. . . "Papenfus, H. B." . "PT - Portugalsk\u00E1 republika" . . "Po\u0161ta, Martin" . . "Structure-activity relationships of analogs of 3,4,5-trimethylfuran-2(5H)-one with germination inhibitory activities" . . "5"^^ . "RIV/61388963:_____/13:00396377!RIV14-MSM-61388963" . "14" . "butenolide; karrikinolide; Lactuca sativa; seed germination; smoke"@en . . "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 (KAR(1), 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 (1 mM-1 mu M) of the analogs were tested alone, or in combination with 0.01 mu M KAR(1). Only two compounds were found to reduce the germination promotory effect of 0.01 mu M KAR(1) in a similar manner as observed with 3,4,5-trimethylfuran-2(5H)-one, with activity ranging from 1 mM to 10 mu M. Four compounds were found to have inhibitory activity at 1 mM and 100 mu M. 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." . "Structure-activity relationships of analogs of 3,4,5-trimethylfuran-2(5H)-one with germination inhibitory activities"@en . "170" . . . "Kohout, Ladislav" . . . . "Journal of Plant Physiology" . "2"^^ . . "000324081200003" . "Staden van, J." . . . "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 (KAR(1), 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 (1 mM-1 mu M) of the analogs were tested alone, or in combination with 0.01 mu M KAR(1). Only two compounds were found to reduce the germination promotory effect of 0.01 mu M KAR(1) in a similar manner as observed with 3,4,5-trimethylfuran-2(5H)-one, with activity ranging from 1 mM to 10 mu M. Four compounds were found to have inhibitory activity at 1 mM and 100 mu M. 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."@en . . "8"^^ . "Structure-activity relationships of analogs of 3,4,5-trimethylfuran-2(5H)-one with germination inhibitory activities" . "10.1016/j.jplph.2013.04.002" . . "[B4B6ABFE0CDF]" . "108425" . . "Light, M. E." . "RIV/61388963:_____/13:00396377" . . . "0176-1617" . "Structure-activity relationships of analogs of 3,4,5-trimethylfuran-2(5H)-one with germination inhibitory activities"@en . "I, P(1M06030)" .