Abstract
Common buckwheat (Fagopyrum esculentum Moench) is well known as a weed suppressing crop due to its strong competitive and allelopathic characteristics. The possible allelopathic compounds in buckwheat include compounds from different groups, such as flavonoids, fatty acids, phenolic acids, etc. Less attention has been paid to other phenolic compounds, specifically eugenol, o-eugenol, coniferyl alcohol and 3,4,5-trimethoxyphenol as possible allelochemicals. The effects of eugenol, o-eugenol, coniferyl alcohol, and 3,4,5-trimethoxyphenol on germination and plant growth were tested on seven plant species. The results of our study showed that eugenols, coniferyl alcohol, or 3,4,5-trimethoxyphenol are minority components of the buckwheat plant. Eugenol reached the highest concentration (1.16μg/g DW in buckwheat leaves) from these compounds and they probably do not have a significant function in the allelopathy of common buckwheat. However, due to the inhibitory effects on germination and plant growth, eugenol could be utilized in the plant protection of sustainable agriculture.
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Amiri A, Dugas R, Pichot AL, Bompeix G (2008) In vitro and in vitro activity of eugenol oil (Eugenia caryophylata) against four important postharvest apple pathogens. Int J Food Microbiol 126:13–19
An M, Pratley JE, Haig T (2001) Phytotoxicity of vulpia residues: III. Biological activity of identified allelochemicals from vulpia residues. J Chem Ecol 27:381–392
Anandjiwala S, Kalola J, Rajani M (2006) Quantification of eugenol, luteolin, ursolic acid, and oleanolic acid in black and green varieties of Ocimum sanctum Linn. using high-performance thin-layer chromatography. J AOAC Int 89:1467–1474
Bainard LD, Isman MB, Upadhyaya MK (2006) Phytotoxicity of clove oil and its primary constituent eugenol and the role of leaf epicuticular wax in the susceptibility to these essential oils. Weed Sci 54:833–837
Blaževic I, Mastelic J (2009) Glucosinolate degradation products and other bound and free volatiles in the leaves and roots of radish (Raphanus sativus L.). Food Chem 113:96–102
Buttery RG, Ling LC, Light DM (1987) Tomato leaf volatile aroma components. J Agric Food Chem 35:1039–1042
DellaGreca M, Fiorentino A, Izzo A, Napoli F, Purcaro R, Zarrelli A (2007) Phytotoxicity of secondary metabolites from Aptenia cordifolia. Chem Biodivers 4:118–128
Didry N, Dubreuil L, Pinkas M (1994) Activity of thymol, carvacrol, cinnamaldehyde and eugenol on oral bacteria. Pharm Acta Helv 69:25–28
Edris AE, Farrag ES (2003) Antifungal activity of peppermint and sweet basil essential oils and their major aroma constituents on some plant pathogenic fungi from the vapor phase. Nährung 47:117–121
FAO (2010) FAOSTAT-Agriculture. Food and Agriculture Organisation of the United Nations, http://www.fao.org. Accessed 25 Jan 2010
Furukawa H, Nagasawa T (1998) Novel double bond-transferring hydroxylation reaction involved in microbial metabolism of eugenol. Ann NY Acad Sci 864:81–86
Gant RE, Clebsch EEC (1975) The allelopathic influences of Sassafras albidum in old-field succession in Tennessee. Ecology 56:604–615
Golisz A, Lata B, Gawronski SW, Fujii Y (2007) Specific and total activities of allelochemicals identified in buckwheat. Weed Biol Manag 7:164–171
Huang Y, Ho SH, Lee HC, Yap YL (2002) Insecticidal properties of eugenol, isoeugenol and methyleugenol and their effects on nutrition of Sitophilus zeamais Motsch (Coleoptera: Curculionidae) and Tribolium castaneum (Herbst) (Coleoptera: Tenebrionidae). J Stored Prod Res 38:403–412
