RATIONAL DESIGN, SYNTHESIS AND BIOLOGICAL EVALUATION OF THE FIRST INHIBITOR OF LIGNIN POLYMERIZATION

Authors
DAUBRESSE N CHUPEAU Y FRANCESCH C LAPIERRE C POLLET B ROLANDO C
Citation
N. Daubresse et al., RATIONAL DESIGN, SYNTHESIS AND BIOLOGICAL EVALUATION OF THE FIRST INHIBITOR OF LIGNIN POLYMERIZATION, Chemical communications, (16), 1997, pp. 1489-1490
Citations number
32
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
16
Year of publication
1997
Pages
1489 - 1490
Database
ISI
SICI code
1359-7345(1997):16<1489:RDSABE>2.0.ZU;2-J
Abstract
A fluorinated analogue of coniferin (the glucoside of coniferyl alcoho l) has been synthesized in three steps from vanillin tetraacetyl gluco side; bearing a fluorine atom on the beta position of the propenyl sid e chain which is involved in the main site of coupling, it is designed as a potential inhibitor of oxidases involved in the biosynthesis of lignin, and in vivo experiments show a pronounced inhibition of lignin biosynthesis in poplar plantlets, with a five-fold decrease in lignin formed.