title: 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, the phosphonium salt (3,4,5-trimethoxybenzylphosphonium bromide) is synthesized and coupled, through a Wittig reaction, with several aldehydes, including methoxymethyl-protected isovanillin, the aldehyde y-bicyclohomofarnesal having a labdane skeleton, 3-(3-pyridyl) propanal, and furfural. The biological properties 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.
authors.affiliation: Department of Organic Chemistry, University of Valencia, Burjassot E-46100, Valencia, Spain. miguel.a.gonzalez@uv.es
authors.forename: Miguel A
authors.initials: MA
authors.lastname: González
authors.forename: David
authors.initials: D
authors.lastname: Pérez-Guaita
authors.forename: Lee S
authors.initials: LS
authors.lastname: Agudelo-Goméz
authors.forename: Verónica
authors.initials: V
authors.lastname: Tangarife-Castaño
authors.forename: Bibiana
authors.initials: B
authors.lastname: Zapata
authors.forename: Liliana
authors.initials: L
authors.lastname: Betancur-Galvis
mesh_terms: D000935:Antifungal Agents / Q000737:chemistry / Q000494:pharmacology*; D000998:Antiviral Agents / Q000737:chemistry / Q000494:pharmacology*; D008967:Molecular Biology; D013267:Stilbenes / Q000138:chemical synthesis* / Q000494:pharmacology*
chemical_list: D000935:Antifungal Agents; D000998:Antiviral Agents; D013267:Stilbenes