Hostname: page-component-78c5997874-v9fdk Total loading time: 0 Render date: 2024-11-10T06:15:58.742Z Has data issue: false hasContentIssue false

Enhanced Exudation of DIMBOA and MBOA by Wheat Seedlings Alone and in Proximity to Wild Oat (Avena fatua) and Flixweed (Descurainia sophia)

Published online by Cambridge University Press:  20 January 2017

C. H. Lu
Affiliation:
Key Laboratory of Pesticide Chemistry and Application, Ministry of Agriculture, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing 100193, China
X. G. Liu
Affiliation:
Key Laboratory of Pesticide Chemistry and Application, Ministry of Agriculture, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing 100193, China
J. Xu
Affiliation:
Key Laboratory of Pesticide Chemistry and Application, Ministry of Agriculture, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing 100193, China
F. S. Dong
Affiliation:
Key Laboratory of Pesticide Chemistry and Application, Ministry of Agriculture, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing 100193, China
C. P. Zhang
Affiliation:
State Key Laboratory Breeding Base for Zhejiang Sustainable Pest and Disease Control, Institute of Quality and Standard for Agricultural Products, Zhejiang Academy of Agricultural Sciences, Hangzhou, 310021, P. R. China
Y. Y. Tian
Affiliation:
Key Laboratory of Pesticide Chemistry and Application, Ministry of Agriculture, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing 100193, China
Y. Q. Zheng*
Affiliation:
Key Laboratory of Pesticide Chemistry and Application, Ministry of Agriculture, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing 100193, China
*
Corresponding author's E-mail: yongquan_zheng@yahoo.com.cn

Abstract

The allelochemicals 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA) and 6-methoxy-benzoxazolin-2-one (MBOA) in wheat are considered to have a role in plant defense against weeds. This study explored the effect of proximity to two weeds, wild oat and flixweed, on DIMBOA/MBOA production in wheat seedlings under hydroponic culture to identify whether the breeding of modern wheat varieties with higher concentrations of these compounds could ensure plant-mediated weed control. MBOA was detected and was noted to exert a significant response; its exudation by some wheat seedlings was significantly increased irrespective of whether the roots were in contact with or separate from those of the weeds. The weeds were a source of biotic stress to wheat when grown in proximity to it, and the stress resulted in production of higher levels of MBOA in wheat seedlings, although the concentration varied with the wheat cultivar. Therefore, the synthesis and exudation of DIMBOA/MBOA in wheat seedlings appears to be an active metabolic process influenced by the environment, particularly the presence of weeds.

Type
Physiology, Chemistry, and Biochemistry
Copyright
Copyright © Weed Science Society of America 

