Phytotoxicity of umbelliferone and its analogs: Structure–activity relationships and action mechanisms

Abrahim, 2008, Bidens pilosaL. Exhibits high sensitivity to coumarin in comparison with three other weed species, J. Chem. Ecol., 34, 499, 10.1007/s10886-008-9449-8 Aliotta, 1993, Inhibition of radish germination and root growth by coumarin and phenylpropanoids, J. Chem. Ecol., 19, 175, 10.1007/BF00993687 Babula, 2009, Naphthoquinones as allelochemical triggers of programmed cell death, Environ. Exp. Bot., 65, 330, 10.1016/j.envexpbot.2008.11.007 Bourgaud, 2006, Biosynthesis of coumarins in plants: a major pathway still to be unravelled for cytochrome P450 enzymes, Phytochem. Rev., 5, 293, 10.1007/s11101-006-9040-2 Bulut, 1996, Improved synthesis of some hydroxycoumarins, Dyes Pigments, 30, 99, 10.1016/0143-7208(95)00060-7 Cui, 2014, Nematicidal metabolites from roots of Stellera chamaejasme against Bursaphelenchus xylophilus and Bursaphelenchus mucronatus, Pest. Manag. Sci., 70, 827, 10.1002/ps.3625 Guo, 2015, Potential allelochemicals in root zone soils of Stellera chamaejasme L. and variations at different geographical growing sites, Plant Growth Regul., 10.1007/s10725-015-0068-4 Haig, 2009, Lavender as a source of novel plant compounds for the development of a natural herbicide, J. Chem. Ecol., 35, 1129, 10.1007/s10886-009-9689-2 Hiradate, 2004, Phytotoxic cis-cinnamoyl glucosides from Spiraea thunbergii, Phytochemistry, 65, 731, 10.1016/j.phytochem.2004.01.010 Itani, 2013, Allelopathic activity of some herb plant species, Int. J. Agric. Biol., 15, 1359 Jansson, 1980, Coumarin effects on glycine max hypocotyl explains, Physiol. Plant, 48, 486, 10.1111/j.1399-3054.1980.tb03291.x Kalinova, 2007, Exudation of allelopathic substances in buckwheat (Fagopyrum esculentum moench), J. Agric. Food. Chem., 55, 6453, 10.1021/jf070795u Koodkaew, 2012, Phytotoxic action mechanism of hapalocyclamide in lettuce seedlings, Plant Physiol. Biochem., 58, 23, 10.1016/j.plaphy.2012.06.002 Kummerova, 2010, The use of chlorophyll fluorescence for evaluation of phytotoxicity of organic pollutants, Lis. Cukrov. Repar., 126, 410 Kupidlowska, 1994, The effects of coumarin on root elongation and ultrastructure of meristematic cell protoplast, Ann. Bot., 73, 525, 10.1006/anbo.1994.1065 Li, 2013, Coumarins and lignans from Zanthoxylum schinifolium and their anticancer activities, J. Agric. Food. Chem., 61, 10730, 10.1021/jf403479c Li, 2011, Biological activity and quantification of potential autotoxins from picea schrenkiana leaves, Allelopathy. J., 27, 245 Liu, 2013, Phytotoxic allelochemicals from roots and root exudates of Trifolium pratense, J. Agric. Food. Chem., 61, 6321, 10.1021/jf401241e Maitland-van der Zee, 2014, Patients benefit from genetics-guided coumarin anticoagulant therapy, Clin. Pharmacol. Ther., 96, 15, 10.1038/clpt.2014.44 Moreland, 1987, Effects of phenolic-acid, coumarin, and flavonoids on isolated-chloroplasts and mitochondria, ACS. Symp. Ser., 330, 247, 10.1021/bk-1987-0330.ch023 Naik, 2007, A simple and efficient protocol for the synthesis of substituted comarins catalyzed by stannic(IV) chloride under solvent-free condition, React. Kinet. Catal. L., 91, 169, 10.1007/s11144-007-5128-y Nebo, 2014, Phytotoxicity of alkaloids, coumarins and flavonoids isolated from 11 species belonging to the rutaceae and meliaceae families, Phytochem. L., 8, 226, 10.1016/j.phytol.2014.02.010 Shen, 2010, Hydroxycoumarin derivatives: novel and potent α-glucosidase inhibitors, J. Med. Chem., 53, 8252, 10.1021/jm100757r Shokoohinia, 2014, Antiviral and cytotoxic evaluation of coumarins from prangos ferulacea, Pharm. Biol., 52, 1543, 10.3109/13880209.2014.907322 Silva, 2014, Chemical constituents of Cardiospermum corindum L. and their distribution in Sapindaceae, Biochem. Syst. Ecol., 57, 137, 10.1016/j.bse.2014.07.021 Sree, 2015, Phytotoxicity of cobalt ions on the duckweed lemna minor – morphology, ion uptake, and starch accumulation, Chemosphere, 131, 149, 10.1016/j.chemosphere.2015.03.008 Wellburn, 1994, The spectral determination of chlorophylls a and b, as well as total carotenoids, using various solvents with spectrophotometers of different resolution, J. Plant Physiol., 144, 307, 10.1016/S0176-1617(11)81192-2 Yan, 2015, Mechanism of artemisinin phytotoxicity action: induction of reactive oxygen species and cell death in lettuce seedlings, Plant Physiol. Biochem., 88, 53, 10.1016/j.plaphy.2015.01.010 Yan, 2014, Phytotoxic flavonoids from roots of Stellera chamaejasme L. (Thymelaeaceae), Phytochemistry, 106, 61, 10.1016/j.phytochem.2014.07.013 Yasunaka, 2005, Antibacterial activity of crude extracts from Mexican medicinal plants and purified coumarins and xanthones, J. Ethnopharmacol., 97, 293, 10.1016/j.jep.2004.11.014