo | |||||
識別子タイプ | DOI | |||||
関連識別子 | info:doi/10.4236/ojanes.2014.412044 | |||||
フォーマット | ||||||
内容記述タイプ | Other | |||||
内容記述 | application/pdf | |||||
関連サイト | ||||||
識別子タイプ | URI | |||||
関連識別子 | http://www.scirp.org/journal/PaperInformation.aspx?paperID=52726#.VSOKFfCHPbQ | |||||
関連名称 | 出版社サイト | |||||
著者版フラグ | ||||||
出版タイプ | VoR | |||||
出版タイプResource | http://purl.org/coar/version/c_970fb48d4fbd8a85 |