Araştırma Makalesi
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A Biophysical Research on the Determination of Morphological and Structural Properties of Coumarin-Loaded Liposomes

Yıl 2023, , 43 - 57, 01.03.2023
https://doi.org/10.35414/akufemubid.1104476

Öz

The major goal of this research was to examine how coumarin affects lipid model membranes. For this reason, liposome membranes were formed using dimyristoyl phosphatidylcholine (DMPC) as zwitterionic lipid. The influence of coumarin on the morphology, packing order, fluidity, and hydration state of lipid membranes was specifically investigated by means of microscopic (field emission scanning electron microscopy (FE-SEM)) and spectroscopic (attenuated total reflection Fourier transform infrared (ATR-FTIR) spectroscopy) techniques. Taken into account the results obtained with FE-SEM images and analysis, liposomes without and with coumarin have uniform structures and spherical shapes in appearance. However, coumarin-loaded liposomes are observed with an increase in size when compared to a mean diameter of unloaded-liposomes. Considering ATR-FTIR analysis, the investigation of the vibrational bands which belong to the hydrophobic and hydrophilic parts of DMPC lipid reveals that coumarin alters the physical features of the DMPC liposomes by decreasing the order and increasing the fluidity of the system and making hydrogen bonding with the interfacial and headgroup regions of zwitterionic lipid DMPC. Finally, performing more biophysical studies on the interactions of biologically active compounds with model membranes plays an important role in determining the molecular action mechanisms of these compounds in drug discovery and formulations.

Destekleyen Kurum

Ege University Scientific Research Projects Coordination Unit

Proje Numarası

18‒FEN‒030 and FKB‒2019‒20405

Teşekkür

This work was supported by Ege University Scientific Research Projects Coordination Unit. Project Number: 18‒FEN‒030 and FKB‒2019‒20405.

