PROBING THE ROLE OF THE HYDROXYL GROUP OF ABA - ANALOGS WITH A METHYL-ETHER AT C-1'

Citation
Pa. Rose et al., PROBING THE ROLE OF THE HYDROXYL GROUP OF ABA - ANALOGS WITH A METHYL-ETHER AT C-1', Phytochemistry, 41(5), 1996, pp. 1251-1258
Citations number
18
Categorie Soggetti
Plant Sciences
Journal title
ISSN journal
00319422
Volume
41
Issue
5
Year of publication
1996
Pages
1251 - 1258
Database
ISI
SICI code
0031-9422(1996)41:5<1251:PTROTH>2.0.ZU;2-F
Abstract
(+)-(S)- and (-)-(R)-C-1'-O-methyl abscisic acids and their methyleste rs, as well as the methyl ethers of the acetylenic analogue of methyl ABA, were synthesized through an enantioselective route, giving a seri es of optically active, new C-1' substituted analogues with known ster eochemistry. In a wheat embryo germination inhibition assay, (-)-C-1'- O-methyl ABA shows high activity, comparable with(+)- and (-)-ABA, whe reas(+)-C-1'-O-methyl ABA is less active. In a wheat seedling transpir ation assay, both analogues exhibit weak activity although the (+)-ABA -like analogue is more potent than its enantiomer. The anti-transpiran t response increases over time, which may indicate that the analogue i s being metabolized to ABA in vivo.