Physico-chemical interactions of a new rod-coil-rod polymer with liposomal system: Approaches to applications in tryptophan-related therapies

Chem Phys Lipids. 2021 Mar:235:105027. doi: 10.1016/j.chemphyslip.2020.105027. Epub 2020 Dec 9.

Abstract

This work describes the synthesis of the new supramolecular rod-coil-rod polymer, designated as cholesterol-PEO1000-tryptophan (Chl-PEO-Trp), as well as its effects on the physico-chemical properties of phosphatidylcholine (PC)-based liposomes. The molecular interactions between the Chl-PEO-Trp and PC were characterized by HATR-FTIR, DSC, NMR, DLS and zeta (ζ) potential techniques. The Chl-PEO-Trp polymer yield was 75 %. FTIR and DSC data showed that the motion of almost all PC groups was restricted by the polymer, and it promoted a decrease of the trans-gauche isomerization of the PC methylene, restricting the mobility of the hydrophobic region of the liposomes. NMR analyses indicated a Chl-PEO-Trp-induced restriction in the rotation of the PC phosphorus and a discreet increase of the hydrogen mobility of the choline. Despite this increase in the rotation of the choline, DLS and ζ-potential analyses suggested a reorientation of the choline group toward the system surface, which contributed, along with the other physico-chemical effects, to a globally packed membrane arrangement and reduced liposome size. Data described in this work were correlated to possible applications of the Chl-PEO-Trp in its free or PC liposome-loaded forms in the diagnosis and therapy of cancer, SARS caused by coronaviruses, and central nervous system-related diseases.

Keywords: Diseases; Liposomes; Physico-chemical properties; Rod-coil polymers; Synthesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / therapeutic use
  • Chemistry, Physical
  • Cholesterol / chemistry*
  • Cholesterol / therapeutic use
  • Humans
  • Liposomes / chemistry
  • Molecular Structure
  • Neoplasms / drug therapy*
  • Phosphatidylcholines / chemistry
  • Polyethylene Glycols / chemistry*
  • Polyethylene Glycols / therapeutic use
  • Polymers / chemical synthesis
  • Polymers / chemistry*
  • Tryptophan / chemistry*
  • Tryptophan / therapeutic use

Substances

  • Antineoplastic Agents
  • Liposomes
  • Phosphatidylcholines
  • Polymers
  • Polyethylene Glycols
  • Tryptophan
  • Cholesterol