Synthesis and interaction of sterol-uridine conjugate with DMPC liposomes studied by differential scanning calorimetry
Autor: | Diana Margarita Márquez Fernández, Cristiano Giordani, Jhon Fernando Berrío Escobar, Francesco Castelli, Manuel Pastrana Restrepo, Alejandro Martínez, Maria Grazia Sarpietro |
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Rok vydání: | 2018 |
Předmět: |
02 engineering and technology
Thermotropic crystal 03 medical and health sciences chemistry.chemical_compound 0302 clinical medicine Colloid and Surface Chemistry Differential scanning calorimetry Prodrugs Physical and Theoretical Chemistry Uridine Liposome Calorimetry Differential Scanning DPPC DPPS lungmuir monolayer membranes Chemistry technology industry and agriculture Surfaces and Interfaces General Medicine Prodrug 021001 nanoscience & nanotechnology Combinatorial chemistry Sterols Membrane 030220 oncology & carcinogenesis Liposomes lipids (amino acids peptides and proteins) Steglich esterification Dimyristoylphosphatidylcholine 0210 nano-technology Biotechnology Conjugate |
Zdroj: | Colloids and Surfaces B: Biointerfaces. 166:203-209 |
ISSN: | 0927-7765 |
Popis: | Differential scanning calorimetry (DSC) is a thermoanalytical technique which provides information on the interaction between drugs and models of cell membranes. Studies on the calorimetric behavior of hydrated phospholipids within liposomes are employed to shed light on the changes in the physico-chemical properties when interacting with drugs. In this report, new potential anti-cancer drugs such as uridine and uridine derivatives (acetonide and its succinate), 3β-5α,8α-endoperoxide-cholestan-6-en-3-ol (5,8-epidioxicholesterol) and conjugate (uridine acetonide-epidioxicholesterol succinate) have been synthesized. Steglich esterification method using coupling agents allowed to obtain the uridine acetonide-sterol conjugate. The study on the interaction between the drugs and dimiristoyl-phophatidilcholine (DMPC) liposomes has been conducted by the use of DSC. The analysis of the DSC curves indicated that the uridine and derivatives (acetonide and its succinate) present a very soft interaction with the DMPC liposomes, whereas the 5,8-epidioxicholesterol and the conjugate showed a strong effect on the thermotropic behavior. Our results suggested that the lipophilic character of uridine acetonide-sterol conjugate improves the affinity with the DMPC liposomes. |
Databáze: | OpenAIRE |
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