Kaynakça

  • Akoudad, S., Darweesh, S.K.L., Leening, M.J.G., Koudstaal, P.J., Hofman, A., van der Lugt, A., Stricker, B.H., Ikram, M.A. and Vernooij, M.W., 2014. Use of coumarin anticoagulants and cerebral microbleeds in the general population. Stroke, 45, 3436–3439.
  • Al-Majedy, Y.K., Kadhum, A.A.H., Al-Amiery, A.A. and Mohamad, A.B., 2017. Coumarins: The antimicrobial agents. Systematic Reviews in Pharmacy, 8, 62‒70.
  • Altunayar-Unsalan, C., Unsalan, O. and Mavromoustakos, T., 2022a. Insights into molecular mechanism of action of citrus flavonoids hesperidin and naringin on lipid bilayers using spectroscopic, calorimetric, microscopic and theoretical studies. Journal of Molecular Liquids, 347, 118411.
  • Altunayar-Unsalan, C., Unsalan, O. and Mavromoustakos, T., 2022b. Molecular interactions of hesperidin with DMPC/cholesterol bilayers. Chemico-Biological Interactions, 366, 110131.
  • Bangham, A.D., Standish, M.M. and Watkins, J.C., 1965. Diffusion of univalent ions across the lamellae of swollen phospholipids. Journal of Molecular Biology, 13, 238‒252.
  • Bangham, A.D., 1978. Properties and uses of lipid vesicles: an overview. Annals of the New York Academy of Sciences, 308, 2‒7.
  • Beillerot, A., Domínguez, J.-C.R., Kirsch, G. and Bagrel, D., 2008. Synthesis and protective effects of coumarin derivatives against oxidative stress induced by doxorubicin. Bioorganic & Medicinal Chemistry Letters, 18, 1102‒1105.
  • Benderitter, M., Vincent-Genod, L., Pouget, J.P. and Voisin, P., 2003. The cell membrane as a biosensor of oxidative stress induced by radiation exposure: a multiparameter investigation. Radiation Research, 159, 471–483.
  • BIOVIA, Dassault Systèmes, Discovery Studio Visualizer, v20.1.0.19295, Dassault Systèmes, San Diego, 2019.
  • Bin, X., Zawisza, I., Goddard, J.D. and Lipkowski, J., 2005. Electrochemical and PM-IRRAS studies of the effect of the static electric field on the structure of the DMPC bilayer supported at a Au(111) electrode surface. Langmuir, 21, 330‒347.
  • Briuglia, M.L., Rotella, C., McFarlane, A. and Lamprou, D.A., 2015. Influence of cholesterol on liposome stability and on in vitro drug release. Drug Delivery and Translational Reserch, 5, 231‒242.
  • Bubols, G.B., Vianna, D. da R., Medina-Remon, A., von Poser, G., Lamuela-Raventos, R.M., Eifler-Lima, V.L., Garcia, S.C., 2013. The antioxidant activity of coumarins and flavonoids. Mini-Reviews in Medicinal Chemistry, 13, 318‒334.
  • Burgess, I., Li, M., Horswell, S.L., Szymanski, G., Lipkowski, J., Majewski, J. and Satija, S., 2004. Electric field-driven transformations of a supported model biological membrane—an electrochemical and neutron reflectivity study. Biophysical Journal, 86, 1763‒1776.
  • Casal, H.L., Cameron, D.G., Smith, I.C.P. and Mantsch, H.H., 1980. Acholeplasma laidlawii membranes: a Fourier Transform Infrared study of the influence of protein on lipid organization and dynamics. Biochemistry, 19, 444‒451.
  • Casal, H.L., Mantsch, H.H. and Hauser, H., 1989. Infrared and 31P-NMR studies of the interaction of Mg2+ with phosphatidylserines: effect of hydrocarbon chain unsaturation. Biochimica et Biophysica Acta, 982, 228‒236.
  • Ćavar, S., Kovač, F. and Maksimović, M., 2012. Evaluation of the antioxidant activity of a series of 4-methylcoumarins using different testing methods. Food Chemistry, 133, 930‒937.
  • Chen, L.Z., Sun, W.W., Bo, L., Wang, J.Q., Xiu, C., Tang, W.J., Shi, J.B., Zhou, H.P. and Liu, X.H., 2017. New arylpyrazoline-coumarins: synthesis and anti-inflammatory activity. European Journal of Medicinal Chemistry, 138, 170–181.
  • Cieślik-Boczula, K., 2018. Influence of resveratrol on interactions between negatively charged DPPC/DPPG membranes and positively charged poly-l-lysine. Chemistry and Physics of Lipids, 214, 24‒34.
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  • de la Haba, C., Palacio, J.R., Martínez, P. and Morros, A., 2013. Effect of oxidative stress on plasma membrane fluidity of THP-1 induced macrophages. Biochimica et Biophysica Acta, 1828, 357–364.
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Kumarin Yüklü Lipozomların Morfolojik ve Yapısal Özelliklerinin Belirlenmesi Üzerine Biyofiziksel Araştırma

Yıl 2023, , 43 - 57, 01.03.2023
https://doi.org/10.35414/akufemubid.1104476

Öz

Bu araştırmanın esas amacı kumarinin lipit model membranları nasıl etkilediğini incelemektir. Bu nedenle, zwitteriyonik lipit olarak dimiristoil fosfatidilkolin (DMPC) kullanılarak lipozom membranlar oluşturulmuştur. Kumarinin lipit membranların paketleme düzeni, akışkanlığı, hidrasyon durumu ve morfolojisi üzerine etkisi, özellikle mikroskobik (alan emisyonlu taramalı elektron mikroskobu (FE-SEM)) ve spektroskopik (zayıflatılmış toplam yansıma Fourier dönüşüm infrared (ATR-FTIR) spektroskopisi) teknikleri ile incelenmiştir. FE-SEM görüntüleri ve analizleri ile elde edilen sonuçlar dikkate alındığında, kumarinsiz ve kumarinli lipozomlar görünüm olarak düzgün yapılara ve küresel şekillere sahiptir. Bununla birlikte, kumarin yüklü lipozomların, yüklenmemiş lipozomların ortalama çapı ile karşılaştırıldığında boyutunda bir artış gözlenmiştir. ATR-FTIR analizleri göz önüne alındığında, DMPC lipitinin hidrofobik ve hidrofilik kısımlarına ait titreşim bantlarının incelenmesi, kumarinin sistemin düzenini azaltarak ve akışkanlığını artırarak ve zwitteriyonik lipit DMPC'nin arayüzey ve baş grup bölgeleri ile hidrojen bağı yaparak DMPC lipozomlarının fiziksel özelliklerini değiştirdiğini ortaya koymaktadır. Sonuç olarak, biyolojik olarak aktif bileşiklerin model membranlar ile etkileşimleri üzerine daha fazla biyofiziksel çalışmaların gerçekleştirilmesi, ilaç keşfi ve formülasyonlarında bu bileşiklerin moleküler etki mekanizmalarının belirlenmesinde önemli rol oynamaktadır.

