Hao, Bing, Caulfield, John C., Hamilton, Mary L., Pickett, John A.  ORCID: https://orcid.org/0000-0002-1008-6595, Midega, Charles A. O., Khan, Zeyaur R., Wang, Junru R. and Hooper, Antony M.
2015.
The biosynthesis of allelopathic di-C-glycosylflavones from the roots of Desmodium incanum (G. Mey.) DC.
Organic and Biomolecular Chemistry
13
(48)
, pp. 11663-11673.
10.1039/C5OB01926E
|
Abstract
The allelopathic root exudate of the drought-tolerant subsistence cereal intercrop D. incanum, protecting against the parasitic weed Striga hermonthica, comprises a number of di-C-glycosylflavones specifically containing C-glucosyl, C-galactosyl and C-arabinosyl moieties. Here we demonstrate that the biosynthesis of all compounds containing a C-glucose involves C-glucosylation of 2-hydroxynaringenin with subsequent C-galactosylation, C-glucosylation or C-arabinosylation. In addition, the crude soluble enzyme extract converts two fluorinated 2-hydroxyflavanone analogues to corresponding mono- and di-C-glycosylflavones demonstrating that some differences in C-ring substitution can be tolerated by the plant enzymes. Elucidating the biosynthesis of these C-glycosylflavones (CGFs) has the potential to open up opportunities for transferring the enzymic and genetic basis for the S. hermonthica inhibiting allelopathic trait to food crop plants.
| Item Type: | Article |
|---|---|
| Date Type: | Published Online |
| Status: | Published |
| Schools: | Schools > Chemistry |
| Publisher: | Royal Society of Chemistry |
| ISSN: | 1477-0520 |
| Date of Acceptance: | 13 October 2015 |
| Last Modified: | 03 Nov 2022 10:04 |
| URI: | https://orca.cardiff.ac.uk/id/eprint/106836 |
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