An Amphotericin B Derivative Equally Potent to Amphotericin B and with Increased Safety


Por: Antillon, Armando, de Vries, Alexander H., Espinosa-Caballero, Marcel, Marcos Falcon-Gonzalez, Jose, Flores Romero, David, Gonzalez-Damian, Javier, Eloisa Jimenez-Montejo, Fabiola, Leon-Buitimea, Angel, Lopez-Ortiz, Manuel, Magana, Ricardo, Marrink, Siewert J., Morales-Nava, Rosmarbel, Periole, Xavier, Reyes-Esparza, Jorge, Rodriguez Lozada, Josue, Minerva Santiago-Angelino, Tania, Vargas Gonzalez, Maria Cristina, Regla, Ignacio, Carrillo-Tripp, Mauricio, Fernandez-Zertuche, Mario, Rodriguez-Fragoso, Lourdes, Ortega-Blake, Ivan

Publicada: 28 sep 2016
Resumen:
Amphotericin B is the most potent antimycotic known to date. However due to its large collateral toxicity, its use, although long standing, had been limited. Many attempts have been made to produce derivatives with reduced collateral damage. The molecular mechanism of polyene has also been closely studied for this purpose and understanding it would contribute to the development of safe derivatives. Our study examined polyene action, including chemical synthesis, electrophysiology, pharmacology, toxicology and molecular dynamics. The results were used to support a novel Amphotericin B derivative with increased selectivity: L-histidine methyl ester of Amphotericin B. We found that this derivative has the same form of action as Amphotericin B, i.e. pore formation in the cell membrane. Its reduced dimerization in solution, when compared to Amphotericin B, is at least partially responsible for its increased selectivity. Here we also present the results of preclinical tests, which show that the derivative is just as potent as Amphotericin B and has increased safety.

Filiaciones:
Univ Nacl Autonoma Mexico, Inst Ciencias Fis, Apartado Postal 48-3, Cuernavaca 62251, Morelos, Mexico
Univ Groningen, Groningen Biomol Sci & Biotechnol Inst, Nijenborgh 7, NL-9747 AG Groningen, Netherlands
Univ Groningen, Zernike Inst Adv Mat, Nijenborgh 7, NL-9747 AG Groningen, Netherlands
Inst Politecn Nacl, Ctr Invest & Estudios Avanzados, Dept Fis, Unidad Merida, Km 6,Carretera Antigua & Progreso, Merida 97310, Yucatan, Mexico
Inst Politecn Nacl, Ctr Invest & Estudios Avanzados, Lab Nacl Genom Biodiversidad, Unidad Irapuato, Km 9-6 Libramiento Norte Carretera Irapuato Leon, Guanajuato 36821, Mexico
Univ Autonoma Estado Morelos, Ctr Invest Quim, Ave Univ 1001,Col Chamilpa, Cuernavaca, Morelos, Mexico
Univ Autonoma Estado Morelos, Fac Farm, Ave Univ 1001,Col Chamilpa, Cuernavaca, Morelos, Mexico
Univ Nacl Autonoma Mexico, Fac Estudios Super Zaragoza, Batalla 5 Mayo & Fuerte Loreto Mexico, Mexico City 09230, DF, Mexico
Ctr Invest Matemat AC, Ciencias Comp, Guanajuato, Mexico
ISSN: 19326203
Editorial
PUBLIC LIBRARY SCIENCE, 1160 BATTERY STREET, STE 100, SAN FRANCISCO, CA 94111 USA, Estados Unidos America
Tipo de documento: Article
Volumen: 11 Número: 9
Páginas:
WOS Id: 000384171400006
ID de PubMed: 27683101

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