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RESEARCH PRODUCT
Synthesis and Biological Evaluation of Combretastatin A-4 and Three Combretastatin-Based Hybrids
Lee Solbay Agudelo-gómezBibiana ZapataDavid Perez-guaitaMiguel A. GonzálezVerónica Tangarife-castañoLiliana Betancur-galvissubject
PharmacologyCombretastatin A-4CombretastatinPhosphonium saltPlant ScienceGeneral MedicineIsovanillinLabdanechemistry.chemical_compoundComplementary and alternative medicinechemistryPyrogallolDrug DiscoveryWittig reactionOrganic chemistryGallic aciddescription
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 γ-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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2012-08-01 | Natural Product Communications |