pH and Charge Effects Behind the Interaction of Artepillin C, the Major Component of Green Propolis, With Amphiphilic Aggregates: Optical Absorption and Fluorescence Spectroscopy Studies
Brazilian green propolis is one of the bee products most consumed in the world to prevent diseases, owing antioxidant, antimicrobial, anti‐inflammatory and antitumor activities. The major component of Brazilian green propolis is Artepillin C (ArtC), a cinnamic acid derivative with two prenylated gro...
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| Published in: | Photochemistry and photobiology Vol. 95; no. 6; pp. 1345 - 1351 |
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01-11-2019
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| Abstract | Brazilian green propolis is one of the bee products most consumed in the world to prevent diseases, owing antioxidant, antimicrobial, anti‐inflammatory and antitumor activities. The major component of Brazilian green propolis is Artepillin C (ArtC), a cinnamic acid derivative with two prenylated groups that improve the affinity of the compound for lipophilic environment. Here, we have employed optical absorption and fluorescence techniques to draw conclusions on how ArtC interacts with amphiphilic aggregates commonly used as model membranes having different charges in the polar head group. Optical absorption spectra were representative of the protonation state of ArtC, dictated by the local pH at the surface of micelles and lipid vesicles. Fluorescence results showed that, in the presence of micelles and vesicles, the polarizability around ArtC was modified, compared to the value in aqueous medium, and the molecule should be located preferentially on the surface region of the model membranes, with an enhanced interaction with the less ordered state of the lipid vesicles.
Reference for the preference of Artepillin C to interact with amphiphilic aggregates (representing the model membranes used in this study) in its neutral state. The interaction is even higher in the fluid state of the lipid vesicles. |
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| AbstractList | Brazilian green propolis is one of the bee products most consumed in the world to prevent diseases, owing antioxidant, antimicrobial, anti-inflammatory and antitumor activities. The major component of Brazilian green propolis is Artepillin C (ArtC), a cinnamic acid derivative with two prenylated groups that improve the affinity of the compound for lipophilic environment. Here, we have employed optical absorption and fluorescence techniques to draw conclusions on how ArtC interacts with amphiphilic aggregates commonly used as model membranes having different charges in the polar head group. Optical absorption spectra were representative of the protonation state of ArtC, dictated by the local pH at the surface of micelles and lipid vesicles. Fluorescence results showed that, in the presence of micelles and vesicles, the polarizability around ArtC was modified, compared to the value in aqueous medium, and the molecule should be located preferentially on the surface region of the model membranes, with an enhanced interaction with the less ordered state of the lipid vesicles. Brazilian green propolis is one of the bee products most consumed in the world to prevent diseases, owing antioxidant, antimicrobial, anti‐inflammatory and antitumor activities. The major component of Brazilian green propolis is Artepillin C (ArtC), a cinnamic acid derivative with two prenylated groups that improve the affinity of the compound for lipophilic environment. Here, we have employed optical absorption and fluorescence techniques to draw conclusions on how ArtC interacts with amphiphilic aggregates commonly used as model membranes having different charges in the polar head group. Optical absorption spectra were representative of the protonation state of ArtC, dictated by the local pH at the surface of micelles and lipid vesicles. Fluorescence results showed that, in the presence of micelles and vesicles, the polarizability around ArtC was modified, compared to the value in aqueous medium, and the molecule should be located preferentially on the surface region of the model membranes, with an enhanced interaction with the less ordered state of the lipid vesicles. Reference for the preference of Artepillin C to interact with amphiphilic aggregates (representing the model membranes used in this study) in its neutral state. The interaction is even higher in the fluid state of the lipid vesicles. |
