Structure−Activity Relationship of Karrikin Germination Stimulants
Karrikins (2H-furo[2,3-c]pyran-2-ones) are potent smoke-derived germination promoters for a diverse range of plant species but, to date, their mode of action remains unknown. This paper reports the structure−activity relationship of numerous karrikin analogues to increase understanding of the key st...
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| Published in | Journal of agricultural and food chemistry Vol. 58; no. 15; pp. 8612 - 8617 |
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| Main Authors | , , , , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
WASHINGTON
American Chemical Society
11.08.2010
Amer Chemical Soc |
| Subjects | |
| Online Access | Get full text |
| ISSN | 0021-8561 1520-5118 1520-5118 |
| DOI | 10.1021/jf101690a |
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| Abstract | Karrikins (2H-furo[2,3-c]pyran-2-ones) are potent smoke-derived germination promoters for a diverse range of plant species but, to date, their mode of action remains unknown. This paper reports the structure−activity relationship of numerous karrikin analogues to increase understanding of the key structural features of the molecule that are required for biological activity. The results demonstrate that modification at the C5 position is preferred over modification at the C3, C4, or C7 positions for retaining the highest bioactivity. |
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| AbstractList | Karrikins (2H-furo[2,3-c]pyran-2-ones) are potent smoke-derived germination promoters for a diverse range of plant species but, to date, their mode of action remains unknown. This paper reports the structure−activity relationship of numerous karrikin analogues to increase understanding of the key structural features of the molecule that are required for biological activity. The results demonstrate that modification at the C5 position is preferred over modification at the C3, C4, or C7 positions for retaining the highest bioactivity. Karrikins (2H-furo[2,3-c]pyran-2-ones) are potent smoke-derived germination promoters for a diverse range of plant species but, to date, their mode of action remains unknown. This paper reports the structure-activity relationship of numerous karrikin analogues to increase understanding of the key structural features of the molecule that are required for biological activity. The results demonstrate that modification at the C5 position is preferred over modification at the C3, C4, or C7 positions for retaining the highest bioactivity.Karrikins (2H-furo[2,3-c]pyran-2-ones) are potent smoke-derived germination promoters for a diverse range of plant species but, to date, their mode of action remains unknown. This paper reports the structure-activity relationship of numerous karrikin analogues to increase understanding of the key structural features of the molecule that are required for biological activity. The results demonstrate that modification at the C5 position is preferred over modification at the C3, C4, or C7 positions for retaining the highest bioactivity. Karrikins (2H-furo[2,3-c]pyran-2-ones) are potent smoke-derived germination promoters for a diverse range of plant species but, to date, their mode of action remains unknown. This paper reports the structure activity relationship of numerous karrikin analogues to increase understanding of the key structural features of the molecule that are required for biological activity. The results demonstrate that modification at the C5 position is preferred over modification at the C3, C4, or C7 positions for retaining the highest bioactivity. |
| Author | Heath, Charles H Flematti, Gavin R Goddard-Borger, Ethan D Stick, Robert V Ghisalberti, Emilio L Nelson, David C Dixon, Kingsley W Commander, Lucy E Scaffidi, Adrian Smith, Steven M |
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| Cites_doi | 10.1016/S0254-6299(15)31194-7 10.1007/s10725-006-9149-8 10.17660/ActaHortic.2009.813.20 10.1002/ejoc.200700334 10.1016/j.jaridenv.2009.01.007 10.1073/pnas.0911635107 10.1016/j.sajb.2008.10.004 10.1079/SSR2005232 10.1104/pp.108.131516 10.1016/j.plantsci.2009.06.007 10.1007/BF00029542 10.1071/BT07209 10.1016/j.tetlet.2008.03.024 10.1007/s11104-007-9344-z 10.1016/j.fcr.2005.12.007 10.1111/j.1439-037X.2006.00213.x 10.1021/ol005843+ 10.1016/j.tetlet.2005.06.077 10.1126/science.1099944 10.1021/jf9028128 10.1111/j.1095-8339.2009.01009.x 10.1079/SSR2003154 10.1079/SSR2005218 10.1016/j.tetlet.2008.05.052 10.1021/jf0633241 10.1002/ejoe.200700334 |
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| Keywords | Karrikinolide smoke seed dormancy seed germination germination stimulant karrikin SEED-GERMINATION LIGHT GIBBERELLIN COMPOUND BUTENOLIDE SMOKE-WATER GROWTH Seeds Structure activity relation Germination |
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| Snippet | Karrikins (2H-furo[2,3-c]pyran-2-ones) are potent smoke-derived germination promoters for a diverse range of plant species but, to date, their mode of action... |
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| SubjectTerms | Agriculture Agriculture, Multidisciplinary Bioactive Constituents bioactive properties Biological and medical sciences chemical analysis chemical composition Chemistry Chemistry, Applied Food industries Food Science & Technology Fundamental and applied biological sciences. Psychology Furans - chemistry Furans - pharmacology Germination - drug effects Life Sciences & Biomedicine Molecular Structure Physical Sciences plant growth substances Pyrans - chemistry Pyrans - pharmacology Science & Technology seed germination Seeds - drug effects Seeds - physiology smoke Solanum - drug effects Solanum - physiology Structure-Activity Relationship structure-activity relationships |
| Title | Structure−Activity Relationship of Karrikin Germination Stimulants |
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