Iqbal Z, Hiradate S, Noda A, Isojima S, Fujii Y (2002) Allelopathy of buckwheat: assessment of allelopathic potential of extract of aerial parts of buckwheat and identification of fagomine and other related alkaloids as allelochemicals. Weed Biol Manag 2:110–115
Iqbal Z, Hiradate S, Noda A, Isojima S, Fujii Y (2003) Allelopathic activity of buckwheat: isolation and characterization of phenolics. Weed Sci 51:657–662
Kalinova J, Triska J, Vrchotova N (2005) Biological activity of phenolic compounds in buckwheat plants. Allelopathy J 16:123–130
Kalinova J, Vrchotova N, Triska J (2007) Exudation of allelopathic substances in buckwheat (Fagopyrum esculentum Moench). J Agric Food Chem 55:6453–6459
Lee KG, Shibamoto T (2000) Antioxidant properties of aroma compounds isolated from soybeans and mung beans. J Agric Food Chem 48:4290–4293
Lee KG, Shibamoto T (2001) Antioxidant property of aroma extract isolated from clove buds [Syzygium aromaticum (L.) Merr. et Perry]. Food Chem 74:443–448
Maksimovic JD, Maksimovic V, Zivanovic B, Hadzi-Taskovic Sukalovic V, Vuletic M (2008) Peroxidase activity and phenolic compounds content in maize root and leaf apoplast, and their association with growth. Plant Sci 175:656–662
Nazareth S, Mavinkurve S (1986) Degradation of ferulic acid via 4-vinylguaiacol by Fusarium solani (Mart) Sacc. Can J Microbiol 32:494–497
Prida A, Puech JL (2006) Influence of geographical origin and botanical species on the content of extractives in American, French, and East European oak woods. J Agric Food Chem 54:8115–8126
Sangwan NK, Verma BS, Verma KK, Dhindsa KS (2006) Nematicidal activity of some essential plant oils. Pest Sci 28:331–335
Sawatwanich A, Thobunluepop P, Jatisatienr C, Vearasilp S, Pawelzik E, Dheeranupattana S, Jatisatienr A (2008) Using eugenol for seed coating technology as storage fungi control in soybean seeds. J Plant Dis Protect 115:44–45
Tin WWT, Hayashi H, Otomatsu T, Hirose K, Hasegawa K, Shigemori H (2009) Caprolactam, an inhibitory allelochemical exuded from germinating buckwheat (Fagopyrum esculentum) seeds. Heterocycles 78:1217–1222
Tsuzuki E, Yamamoto Y (1987) Studies on allelopathy among higher plants V. Isolation and identification of phenolic substances from wild perennial buckwheat (Fagopyrum cymosum M.). Bull Fac Agric Miyazaki Univ 34:289–295
Tsuzuki E, Yamamoto Y, Shimizu T (1987) Fatty acids in buckwheat are growth inhibitors. Ann Bot 60:69–70
Tworkoski T (2002) Herbicide effects of essential oils. Weed Sci 50:425–431
Warashina T, Nagatani Y, Noro T (2004) Constituents from the bark of Tabebuia impetiginosa. Phytochemistry 65:2003–2011
Xuan TD, Tsuzuki E (2004) Allelopathic plants: buckwheat (Fagopyrum spp.). Allelopathy J 13:137–148
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This work was supported by the grants from the Ministry of Education of the Czech Republic (MSM 6007665806) and by a research intention of ISBE AS CR (AV0Z60870520).
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Communicated by S. Weidner.
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Kalinova, J., Triska, J. & Vrchotova, N. Occurence of eugenol, coniferyl alcohol and 3,4,5-trimethoxyphenol in common buckwheat (Fagopyrum esculentum Moench) and their biological activity. Acta Physiol Plant 33, 1679–1685 (2011). https://doi.org/10.1007/s11738-010-0704-6
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DOI: https://doi.org/10.1007/s11738-010-0704-6