Unsaturation of serine lipids modulating the interaction of a cytosporone with models of the external leaflet of tumorigenic cell membranes

Guilherme Nuñez Jaroque; Augusto Leonardo Dos Santos; Patrícia Sartorelli; Luciano Caseli

doi:10.1016/j.chemphyslip.2023.105363

Unsaturation of serine lipids modulating the interaction of a cytosporone with models of the external leaflet of tumorigenic cell membranes

Chem Phys Lipids. 2024 Jan:258:105363. doi: 10.1016/j.chemphyslip.2023.105363. Epub 2023 Nov 30.

Authors

Guilherme Nuñez Jaroque¹, Augusto Leonardo Dos Santos¹, Patrícia Sartorelli¹, Luciano Caseli²

Affiliations

¹ Department of Chemistry, Federal University of São Paulo, Diadema, SP, Brazil.
² Department of Chemistry, Federal University of São Paulo, Diadema, SP, Brazil. Electronic address: lcaseli@unifesp.br.

PMID: 38042456
DOI: 10.1016/j.chemphyslip.2023.105363

Abstract

Cytosporone-B was isolated from fungi and incorporated in models of tumorigenic cell membranes using palmitoyloleoylglycerophosphoserine (POPS) and dipalmitoyl glycerophosphoserine (DPPS) lipids. While for DPPS, the compound condensed the monolayer and decreased the surface compressional modulus, it expanded and kept the compressional modulus for POPS. Hysteresis for compression-expansion cycles was more sensitive for POPS than for DPPS, while a high degree of destabilization was observed for POPS. As observed with infrared spectroscopy and Brewster angle microscopy, specific changes were selective regarding molecular organization and morphology. Atomic force microscopy for transferred monolayers as Langmuir-Blodgett films also confirmed such specificities. We believe these data can help understand the mechanism of action of bioactive drugs in lipid interfaces at the molecular level.

Keywords: Isotherms; Langmuir-Blodgett technique; Monolayers; cytosporones.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Cell Membrane / chemistry
Lipids* / analysis
Serine* / analysis
Surface Properties

Substances

Serine
Lipids