Proje Numarası

18‒FEN‒030 and FKB‒2019‒20405

Kaynakça

  • Akoudad, S., Darweesh, S.K.L., Leening, M.J.G., Koudstaal, P.J., Hofman, A., van der Lugt, A., Stricker, B.H., Ikram, M.A. and Vernooij, M.W., 2014. Use of coumarin anticoagulants and cerebral microbleeds in the general population. Stroke, 45, 3436–3439.
  • Al-Majedy, Y.K., Kadhum, A.A.H., Al-Amiery, A.A. and Mohamad, A.B., 2017. Coumarins: The antimicrobial agents. Systematic Reviews in Pharmacy, 8, 62‒70.
  • Altunayar-Unsalan, C., Unsalan, O. and Mavromoustakos, T., 2022a. Insights into molecular mechanism of action of citrus flavonoids hesperidin and naringin on lipid bilayers using spectroscopic, calorimetric, microscopic and theoretical studies. Journal of Molecular Liquids, 347, 118411.
  • Altunayar-Unsalan, C., Unsalan, O. and Mavromoustakos, T., 2022b. Molecular interactions of hesperidin with DMPC/cholesterol bilayers. Chemico-Biological Interactions, 366, 110131.
  • Bangham, A.D., Standish, M.M. and Watkins, J.C., 1965. Diffusion of univalent ions across the lamellae of swollen phospholipids. Journal of Molecular Biology, 13, 238‒252.
  • Bangham, A.D., 1978. Properties and uses of lipid vesicles: an overview. Annals of the New York Academy of Sciences, 308, 2‒7.
  • Beillerot, A., Domínguez, J.-C.R., Kirsch, G. and Bagrel, D., 2008. Synthesis and protective effects of coumarin derivatives against oxidative stress induced by doxorubicin. Bioorganic & Medicinal Chemistry Letters, 18, 1102‒1105.
  • Benderitter, M., Vincent-Genod, L., Pouget, J.P. and Voisin, P., 2003. The cell membrane as a biosensor of oxidative stress induced by radiation exposure: a multiparameter investigation. Radiation Research, 159, 471–483.
  • BIOVIA, Dassault Systèmes, Discovery Studio Visualizer, v20.1.0.19295, Dassault Systèmes, San Diego, 2019.
  • Bin, X., Zawisza, I., Goddard, J.D. and Lipkowski, J., 2005. Electrochemical and PM-IRRAS studies of the effect of the static electric field on the structure of the DMPC bilayer supported at a Au(111) electrode surface. Langmuir, 21, 330‒347.
  • Briuglia, M.L., Rotella, C., McFarlane, A. and Lamprou, D.A., 2015. Influence of cholesterol on liposome stability and on in vitro drug release. Drug Delivery and Translational Reserch, 5, 231‒242.
  • Bubols, G.B., Vianna, D. da R., Medina-Remon, A., von Poser, G., Lamuela-Raventos, R.M., Eifler-Lima, V.L., Garcia, S.C., 2013. The antioxidant activity of coumarins and flavonoids. Mini-Reviews in Medicinal Chemistry, 13, 318‒334.
  • Burgess, I., Li, M., Horswell, S.L., Szymanski, G., Lipkowski, J., Majewski, J. and Satija, S., 2004. Electric field-driven transformations of a supported model biological membrane—an electrochemical and neutron reflectivity study. Biophysical Journal, 86, 1763‒1776.
  • Casal, H.L., Cameron, D.G., Smith, I.C.P. and Mantsch, H.H., 1980. Acholeplasma laidlawii membranes: a Fourier Transform Infrared study of the influence of protein on lipid organization and dynamics. Biochemistry, 19, 444‒451.
  • Casal, H.L., Mantsch, H.H. and Hauser, H., 1989. Infrared and 31P-NMR studies of the interaction of Mg2+ with phosphatidylserines: effect of hydrocarbon chain unsaturation. Biochimica et Biophysica Acta, 982, 228‒236.
  • Ćavar, S., Kovač, F. and Maksimović, M., 2012. Evaluation of the antioxidant activity of a series of 4-methylcoumarins using different testing methods. Food Chemistry, 133, 930‒937.
  • Chen, L.Z., Sun, W.W., Bo, L., Wang, J.Q., Xiu, C., Tang, W.J., Shi, J.B., Zhou, H.P. and Liu, X.H., 2017. New arylpyrazoline-coumarins: synthesis and anti-inflammatory activity. European Journal of Medicinal Chemistry, 138, 170–181.
  • Cieślik-Boczula, K., 2018. Influence of resveratrol on interactions between negatively charged DPPC/DPPG membranes and positively charged poly-l-lysine. Chemistry and Physics of Lipids, 214, 24‒34.
  • Damodaran, K.V. and Merz, K.M. Jr., 1994. A comparison of DMPC- and DLPE-based lipid bilayers. Biophysical Journal, 66, 1076‒1087.
  • de la Haba, C., Palacio, J.R., Martínez, P. and Morros, A., 2013. Effect of oxidative stress on plasma membrane fluidity of THP-1 induced macrophages. Biochimica et Biophysica Acta, 1828, 357–364.
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Toplam 77 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Metroloji,Uygulamalı ve Endüstriyel Fizik, Klasik Fizik (Diğer)
Bölüm Makaleler
Yazarlar

