TY - JOUR
T1 - Competing intermolecular interactions of artemisinin-type agents and aspirin with membrane phospholipids
T2 - Combined model mass spectrometry and quantum-chemical study
AU - Pashynska, Vlada
AU - Stepanian, Stepan
AU - Gömöry, Agnes
AU - Vekey, Karoly
AU - Adamowicz, Ludwik
N1 - Funding Information:
Authors acknowledge the Program of cooperation between Ukrainian and Hungarian Academies of Sciences for the financial support of visit of the scientists from B. Verkin Institute for Low Temperature Physics and Engineering of the National Academy of Sciences of Ukraine to the Institute of Organic Chemistry of Research Centre for Natural Sciences of the Hungarian Academy of Sciences, where the mass spectrometry experiments were carried out. V. Pashynska also thanks to Prof. Magda Claeys from the University of Antwerp (Belgium) for the initial joint ESI mass spectrometry study of antimalarial drugs intermolecular interactions and for provision of the samples of the artemisinin-type drugs.
Publisher Copyright:
© 2015 Elsevier B.V. All rights reserved.
PY - 2015/7/9
Y1 - 2015/7/9
N2 - Study of intermolecular interactions of antimalarial artemisinin-type drugs and aspirin with membrane phospholipids is important in term of elucidation of the drugs activity modification under their joint usage. Combined experimental and computational study of the interaction of dihydroartemisinin, α-artemether, and artesunate with aspirin (ASP) and dipalmitoylphosphatidylcholine (DPPC) is performed by electrospray ionization (ESI) mass spectrometry and by DFT B3LYP/aug-cc-pVDZ methods. The results of the ESI investigation of systems containing artemisinin-type agent, ASP and DPPC, reveal a competition between the antimalarial agents and ASP for binding with DPPC molecules. The complexation between the antimalarial drugs and ASP is also found. Observed phenomena suggest that membranotropic activity of artemisin-type agents and aspirin is modified under their combined usage. To elucidate structure-energy characteristics of the non-covalent complexes studied the model DFT calculations are performed for dihydroartemisinin · ASP complex and complexes of the each drug with phosphatidylcholine head of DPPC in neutral and cationized forms.
AB - Study of intermolecular interactions of antimalarial artemisinin-type drugs and aspirin with membrane phospholipids is important in term of elucidation of the drugs activity modification under their joint usage. Combined experimental and computational study of the interaction of dihydroartemisinin, α-artemether, and artesunate with aspirin (ASP) and dipalmitoylphosphatidylcholine (DPPC) is performed by electrospray ionization (ESI) mass spectrometry and by DFT B3LYP/aug-cc-pVDZ methods. The results of the ESI investigation of systems containing artemisinin-type agent, ASP and DPPC, reveal a competition between the antimalarial agents and ASP for binding with DPPC molecules. The complexation between the antimalarial drugs and ASP is also found. Observed phenomena suggest that membranotropic activity of artemisin-type agents and aspirin is modified under their combined usage. To elucidate structure-energy characteristics of the non-covalent complexes studied the model DFT calculations are performed for dihydroartemisinin · ASP complex and complexes of the each drug with phosphatidylcholine head of DPPC in neutral and cationized forms.
KW - Artemisinin-type agents
KW - Aspirin
KW - Competitive binding
KW - DFT B3LYP/aug-cc-pVDZ calculations
KW - Dipalmitoylphosphatidylcholine
KW - Electrospray ionization mass spectrometry
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U2 - 10.1016/j.chemphys.2015.04.014
DO - 10.1016/j.chemphys.2015.04.014
M3 - Article
AN - SCOPUS:84929191347
VL - 455
SP - 81
EP - 87
JO - Chemical Physics
JF - Chemical Physics
SN - 0301-0104
ER -