21 research outputs found
Comparison of thermal effects of stilbenoid analogs in lipid bilayers using differential scanning calorimetry and molecular dynamics: correlation of thermal effects and topographical position with antioxidant activity
In previous studies it was shown that cannabinoids (CBs) bearing a phenolic hydroxyl group modify the
thermal properties of lipid bilayers more significantly than
methylated congeners. These distinct differential properties
were attributed to the fact that phenolic hydroxyl groups
constitute an anchoring group in the vicinity of the headgroup, while the methylated analogs are embedded deeper
towards the hydrophobic region of the lipid bilayers. In this
work the thermal effects of synthetic polyphenolic stilbenoid analogs and their methylated congeners have been
studied using differential scanning calorimetry (DSC).Molecular dynamics (MD) simulations have been performed to explain the DSC results. Thus, two of their
phenolic hydroxyl groups orient in the lipid bilayers in
such a way that they anchor in the region of the headgroup. In contrast, their methoxy congeners cannot anchor
effectively and are embedded deeper in the hydrophobic
segment of the lipid bilayers. The MD results explain the
fact that hydroxystilbenoid analogs exert more significant
effects on the pretransition than their methoxy congeners,
especially at low concentrations. To maximize the polar
interactions, the two phenolic hydroxyl groups are localized in the vicinity of the head-group region, directing the
remaining hydroxy group in the hydrophobic region. This
topographical position of stilbenoid analogs forms a mismatch that explains the significant broadening of the width
of the phase transition and lowering of the main phasetransition temperature in the lipid bilayers. At high concentrations, hydroxy and nonhydroxy analogs appear to
form different domains. The correlation of thermal effects
with antioxidant activity is discusse
C-13 Contact Solvent Shifts in Radical-Anion Solutions - Mechanism of Spin-Density Transfer to Solvent
Journal URL: http://www.rsc.org/Publishing/Journals/cc/index.as
Correlation of Thermochemical Data with Gas-Phase Ionization-Potentials
Journal URL: http://pubs.acs.org/journals/joceah/index.htm
Hydrocarbon-Soluble Organoalkali-Metal Reagents - Preparation of Aryl Derivatives
Journal URL: http://pubs.acs.org/organometallics
Synthesis of Benzhydryl Ethers by a C-C-Forming Reaction Using Benzhydryl 2-Chloroethyl Ether - a Method for Attaching a Protected 2-Hydroxyethyl Group to a Benzylic Carbon
Journal URL: http://pubs.acs.org/journals/joceah/index.htm
Preparation of Solvated and or Unsolvated Simple and Mixed Diarylmagnesiums
Journal URL: http://www.sciencedirect.com/science/journal/0022328
Selective catalytic carbanionic ethylation of methylphenols: influence of catalyst and substitution pattern
No description supplie
New stable, isolable triarylmethyl based dyes absorbing in the near infrared
No description supplie
Aryllithiums with Increasing Steric Crowding and Lipophilicity Prepared from Chlorides in Diethyl Ether. The First Directly Prepared Room-Temperature-Stable Dilithioarenes
A convenient procedure has been developed for the preparation of synthetically useful, room-temperature-stable aryllithiums starting from aryl chlorides and lithium metal. The method provides a route to aryllithiums which have previously not been accessible cleanly or could only be prepared by using more expensive starting materials