Cisem Altunayar-unsalan 0000-0001-6479-4223

Proje Numarası 18‒FEN‒030 and FKB‒2019‒20405
Yayımlanma Tarihi 1 Mart 2023
Gönderilme Tarihi 18 Nisan 2022
Yayımlandığı Sayı Yıl 2023

Kaynak Göster

APA Altunayar-unsalan, C. (2023). A Biophysical Research on the Determination of Morphological and Structural Properties of Coumarin-Loaded Liposomes. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi, 23(1), 43-57. https://doi.org/10.35414/akufemubid.1104476
AMA Altunayar-unsalan C. A Biophysical Research on the Determination of Morphological and Structural Properties of Coumarin-Loaded Liposomes. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi. Mart 2023;23(1):43-57. doi:10.35414/akufemubid.1104476
Chicago Altunayar-unsalan, Cisem. “A Biophysical Research on the Determination of Morphological and Structural Properties of Coumarin-Loaded Liposomes”. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi 23, sy. 1 (Mart 2023): 43-57. https://doi.org/10.35414/akufemubid.1104476.
EndNote Altunayar-unsalan C (01 Mart 2023) A Biophysical Research on the Determination of Morphological and Structural Properties of Coumarin-Loaded Liposomes. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi 23 1 43–57.
IEEE C. Altunayar-unsalan, “A Biophysical Research on the Determination of Morphological and Structural Properties of Coumarin-Loaded Liposomes”, Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi, c. 23, sy. 1, ss. 43–57, 2023, doi: 10.35414/akufemubid.1104476.
ISNAD Altunayar-unsalan, Cisem. “A Biophysical Research on the Determination of Morphological and Structural Properties of Coumarin-Loaded Liposomes”. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi 23/1 (Mart 2023), 43-57. https://doi.org/10.35414/akufemubid.1104476.
JAMA Altunayar-unsalan C. A Biophysical Research on the Determination of Morphological and Structural Properties of Coumarin-Loaded Liposomes. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi. 2023;23:43–57.
MLA Altunayar-unsalan, Cisem. “A Biophysical Research on the Determination of Morphological and Structural Properties of Coumarin-Loaded Liposomes”. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi, c. 23, sy. 1, 2023, ss. 43-57, doi:10.35414/akufemubid.1104476.
Vancouver Altunayar-unsalan C. A Biophysical Research on the Determination of Morphological and Structural Properties of Coumarin-Loaded Liposomes. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi. 2023;23(1):43-57.


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