Mechanism of the protective effects of long chain n-alkyl glucopyranosides against ultrasound-induced cytolysis of HL-60 cells.

Mechanism of the protective effects of long chain n-alkyl glucopyranosides against ultrasound-induced cytolysis of HL-60 cells.
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长链正烷基吡喃葡萄糖苷对超声诱导的 HL-60 细胞细胞溶解的保护作用机制。

DOI:
10.1016/j.ultsonch.2006.10.011
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发表时间:
2007
影响因子:
8.4
通讯作者:
Riesz,Peter
Riesz,Peter
中科院分区:
化学1区
文献类型:
--
作者:
Cheng,JasonY;Riesz,Peter

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最近,已经表明长链(C5-C8)n-烷基吡喃葡萄糖苷完全抑制超声诱导的细胞溶解[J.Z. Sostaric,N.作者:Miyoshi,P. DeGraff和J.B. Mitchell,自由基生物医学,39(2005)1539]。这种保护作用可能在肿瘤治疗的HIFU(高强度聚焦超声),以及超声辅助药物输送和基因治疗中应用。具有己基(5 mM)、庚基(3 mM)、辛基(2 mM)正烷基链的正烷基吡喃葡萄糖苷在体外保护100%的HL-60细胞免受1.057MHz超声诱导的细胞溶解,在不存在吡喃葡萄糖苷的情况下导致35-100%的细胞溶解。而亲水性甲基-β-d-葡萄糖苷对细胞无保护作用。具有表面活性的N-烷基吡喃葡萄糖苷聚集在空化气泡的气液界面处。在塌陷的空化气泡中形成的OH自由基和H原子通过从n-烷基吡喃葡萄糖苷的n-烷基链或葡萄糖部分提取H原子而反应。由于空化气泡的气-液界面处的长链表面活性剂的高浓度,烷基链上最初形成的碳自由基被转移到葡萄糖部分以产生自由基,该自由基与氧气反应,导致形成过氧化氢。在614 kHz和1.057MHz超声作用下,长链(己基、辛基)正烷基葡萄糖苷的氧饱和溶液产生的过氧化氢产率随正烷基葡萄糖苷浓度的增加而增加,但与甲基-β-d-葡萄糖苷的浓度无关。这些结果与先前提出的声保护机制一致[J.Z. Sostaric,N.作者:Miyoshi,P. DeGraff和J.B. Mitchell,自由基生物医学,39(2005)1539]。这一系列事件通过过氧基和/或烷氧基自由基引发细胞膜中的脂质过氧化链式反应来防止声动力学细胞杀伤[V. Misik,P. Riesz,Ann.N.Y. Acad.科学,899(2000)335]。
Recently it has been shown that long chain (C5–C8) n-alkyl glucopyranosides completely inhibit ultrasound-induced cytolysis [J.Z. Sostaric, N. Miyoshi, P. Riesz, W.G. DeGraff, and J.B. Mitchell, Free Radical Biol. Med., 39 (2005) 1539]. This protective effect has possible applications in HIFU (high intensity focused ultrasound) for tumor treatment, and in ultrasound assisted drug delivery and gene therapy. n-Alkyl glucopyranosides with hexyl (5mM), heptyl (3mM), octyl (2mM) n-alkyl chains protected 100% of HL-60 cells in vitro from 1.057MHz ultrasound-induced cytolysis under a range of conditions that resulted in 35–100% cytolysis in the absence of glucopyranosides. However the hydrophilic methyl-β-d-glucopyranoside did not protect cells. The surface active n-alkyl glucopyranosides accumulate at the gas–liquid interface of cavitation bubbles. The OH radicals and H atoms formed in collapsing cavitation bubbles react by H-atom abstraction from either the n-alkyl chain or the glucose moiety of the n-alkyl glucopyranosides. Owing to the high concentration of the long chain surfactants at the gas–liquid interface of cavitation bubbles, the initially formed carbon radicals on the alkyl chains are transferred to the glucose moieties to yield radicals which react with oxygen leading to the formation of hydrogen peroxide. In this work, we find that the sonochemically produced hydrogen peroxide yields from oxygen-saturated solutions of long chain (hexyl, octyl) n-alkyl glucopyranosides at 614kHz and 1.057MHz ultrasound increase with increasing n-alkyl glucopyranoside concentration but are independent of concentration for methyl-β-d-glucopyranoside. These results are consistent with the previously proposed mechanism of sonoprotection [J.Z. Sostaric, N. Miyoshi, P. Riesz, W.G. DeGraff, and J.B. Mitchell, Free Radical Biol. Med., 39 (2005) 1539]. This sequence of events prevents sonodynamic cell killing by initiation of lipid peroxidation chain reactions in cellular membranes by peroxyl and/or alkoxyl radicals [V. Misik, P. Riesz, Ann. N.Y. Acad. Sci., 899 (2000) 335].
正烷基吡喃葡萄糖苷完全抑制超声诱导的细胞溶解。
DOI: 10.1016/j.freeradbiomed.2005.07.020
发表时间: 2005
影响因子: 7.4
作者:
Sostaric,JoeZ;Miyoshi,Norio;Riesz,Peter;DeGraff,WilliamG;Mitchell,JamesB
通讯作者: Mitchell,JamesB
DOI: 10.1021/jp052747n
发表时间: 2005-10-27
影响因子: 3.3
作者:
Sunartio, D;Ashokkumar, M;Grieser, F
通讯作者: Grieser, F
DOI: 10.1021/ja010857b
发表时间: 2001-11-07
影响因子: 15
作者:
Sostaric, JZ;Riesz, P
通讯作者: Riesz, P
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DOI: --
发表时间: 2003
期刊:
影响因子: --
作者:
P. Birkin;J. Power;Aurore M. L. Vinçotte;T. Leighton
通讯作者: T. Leighton
DOI: 10.1039/p29770001958
发表时间: 1978
期刊: Journal of The Chemical Society-perkin Transactions 1
影响因子: --
作者:
M. N. Schuchmann;C. Sonntag
通讯作者: C. Sonntag