Competing intermolecular interactions of artemisinin-type agents and aspirin with membrane phospholipids

Combined model mass spectrometry and quantum-chemical study

Vlada Pashynska, Stepan Stepanian, A. Gömöry, K. Vékey, Ludwik Adamowicz

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)81-87
Number of pages7
JournalChemical Physics
Volume455
DOIs
Publication statusPublished - Jul 9 2015

Fingerprint

Aspirin
Mass spectrometry
Phospholipids
drugs
mass spectroscopy
1,2-Dipalmitoylphosphatidylcholine
dihydroartemisinin
membranes
Membranes
Antimalarials
interactions
Electrospray ionization
ionization
Discrete Fourier transforms
Pharmaceutical Preparations
artemisinine
Complexation
Phosphatidylcholines
molecules
Molecules

Keywords

  • Artemisinin-type agents
  • Aspirin
  • Competitive binding
  • DFT B3LYP/aug-cc-pVDZ calculations
  • Dipalmitoylphosphatidylcholine
  • Electrospray ionization mass spectrometry

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Physics and Astronomy(all)

Cite this

Competing intermolecular interactions of artemisinin-type agents and aspirin with membrane phospholipids : Combined model mass spectrometry and quantum-chemical study. / Pashynska, Vlada; Stepanian, Stepan; Gömöry, A.; Vékey, K.; Adamowicz, Ludwik.

In: Chemical Physics, Vol. 455, 09.07.2015, p. 81-87.

Research output: Contribution to journalArticle

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