Synthesis of tricyclic butenolides and comparison their effects with known smoke-butenolide, KAR1.

Plant–derived smoke – butenolide, called at present karrikin 1 (KAR1) is known as an important inductor of seed germination and seedling growth. In this study, tricyclic butenolides were synthesized and their effects on germination of dormant and non–dormant Avena fatua caryopses were compared, as were also their effects versus those of KAR1 on seedling growth. KAR1 was found to be most effective and to completely remove dormancy. Butenolides, rac-8 and (S)-8a, showed a low stimulatory effect on germination of dormant caryopses, visible only when applied at very high concentrations. These compounds used at concentrations 100 times those of KAR1 similarly increased the speed of germination and vigor of non-dormant caryopses. Likewise, growth of coleoptiles and their fresh weight were increased by KAR1 as well as by rac-8 and (S)-8a to a similar value. KAR1 and rac-8 were more effective than (S)-8a in increasing root growth.