Synthesis and biological evaluation of combretastatin A-4 and three combretastatin-based hybrids

ABSTRACT: The syntheses of combretastatin A-4 from gallic acid and of three combretastatin-based hybrids are described. Starting from commercial gallic acid, thephosphonium salt (3,4,5-trimethoxybenzylphosphonium bromide) is synthesized and coupled, through a Wittig reaction, with several aldehydes, includingmethoxymethyl-protected isovanillin, the aldehyde γ-bicyclohomofarnesal having a labdane skeleton, 3-(3-pyridyl) propanal, and furfural. The biologicalproperties of the cis-coupled compounds as cytotoxic, antiviral and antifungal agents are also reported. In addition, pyrogallol, gallic and 3,4,5-trimethoxybenzoic acids have been studied biologically.

• Autores: Agudelo Goméz, Lee Solbay; Tangarife Castaño, Verónica; Betancur Galvis, Liliana Amparo; Zapata Londoño, María Bibiana; Pérez Guaita, David; González, Miguel
• Tipo de recurso: Article of investigation
• Fecha de publicación: 2012
• Institución: Universidad de Antioquia
• Repositorio: Repositorio UdeA
• Idioma: eng
• OAI Identifier: oai:bibliotecadigital.udea.edu.co:10495/41216
• Acceso en línea: https://hdl.handle.net/10495/41216
• Palabra clave: Antifúngicos; Antifungal Agents; Antivirales; Antiviral Agents; Biología Molecular; Molecular Biology; Estilbenos; Stilbenes; https://id.nlm.nih.gov/mesh/D000935; https://id.nlm.nih.gov/mesh/D000998; https://id.nlm.nih.gov/mesh/D008967; https://id.nlm.nih.gov/mesh/D013267
• Rights: openAccess
• License: http://creativecommons.org/licenses/by-nc/2.5/co/