| Author | Camuri, Isamara Julia Pazin, Wallance Moreira Costa, Adriano Batista Ito, Amando Siuiti |
| Author_xml | – sequence: 1 givenname: Isamara Julia surname: Camuri fullname: Camuri, Isamara Julia organization: University of São Paulo (USP) – sequence: 2 givenname: Adriano Batista surname: Costa fullname: Costa, Adriano Batista organization: University of São Paulo (USP) – sequence: 3 givenname: Amando Siuiti surname: Ito fullname: Ito, Amando Siuiti organization: University of São Paulo (USP) – sequence: 4 givenname: Wallance Moreira orcidid: 0000-0002-2157-5933 surname: Pazin fullname: Pazin, Wallance Moreira email: wallancepazin@gmail.com organization: São Paulo State University (UNESP) |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/31111498$$D View this record in MEDLINE/PubMed |
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| Cites_doi | 10.1016/j.molliq.2017.12.152 10.1016/S0378-8741(00)00326-3 10.1016/j.saa.2018.02.059 10.1016/S0308-8146(03)00216-4 10.1016/j.bpc.2014.10.002 10.1016/j.bbamem.2018.11.008 10.1016/0076-6879(90)82020-3 10.18632/oncotarget.6045 10.1016/j.canlet.2006.12.039 10.1016/j.bmc.2006.04.015 10.1016/S0301-4770(01)80045-2 10.1186/1752-153X-5-27 10.1007/s00249-013-0930-0 10.1007/s00396-005-1347-9 10.1016/j.bpc.2015.04.002 10.1039/a905514b 10.1366/000370209788964548 10.1016/j.bpc.2006.06.002 10.4314/tjpr.v13i2.22 10.1039/c0np00072h 10.1007/s00249-016-1183-5 10.1016/j.jep.2010.10.032 10.1021/jp206013z 10.1007/s10895-005-2525-3 10.1002/jssc.200700228 10.1046/j.1525-1500.1998.00020.x 10.1016/j.jlumin.2014.09.051 10.1002/jps.2600610254 10.1155/2015/296186 10.1016/j.chemphyslip.2006.08.002 10.1016/j.bmc.2011.07.060 10.1016/j.bbamem.2013.09.009 10.1021/bi00630a002 10.1016/j.colsurfb.2013.05.006 |
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| References | 2011; 115 2015; 6 2004; 84 2015; 202 2017; 46 2006; 14 2013; 42 1972; 61 1990; 182 2007; 30 1999; 1 2011; 19 2011; 5 2019; 1861 2011; 133 1998; 22 2001; 63 2018; 252 2014; 1838 2015; 196 2018; 198 2005; 283 2015; 158 1977; 16 2007; 252 2015; 2015 2013; 111 2014; 13 2008; 63 2011; 28 2005; 15 2001; 74 2006; 144 2006; 124 e_1_2_7_6_1 e_1_2_7_5_1 e_1_2_7_4_1 e_1_2_7_3_1 e_1_2_7_9_1 e_1_2_7_8_1 e_1_2_7_7_1 e_1_2_7_19_1 e_1_2_7_18_1 e_1_2_7_17_1 e_1_2_7_16_1 e_1_2_7_2_1 e_1_2_7_15_1 e_1_2_7_14_1 e_1_2_7_13_1 e_1_2_7_12_1 e_1_2_7_11_1 e_1_2_7_10_1 e_1_2_7_26_1 e_1_2_7_27_1 e_1_2_7_28_1 e_1_2_7_29_1 e_1_2_7_30_1 e_1_2_7_25_1 e_1_2_7_31_1 e_1_2_7_24_1 e_1_2_7_32_1 e_1_2_7_23_1 e_1_2_7_33_1 e_1_2_7_22_1 e_1_2_7_34_1 e_1_2_7_21_1 e_1_2_7_35_1 e_1_2_7_20_1 |
| References_xml | – volume: 30 start-page: 2656 year: 2007 end-page: 2665 article-title: A reliable quantitative method for the analysis of phenolic compounds in Brazilian propolis by reverse phase high performance liquid chromatography publication-title: J. Sep. Sci. – volume: 198 start-page: 71 year: 2018 end-page: 77 article-title: Optical absorption and fluorescence spectroscopy studies of Artepillin C, the major component of green propolis publication-title: Spectrochim. Acta – Part A Mol. Biomol. Spectrosc. – volume: 16 start-page: 2319 year: 1977 end-page: 2324 article-title: Dynamic structure of lipid bilayers studied by nanosecond fluorescence techniques publication-title: Biochemistry – volume: 252 start-page: 416 year: 2018 end-page: 427 article-title: Differential interaction behaviors of an alkaloid drug with DMPG liposome membrane as a function of the phase state of the lipid: Nonionic surfactant‐induced solubilization of the lipid publication-title: J. Mol. Liq. – volume: 22 start-page: 506 year: 1998 end-page: 515 article-title: Apoptosis and suppression of tumor growth by artepillin C extracted from Brazilian propolis publication-title: Cancer Detect. Prev. – volume: 182 start-page: 239 year: 1990 end-page: 253 article-title: Detergents: An overview publication-title: Methods Enzymol. – volume: 