| Autor: |
Cowley, DE, Duke, CC, Liepa, AJ, Macleod, JK, Letham, DS |
| Zdroj: |
Australian Journal of Chemistry; 1978, Vol. 31 Issue: 5 p1095-1111, 17p |
| Abstrakt: |
The structures of the major stable plant metabolites of the cytokinins zeatin and 6-benzylaminopurine have been confirmed by synthesis to be 7- and 9-β-D-glucopyranosides. The small quantities of metabolites initially isolated (< 100 μg) precluded assignment of the glucose ring size or configuration of the anomeric linkage so that synthesis of both the furanose and pyranose forms of 7-β-D- and 9-β-D-glucosylzeatin and 6-benzylaminopurine was undertaken which allowed direct u.v., m.s. and t.l.c. comparison with the metabolites. Numerous synthetic routes to the unusual 7-glucosides of the two cytokinins were explored, the most successful utilizing a one-pot pyrimidine ring closure of an imidazole derivative to afford directly in high yield the required 7-glucosides of zeatin and 6-benzylaminopurine. |
| Databáze: |
Supplemental Index |
| Externí odkaz: |
|
