Events3rd International Electronic Conference on Medicinal Chemistry
Published
This submission belongs to the session A. ECMC-3 of the event 3rd International Electronic Conference on Medicinal Chemistry
Published date
01 Nov, 2017
Citation
Mariia Nesterkina, Iryna Kravchenko, Sergii Smola, The Effect of Terpenoid Esters on Membrane Structure Investigated by Fluorescence and Fourier-transform Infrared Spectroscopy, in Proceedings of 3rd International Electronic Conference on Medicinal Chemistry, 1 November–30 November 2017, MDPI: Basel, Switzerland, doi: 10.3390/ecmc-3-04646
Share
Email
Facebook
Twitter
LinkedIn

The Effect of Terpenoid Esters on Membrane Structure Investigated by Fluorescence and Fourier-transform Infrared Spectroscopy

image
Sergii Smola 2
image
1. Department of Organic and Pharmaceutical Technologies, Odessa National Polytechnic University
2. A.V. Bogatsky Physico-Chemical Institute, National Academy of Sciences of Ukraine
3. Department of Pharmaceutical Chemistry, I.I. Mechnikov Odessa National University
Abstract

The influence of esters based on gamma-aminobutyric acid (GABA) and mono-/bicyclic terpenoids on membrane structure was investigated. The mechanism of action for terpenoid esters on phospholipids of artificial membranes and lipids isolated from the rat stratum corneum was studied by fluorescence and FT-IR spectroscopy. We report here, that inclusion of monocyclic terpenoid esters in phospholipid liposomes leads to growth of excimer to monomer ratio (IE/IM) indicating a decrease of membrane microviscosity. Another mechanism of influence on biomembranes was proposed for ester of bicyclic borneol ‒ in this case a high ratio of vibronic peak intensities (I1/I3) was revealed. The addition of terpenoid esters appears in the FT-IR spectra as intensity reduction of absorption bands associated with C=O, P=O and Р‒О‒С groups of lecithin phospholipids. Similar results were obtained after esters addition to lipids isolated from stratum corneum indicating a decrease of hydrogen bonds number between polar groups of lipids.

Keywords
terpenoids
esters
fluorescence probe
FT-IR spectroscopy
liposomes
stratum corneum
Manuscript
Poster
E conf 2017.pdf
Activity of Vitamin E Phosphate (VEP) Prodrugs of Gemcitabine in a Xenograft Model of NSCLC (NCI-H460)
Minor Groove Binders for DNA as Antitrypanosomal Agents: the Veterinary Context