Surface Chemistry of Cytosporone-B Incorporated in Models for Microbial Biomembranes as Langmuir Monolayers.

Abstract

Cytosporone-B, a polyketide renowned for its antimicrobial properties, was integrated into Langmuir monolayers composed of dipalmitoylphosphoethanolamine (DPPE) and dioleoylphosphoethanolamine (DOPE) lipids, effectively emulating microbial cytoplasmic membranes. This compound exhibited an expansive influence on DPPE monolayers while inducing condensation in DOPE monolayers. This led to a notable reduction in the compressibility modulus for both lipids, with a more pronounced effect observed for DPPE. The heightened destabilization observed in DOPE monolayers subjected to biologically relevant pressures was particularly noteworthy, as evidenced by surface pressure-time curves at constant area. In-depth analysis using infrared spectroscopy at the air-water interface unveiled alterations in the alkyl chains of the lipids induced by cytosporone-B. This was further corroborated by surface potential measurements, indicating a heightened tilt in the acyl chains upon drug incorporation. Notably, these observed effects did not indicate an aggregating process induced by the drug. Overall, the distinctive impact of cytosporone-B on each lipid underscores the importance of understanding the nuanced effects of microbial drugs on membranes, whether in condensed or fluid states.