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Influence of phenothiazine molecules on the interactions between positively charged poly-l-lysine and negatively charged DPPC/DPPG membranes.

Abstract

Phenothiazines are very effective antipsychotic drugs, which also have anticancer and antimicrobial activities. Despite being used in human treatment, the molecular mechanism of the biological actions of these molecules is not yet understood in detail. The role of the interactions between phenothiazines and proteins or lipid membranes has been much discussed. Herein, fourier-transform infrared (FTIR) spectroscopic studies were used to investigate the effect of three phenothiazines: fluphenazine (FPh); chlorpromazine (ChP); and propionylpromazine (PP) on the structures of a positively charged poly-l-lysine (PLL) peptide, a negatively charged dipalmitoylphosphatidylcholine/dipalmitoylphosphatidylglycerol (DPPC/DPPG) membrane, and on the mutual interactions between electrostatically associated PLL molecules and DPPC/DPPG membranes. Phenothiazine-induced alterations in the secondary structure of PLL, the conformational state (trans/gauche) of the hydrocarbon lipid chains, and the hydration of the DPPC/DPPG membrane interface were studied on the basis of amide I' vibrations, antisymmetric and symmetric stretching vibrations of the CH2 groups of the lipid hydrocarbon chains (νsCH2), and stretching vibrations of the lipid C=O groups (νC = O), respectively. It was shown that in the presence of negatively charged DPPC/DPPG membranes, the phenothiazines were able to modify the secondary structure of charged PLL molecules. Additionally, the effect of PLL on the structure of DPPC/DPPG membranes was also altered by the presence of the phenothiazine molecules.

Authors+Show Affiliations

Faculty of Chemistry, University of Wroclaw, F. Joliot-Curie 14, 50-383, Wroclaw, Poland.Faculty of Chemistry, University of Wroclaw, F. Joliot-Curie 14, 50-383, Wroclaw, Poland. Electronic address: katarzyna.cieslik@chem.uni.wroc.pl.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

31689607

Citation

Trombik, Paulina, and Katarzyna Cieślik-Boczula. "Influence of Phenothiazine Molecules On the Interactions Between Positively Charged Poly-l-lysine and Negatively Charged DPPC/DPPG Membranes." Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, vol. 227, 2019, p. 117563.
Trombik P, Cieślik-Boczula K. Influence of phenothiazine molecules on the interactions between positively charged poly-l-lysine and negatively charged DPPC/DPPG membranes. Spectrochim Acta A Mol Biomol Spectrosc. 2019;227:117563.
Trombik, P., & Cieślik-Boczula, K. (2019). Influence of phenothiazine molecules on the interactions between positively charged poly-l-lysine and negatively charged DPPC/DPPG membranes. Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 227, p. 117563. doi:10.1016/j.saa.2019.117563.
Trombik P, Cieślik-Boczula K. Influence of Phenothiazine Molecules On the Interactions Between Positively Charged Poly-l-lysine and Negatively Charged DPPC/DPPG Membranes. Spectrochim Acta A Mol Biomol Spectrosc. 2019 Oct 12;227:117563. PubMed PMID: 31689607.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Influence of phenothiazine molecules on the interactions between positively charged poly-l-lysine and negatively charged DPPC/DPPG membranes. AU - Trombik,Paulina, AU - Cieślik-Boczula,Katarzyna, Y1 - 2019/10/12/ PY - 2019/05/17/received PY - 2019/09/20/revised PY - 2019/09/21/accepted PY - 2019/11/7/pubmed PY - 2019/11/7/medline PY - 2019/11/6/entrez KW - Chlorpromazine KW - Fluphenazine KW - Fourier-transform infrared (FTIR) spectroscopy KW - Propionylpromazine KW - Structure of poly-l-lysine (PLL) KW - Trans/gauche conformation of lipid chains SP - 117563 EP - 117563 JF - Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy JO - Spectrochim Acta A Mol Biomol Spectrosc VL - 227 N2 - Phenothiazines are very effective antipsychotic drugs, which also have anticancer and antimicrobial activities. Despite being used in human treatment, the molecular mechanism of the biological actions of these molecules is not yet understood in detail. The role of the interactions between phenothiazines and proteins or lipid membranes has been much discussed. Herein, fourier-transform infrared (FTIR) spectroscopic studies were used to investigate the effect of three phenothiazines: fluphenazine (FPh); chlorpromazine (ChP); and propionylpromazine (PP) on the structures of a positively charged poly-l-lysine (PLL) peptide, a negatively charged dipalmitoylphosphatidylcholine/dipalmitoylphosphatidylglycerol (DPPC/DPPG) membrane, and on the mutual interactions between electrostatically associated PLL molecules and DPPC/DPPG membranes. Phenothiazine-induced alterations in the secondary structure of PLL, the conformational state (trans/gauche) of the hydrocarbon lipid chains, and the hydration of the DPPC/DPPG membrane interface were studied on the basis of amide I' vibrations, antisymmetric and symmetric stretching vibrations of the CH2 groups of the lipid hydrocarbon chains (νsCH2), and stretching vibrations of the lipid C=O groups (νC = O), respectively. It was shown that in the presence of negatively charged DPPC/DPPG membranes, the phenothiazines were able to modify the secondary structure of charged PLL molecules. Additionally, the effect of PLL on the structure of DPPC/DPPG membranes was also altered by the presence of the phenothiazine molecules. SN - 1873-3557 UR - https://www.unboundmedicine.com/medline/citation/31689607/Influence_of_phenothiazine_molecules_on_the_interactions_between_positively_charged_poly-l-lysine_and_negatively_charged_DPPC/DPPG_membranes L2 - https://linkinghub.elsevier.com/retrieve/pii/S1386-1425(19)30953-9 DB - PRIME DP - Unbound Medicine ER -