1861 start-page: 410 year: 2019 end-page: 417 article-title: Interaction of Artepillin C with model membranes: Effects of pH and ionic strength publication-title: Biochim. Biophys. Acta – Biomembr. – volume: 5 start-page: 27 year: 2011 article-title: Analytical methods applied to diverse types of Brazilian propolis publication-title: Chem. Cent. J. – volume: 252 start-page: 235 year: 2007 end-page: 243 article-title: Suppression of tumor‐induced angiogenesis by Brazilian propolis: Major component artepillin C inhibits in vitro tube formation and endothelial cell proliferation publication-title: Cancer Lett. – volume: 28 start-page: 925 year: 2011 article-title: Propolis research and the chemistry of plant products publication-title: Nat. Prod. Rep. – volume: 111 start-page: 398 year: 2013 end-page: 406 article-title: Comparison between cucurbiturils and β‐cyclodextrin interactions with cholesterol molecules present in Langmuir monolayers used as a biomembrane model publication-title: Colloids Surfaces B Biointerfaces – volume: 2015 start-page: 1 year: 2015 end-page: 11 article-title: Antimicrobial, Antioxidant, Anti‐Inflammatory, and Cytotoxic Activities of Propolis from the Stingless Bee (Jataí) publication-title: Evidence‐Based Complement. Altern. Med. – volume: 46 start-page: 383 year: 2017 end-page: 393 article-title: Interaction of Artepillin C with model membranes publication-title: Eur. Biophys. J. – volume: 6 start-page: 34375 year: 2015 end-page: 34378 article-title: Variation in human cancer cell external phosphatidylserine is regulated by flippase activity and intracellular calcium publication-title: Oncotarget – volume: 283 start-page: 1376 year: 2005 end-page: 1381 article-title: Thermal transitions of DODAB vesicular dispersions publication-title: Colloid Polym. Sci. – volume: 63 start-page: 217 year: 2001 end-page: 274 article-title: Chapter 13 Sodium dodecyl sulphate polyacrylamide gel electrophoresis (SDS‐PAGE) publication-title: J. Chromatogr. Libr. – volume: 115 start-page: 12615 year: 2011 end-page: 12623 article-title: Lipid‐drug interaction: Biophysical effects of tolmetin on membrane mimetic systems of different dimensionality publication-title: J. Phys. Chem. B – volume: 15 start-page: 171 year: 2005 end-page: 177 article-title: General and specific solvent effects in optical spectra of ortho‐aminobenzoic acid publication-title: J. Fluoresc. – volume: 84 start-page: 329 year: 2004 end-page: 339 article-title: Antioxidant activity of propolis of various geographic origins publication-title: Food Chem. – volume: 133 start-page: 253 year: 2011 end-page: 260 article-title: Propolis: Is there a potential for the development of new drugs? publication-title: J. Ethnopharmacol. – volume: 1 start-page: 5133 year: 1999 end-page: 5138 article-title: pH fluctuations in unilamellar vesicles publication-title: Phys. Chem. Chem. Phys. – volume: 1838 start-page: 173 year: 2014 end-page: 184 article-title: Interaction of prenylated chalcones and flavanones from common hop with phosphatidylcholine model membranes publication-title: Biochim. Biophys. Acta – Biomembr. – volume: 144 start-page: 108 year: 2006 end-page: 116 article-title: Effect of the antibiotic azithromycin on thermotropic behavior of DOPC or DPPC bilayers publication-title: Chem. Phys. Lipids – volume: 158 start-page: 153 year: 2015 end-page: 159 article-title: Fluorescence depolarization analysis of thermal phase transition in DPPC and DMPG aqueous dispersions publication-title: J. Lumin. – volume: 19 start-page: 5392 year: 2011 end-page: 5401 article-title: Isolation, identification, and biological evaluation of HIF‐1‐modulating compounds from Brazilian green propolis publication-title: Bioorganic Med. Chem. – volume: 74 start-page: 105 year: 2001 end-page: 112 article-title: Phenolic compounds from Brazilia propolis with pharmacological activities publication-title: J. Ethanopharmacol – volume: 14 start-page: 5721 year: 2006 end-page: 5728 article-title: Artepillin C isoprenomics: Design and synthesis of artepillin C isoprene analogues as lipid peroxidation inhibitor having low mitochondrial toxicity publication-title: Bioorganic Med. Chem. – volume: 61 start-page: 319 year: 1972 