On the interaction of the anthraquinone barbaloin with negatively charged DMPG bilayers

Barbaloin is a bioactive glycosilated 1,8-dihydroxyanthraquinone present in several exudates from plants, such as Aloe vera, which are used for cosmetic or food purposes. It has been shown that barbaloin interacts with DMPG (dimyristoylphosphatidylglycerol) model membranes, altering the bilayer stru...

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Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1999. - 24(2008), 8 vom: 15. Apr., Seite 4041-9
1. Verfasser: Duarte, Evandro L (VerfasserIn)
Weitere Verfasser: Oliveira, Tiago R, Alves, Daiane S, Micol, Vicente, Lamy, M Teresa
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2008
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Journal Article Research Support, Non-U.S. Gov't Anthracenes Anthraquinones Lipid Bilayers Phosphatidylglycerols barbaloin 1415-73-2 dimyristoylphosphatidylglycerol BI71WT9P3R
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245 1 0 |a On the interaction of the anthraquinone barbaloin with negatively charged DMPG bilayers 
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520 |a Barbaloin is a bioactive glycosilated 1,8-dihydroxyanthraquinone present in several exudates from plants, such as Aloe vera, which are used for cosmetic or food purposes. It has been shown that barbaloin interacts with DMPG (dimyristoylphosphatidylglycerol) model membranes, altering the bilayer structure (Alves, D. S.; Pérez-Fons, L.; Estepa, A.; Micol, V. Biochem. Pharm. 2004, 68, 549). Considering that ESR (electron spin resonance) of spin labels is one of the best techniques to monitor structural properties at the molecular level, the alterations caused by the anthraquinone barbaloin on phospholipid bilayers will be discussed here via the ESR signal of phospholipid spin probes intercalated into the membranes. In DMPG at high ionic strength (10 mM Hepes pH 7.4 + 100 mM NaCl), a system that presents a gel-fluid transition around 23 degrees C, 20 mol % barbaloin turns the gel phase more rigid, does not alter much the fluid phase packing, but makes the lipid thermal transition less sharp. However, in a low-salt DMPG dispersion (10 mM Hepes pH 7.4 + 2 mM NaCl), which presents a rather complex gel-fluid thermal transition (Lamy-Freund, M. T.; Riske, K. A. Chem. Phys. Lipids 2003, 122, 19), barbaloin strongly affects bilayer structural properties, both in the gel and fluid phases, extending the transition region to much higher temperature values. The position of barbaloin in DMPG bilayers will be discussed on the basis of ESR results, in parallel with data from sample viscosity, DSC (differential scanning calorimetry), and SAXS (small-angle X-ray scattering) 
650 4 |a Journal Article 
650 4 |a Research Support, Non-U.S. Gov't 
650 7 |a Anthracenes  |2 NLM 
650 7 |a Anthraquinones  |2 NLM 
650 7 |a Lipid Bilayers  |2 NLM 
650 7 |a Phosphatidylglycerols  |2 NLM 
650 7 |a barbaloin  |2 NLM 
650 7 |a 1415-73-2  |2 NLM 
650 7 |a dimyristoylphosphatidylglycerol  |2 NLM 
650 7 |a BI71WT9P3R  |2 NLM 
700 1 |a Oliveira, Tiago R  |e verfasserin  |4 aut 
700 1 |a Alves, Daiane S  |e verfasserin  |4 aut 
700 1 |a Micol, Vicente  |e verfasserin  |4 aut 
700 1 |a Lamy, M Teresa  |e verfasserin  |4 aut 
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