Two new growth inhibitory compounds, 6-Odecanoyl-D-altrose and 6-O-decanoyl-D-gulose, were synthesized from D-altrose (C-2 epimer of D-allose) and Dgulose (C-4 epimer of D-allose), respectively, via lipasecatalyzed transesterification using vinyl decanoate. Furthermore, the inhibitory activity of 6-O-decanoyl-D-altrose and 6-O-decanoyl-D-gulose on different plant growths were examined. These two new rare sugar derivatives exhibited the inhibitory activity on the growth of cress, Italian rye grass, and rice seedlings similar to 6-O-decanoyl-D-allose, but in the case of lettuce, they showed the weaker inhibitory activity than 6-O-decanoyl-D-allose. In addition, we found that the co-addition of gibberellins (GAs) with a test solution of 6-O-decanoyl-D-altrose or 6-O-decanoyl-Dgulose on rice seedlings brought the recovery of inhibition. These results suggest that the D-altrose and D-gulose esters as well as the D-allose ester inhibited the biosynthesis of GAs to exhibit the plant growth inhibitory activity.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.