Interaction of L-ascorbic acid alkyl esters with lipid monolayers that mimic stratum corneous

YENISLEIDY DE LAS MERCEDES ZULUETA DIAZ; RAQUEL VICO; MILAGRO MOTTOLA; NATALIA WILKE; MARIA LAURA FANANI

Salto

Congreso; Latin American Crosstalk in Biophysics and Physiology (ISBN 978-987-27591-4-8); 2015

Sociedad Argentina de Biofísica y Seccional Biofísica de la Sociedad Uruguaya de Biociencias

L-ascorbic acid alkyl esters (ASCn) are molecules of potential pharmacological interest due to its antioxidant properties, which are able to be incorporated into phospholipid monolayers.1 These drugs have important applications in topic pharmaceutical preparation, therefore, its interaction with model membranes that mimic the stratum corneous2 was studied. As a comparison, lipid monolayers of pure and mixed components showing different rheological properties were used. We also performed a complete study of the rheological properties of the quaternary mixture which mimetic the stratum corneum of skin cells2 and found that it exhibited mainly a solid-like behaviour. We found that both ASCn substituted by C14 and C16 acyl chains (ASC14 and ASC16 respectively) strongly penetrated lipidmonolayers which exhibit different rheological characteristics, varying from liquid-expanded, liquid-condensed, liquid-ordered and solid phases. Their insertion induced changes in the target membranes depending on the characteristics of each drug. ASC14, which forms liquid-expanded monolayers1, showed fast insertion kinetics into the target monolayers turning them into a more easily compressible film, an effect that was more marked in cholesterol-containing membranes. On the other hand, ASC16, which forms films in a liquid-condensed phase state1, showed slower penetration kinetics and fewer alterations of the rheological properties of the hosting lipid film. Both drugs penetrated differentially into membranes depending on their rheological properties and they induced higher surface pressure increase when incorporated into solid-like membranes than to liquid ones. Notably, both ASCn penetrated into monolayers that mimic stratum corneum in a similar manner than into fluid monolayers. Theseresults allow us to explore the principles of selective interaction of differentdrugs with different cell membrane types, which appears to be mediated bythe biophysical properties of the membrane. 1Mottola M, et al. JCIS 457 (2015) 232-242.2?kolová B, et al.J Langmuir. 29:15644-15633.2013