RESUMEN
Smoke-derived butenolide compounds have, in recent years, been shown to be important germination signaling molecules, which also affect seedling growth. The butenolide 3,4,5-trimethylfuran-2(5H)-one was previously isolated from plant-derived smoke and was found to significantly reduce the effect on germination by the highly active promotor karrikinolide (KAR1, 3-methyl-2H-furo[2,3-c]pyran-2-one), another smoke-derived compound. In this study, 11 analogs of 3,4,5-trimethylfuran-2(5H)-one were synthesized and their effect on the germination of light-sensitive 'Grand Rapids' lettuce seeds (Lactua sativa cv. 'Grand Rapids') were evaluated. A concentration series (1mM-1µM) of the analogs were tested alone, or in combination with 0.01µM KAR1. Only two compounds were found to reduce the germination promotory effect of 0.01µM KAR1 in a similar manner as observed with 3,4,5-trimethylfuran-2(5H)-one, with activity ranging from 1mM to 10µM. Four compounds were found to have inhibitory activity at 1mM and 100µM. The retention of activity by some of the analogs may be useful for designing novel compounds with improved activity. Furthermore, understanding the structure-activity relationships of these compounds may be helpful in synthesizing molecular probes that can be used to further investigate the mechanism of action of these compounds in regulating seed germination.
Asunto(s)
Furanos/farmacología , Germinación/efectos de los fármacos , Lactuca/crecimiento & desarrollo , Reguladores del Crecimiento de las Plantas/farmacología , Piranos/farmacología , Relación Dosis-Respuesta a Droga , Furanos/síntesis química , Lactuca/efectos de los fármacos , Lactuca/metabolismo , Espectroscopía de Resonancia Magnética , Espectrometría de Masas , Reguladores del Crecimiento de las Plantas/síntesis química , Semillas/efectos de los fármacos , Semillas/crecimiento & desarrollo , Semillas/metabolismo , Humo/análisis , Relación Estructura-ActividadRESUMEN
The use of plant growth regulators is well established and they are used in many fields of plant science for enhancing growth. Brassica juncea plants were treated with 2.5, 5.0 and 7.5 microM auxin indole-3-butyric acid (IBA), which promotes rooting. The IBA-treated plants were also sprayed with 100 microM gibberellic acid (GA3) and kinetin (Kin) to increase leaf-foliage. Gold (I) chloride (AuCl) was added to the growth medium of plants to achieve required gold concentration. The solubilizing agent ammonium thiocyanate (1 g kg(-1)) (commonly used in mining industries to solubilize gold) was added to the nutrient solution after six weeks of growth and, two weeks later, plants were harvested. Plant growth regulators improved shoot and root dry biomass of B. juncea plants. Inductively Coupled Plasma Optical Emission Spectrometry analysis showed the highest Au uptake for plants treated with 5.0 microM IBA. The average recovery of Au with this treatment was significantly greater than the control treatment by 45.8 mg kg(-1) (155.7%). The other IBA concentrations (2.5 and 7.5 microM) also showed a significant increase in Au uptake compared to the control plants by 14.7 mg kg(-1) (50%) and 42.5 mg kg(-1) (144.5%) respectively. A similar trend of Au accumulation was recorded in the roots of B. juncea plants. This study conducted in solution culture suggests that plant growth regulators can play a significant role in improving phytoextraction of Au.