article-title: Critical micelle concentrations of aqueous surfactant systems publication-title: J. Pharm. Sci. – volume: 13 start-page: 307 year: 2014 end-page: 314 article-title: Prenylation of aromatic secondary metabolites: A new frontier for development of novel drugs publication-title: Trop. J. Pharm. Res. – volume: 42 start-page: 819 year: 2013 end-page: 831 article-title: Interaction of a synthetic antimicrobial peptide with model membrane by fluorescence spectroscopy publication-title: Eur. Biophys. J. – volume: 196 start-page: 92 year: 2015 end-page: 99 article-title: Miltefosine and BODIPY‐labeled alkylphosphocholine with leishmanicidal activity: Aggregation properties and interaction with model membranes publication-title: Biophys. Chem. – volume: 124 start-page: 125 year: 2006 end-page: 133 article-title: Spectroscopic characterization of 2‐amino‐N‐hexadecyl‐benzamide (AHBA), a new fluorescence probe for membranes publication-title: Biophys. Chem. – volume: 63 start-page: 936 year: 2008 end-page: 940 article-title: Fluorescence intensity calibration using the Raman scatter peak of water fluorescence intensity calibration using the Raman scatter peak of water publication-title: Appl. Spectrosc. – volume: 202 start-page: 13 year: 2015 end-page: 20 article-title: Interactions of the antiviral and antiparkinson agent amantadine with lipid membranes and human erythrocytes publication-title: Biophys. Chem. – ident: e_1_2_7_18_1 doi: 10.1016/j.molliq.2017.12.152 – ident: e_1_2_7_12_1 doi: 10.1016/S0378-8741(00)00326-3 – ident: e_1_2_7_15_1 doi: 10.1016/j.saa.2018.02.059 – ident: e_1_2_7_8_1 doi: 10.1016/S0308-8146(03)00216-4 – ident: e_1_2_7_19_1 doi: 10.1016/j.bpc.2014.10.002 – ident: e_1_2_7_11_1 doi: 10.1016/j.bbamem.2018.11.008 – ident: e_1_2_7_26_1 doi: 10.1016/0076-6879(90)82020-3 – ident: e_1_2_7_17_1 doi: 10.18632/oncotarget.6045 – ident: e_1_2_7_7_1 doi: 10.1016/j.canlet.2006.12.039 – ident: e_1_2_7_16_1 doi: 10.1016/j.bmc.2006.04.015 – ident: e_1_2_7_27_1 doi: 10.1016/S0301-4770(01)80045-2 – ident: e_1_2_7_5_1 doi: 10.1186/1752-153X-5-27 – ident: e_1_2_7_33_1 doi: 10.1007/s00249-013-0930-0 – ident: e_1_2_7_34_1 doi: 10.1007/s00396-005-1347-9 – ident: e_1_2_7_21_1 doi: 10.1016/j.bpc.2015.04.002 – ident: e_1_2_7_30_1 doi: 10.1039/a905514b – ident: e_1_2_7_35_1 doi: 10.1366/000370209788964548 – ident: e_1_2_7_31_1 doi: 10.1016/j.bpc.2006.06.002 – ident: e_1_2_7_14_1 doi: 10.4314/tjpr.v13i2.22 – ident: e_1_2_7_4_1 doi: 10.1039/c0np00072h – ident: e_1_2_7_10_1 doi: 10.1007/s00249-016-1183-5 – ident: e_1_2_7_3_1 doi: 10.1016/j.jep.2010.10.032 – ident: e_1_2_7_24_1 doi: 10.1021/jp206013z – ident: e_1_2_7_32_1 doi: 10.1007/s10895-005-2525-3 – ident: e_1_2_7_6_1 doi: 10.1002/jssc.200700228 – ident: e_1_2_7_9_1 doi: 10.1046/j.1525-1500.1998.00020.x – ident: e_1_2_7_28_1 doi: 10.1016/j.jlumin.2014.09.051 – ident: e_1_2_7_25_1 doi: 10.1002/jps.2600610254 – ident: e_1_2_7_2_1 doi: 10.1155/2015/296186 – ident: e_1_2_7_20_1 doi: 10.1016/j.chemphyslip.2006.08.002 – ident: e_1_2_7_13_1 doi: 10.1016/j.bmc.2011.07.060 – ident: e_1_2_7_23_1 doi: 10.1016/j.bbamem.2013.09.009 – ident: e_1_2_7_29_1 doi: 10.1021/bi00630a002 – ident: e_1_2_7_22_1 doi: 10.1016/j.colsurfb.2013.05.006 |
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| Snippet | Brazilian green propolis is one of the bee products most consumed in the world to prevent diseases, owing antioxidant, antimicrobial, anti‐inflammatory and... Brazilian green propolis is one of the bee products most consumed in the world to prevent diseases, owing antioxidant, antimicrobial, anti-inflammatory and... |
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| SubjectTerms | Absorption Absorption spectra Aggregates Anticancer properties Antioxidants Aqueous solutions Cinnamic acid Fluorescence Fluorescence spectroscopy Inflammation Lipids Lipophilic Membranes Micelles pH effects Phospholipids Polarizability Propolis Protonation Spectrum analysis Surface chemistry Vesicles |
| Title | pH and Charge Effects Behind the Interaction of Artepillin C, the Major Component of Green Propolis, With Amphiphilic Aggregates: Optical Absorption and Fluorescence Spectroscopy Studies |
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