Synthesis of gibberellin A29 β-D-glucosides and β-D-glucosyl derivatives of [17-13C,T2]gibberellin A5, A20, and A29

✍ Scribed by Schneider, Gernot ;Schreiber, Klaus ;Jensen, Einar ;Phinney, Bernard O.

• Publisher: John Wiley and Sons
• Year: 1990
• Tongue: English
• Weight: 408 KB
• Volume: 1990
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.199019900192

✦ Synopsis

Abstract

2‐O‐GA~29~β‐D‐glucopyranoside (1e) and 13‐O‐GA~29~, β‐D‐glucopyr‐anoside (1h) were synthesized from GA~29~ methyl ester (1b). Their structures were confirmed by ^1^H NMR and GC‐MS. Likewise, [17‐^13^C,T~2~]‐labelled 1e and 1h could be obtained. From [17‐^13^C,T~2~]GA~20~ (2a) and [17‐^13^C,T~2~]GA~5~ (3a) the 13‐O‐GA β‐D‐[6‐D~2~]glucopyranosides [17‐^13^C,T~2~;6′‐D~2~]‐2d and [17‐^13^C,T~2~;6′‐D~2~]‐3d, and the β‐D‐glucopyranosyl esters [17‐^13^C,T~2~;6′‐D~2~]‐2f and [17‐^13^C,T~2~;6′‐D~2~]‐3f were synthesized. The labelled compounds were characterized by HPLC and GC‐MS.