Interaction of Amphotericin B with a synthettic glycolipid in Langmuir monolayers

JOHN JAIRO PINZON BARRANTES; GENARO ANGELONI; RAQUEL V. VICO

Capital Federal

Congreso; Reunión Conjunta de Sociedades de Biociencias-2017; 2017

Sociedades de Biociencias de Argentina

Amphotericin B (AmB) is an amphipathic polyene antibiotic used to treat systemic fungal infections. The therapeutic action, as well as the toxic side effects of AmB, depends directly on the molecular organization of the drug. AmB possesses very low solubility in aqueous media and new alternatives for its administration are needed. An interesting strategy is the use of surfactants to transport hydrophobic drugs. In previous work, we have synthesized a glycolipid formed by beta-cyclodextrin and an alkyl chain (CDanf). The surface behavior at the air-water interface of CDanf, alone and in the presence of other amphiphiles, is well known.As this glycolipid could offer an alternative to transport AmB our aim was to get inside about the interactions established among them. For this purpose, Langmuir monolayers of films formed by AmB and AmB/CDanf were studied at the air-water interface and their topography accessed by Brewster angle microscopy (BAM). Also, spectroscopic techniques such as NMR, UV-Vis, circular dichroism, and FT-IR were performed to elucidate the interactions. Our study indicates that strong interactions take place among AmB and CDanf mainly through the sugar moieties. Also, the organization acquired by AmB at the interface varies considerably due to the presence of CDanf favoring the monomeric form of the drug which is highly desirable for clinical use.