Tyrosinase catalysed biphenyl construction from flavan-3-ol substrates |
| |
Authors: | van Rensburg W J Ferreira D Malan E Steenkamp J A |
| |
Affiliation: | Department of Chemistry, University of the Orange Free State, Bloemfontein, South Africa. jvrensw@cem.nw.uovs.ac.za |
| |
Abstract: | Mushroom tyrosinase catalysed oxidation of three flavan-3-ols, viz. catechin, fisetinidol and mesquitol, was conducted to construct biphenyl bonds. Exposure of the flavan-3-ols to tyrosinase and subsequent trapping of the o-quinone intermediates resulted in the formation of novel flavan-3-ol derivatives, the structures of which were elucidated by mono- and two-dimensional 1H-NMR experiments. Application of the methodology resulted in the improved synthesis of the natural flavan-3-ol dimer, mesquitol-[5-->8]-catechin, previously isolated from Prosopis glandulosa. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|