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

Literature Cited

Atkinson, J., Morand, P., Arnason, J. T., Niemeyer, H. M., and Bravo, H. R. 1991. Analogues of the cyclic hydroxamic acid 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3-one: decomposition to benzoxazolinones and reaction with β-mercaptoethanol. J. Org. Chem. 56:17881800.CrossRefGoogle Scholar
Barnes, J. P. and Putnam, A. R. 1987. Role of benzoxazinones in allelopathy by rye (Secale cereale L.). J. Chem. Ecol. 13:889906.CrossRefGoogle ScholarPubMed
Bi, H. H., Zeng, R. S., Su, L. M., An, M., and Luo, S. M. 2007. Rice allelopathy induced by methyl jasmonate and methyl salicylate. J. Chem. Ecol. 33:10891103.CrossRefGoogle ScholarPubMed
Chen, K., Zheng, Y., Kong, C., Zhang, S., Li, J., and Liu, X. 2010. 2, 4-Dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA) and 6-methoxy-benzoxazolin-2 -one (MBOA) levels in the wheat rhizosphere and their effect on the soil microbial community structure. J. Agric. Food Chem. 58:1271012716.CrossRefGoogle Scholar
Coja, T., Idinger, J., and Blumel, S. 2006. Influence of the soil composition on the effects of benzoxazinoid allelochemicals on two soil nontarget organisms. J. Agric. Food Chem. 54:10931098.CrossRefGoogle ScholarPubMed
Dayan, F. E. 2006. Factors modulating the levels of the allelochemical sorgoleone in Sorghum bicolor . Planta. 224:339346.CrossRefGoogle ScholarPubMed
Etzerodt, T., Mortensen, A. G., and Fomsgaard, I. S. 2008. Transformation kinetics of 6-methoxybenzoxazolin-2-one in soil. J. Environ. Sci. Health B. 43:17.Google ScholarPubMed
Fang, C. X., Xiong, J., Qiu, L., Wang, H. B., and Song, B. Q. 2009. Analysis of gene expressions associated with increased allelopathy in rice (Oryza sativa L.) induced by exogenous salicylic acid. Plant Growth Regul. 57:163172.CrossRefGoogle Scholar
Kong, C. H., Li, H. B., Hu, F., Xu, X. H., and Wang, P. 2006. Allelochemicals released by rice roots and residues in soil. Plant Soil. 288:4756.CrossRefGoogle Scholar
Kong, C. H. and Xu, X. H. 2002. Allelopathic potential and chemical constituents of volatiles from Ageratum conyzoides under stress. J. Chem. Ecol. 28:11731182.CrossRefGoogle ScholarPubMed
Kong, C. H., Xu, X. H., Zhou, B., Hu, F., Zhang, C. X., and Zhang, M. X. 2004. Two compounds from allelopathic rice accession and their inhibitory activity on weeds and fungal pathogens. Phytochemistry. 65:11231128.CrossRefGoogle ScholarPubMed
Krogh, S. S., Mensz, S.J.M., Nielsen, S. T., Mortensen, A. G., Christophersen, C., and Fomsgaard, I. S. 2006. Fate of benzoxazinone allelochemicals in soil after incorporation of wheat and rye sprouts. J. Agric. Food Chem. 54:10641074.CrossRefGoogle ScholarPubMed
Larsen, E. and Christensen, L. P. 2000. Simple method for large scale isolation of the cyclic arylhydroxamic acid DIMBOA from maize (Zea mays L.). J. Agric. Food Chem. 48:25562558.CrossRefGoogle ScholarPubMed
Lyons, P. C., Hipskind, J. D., Wood, K. V., and Nicholson, R. L. 1988. Separation and quantification of cyclic hydroxamic acids and related compounds by high-pressure liquid chromatography. J. Agric. Food Chem. 36:5760.CrossRefGoogle Scholar
Macias, F. A., Oliveros-Bastidas, A., Marin, D., Castellano, D., Simonet, A. M., and Molinillo, J.M.G. 2004. Degradation studies on benzoxazinoids. soil degradation dynamics of 2,4-dihydroxy-7-methoxy-(2H)-1,4-benzoxazin-3 (4H)-one (DIMBOA) and its degradation products, phytotoxic allelochemicals from Gramineae. J. Agric. Food Chem. 52:64026413.CrossRefGoogle ScholarPubMed
Macias, F. A., Oliveros-Bastidas, A., Marin, D., Castellano, D., Simonet, A. M., and Molinillo, J.M.G. 2005. Degradation studies on benzoxazinoids. Soil degradation dynamics of (2R)-2-O-beta-D-glucopyranosyl-2,4-dihydroxy-(2H)-1,4-benzoxazin-3(4H)-one (DIBOA-Glc) and its degradation products, phytotoxic allelochemicals from Gramineae. J. Agric. Food Chem. 53:554561.CrossRefGoogle Scholar
Mathiassen, S. K., Kudsk, P., and Mogensen, B. B. 2006. Herbicidal effects of soil-incorporated wheat. J. Agric. Food Chem. 54:10581063.CrossRefGoogle ScholarPubMed
Mattice, R., Lavy, T., Skulman, B., and Dilday, R. 1998. Search for allelochemicals in rice that control ducksalad. Pages 8198 in Olofsdotter, M., ed. Allelopathy in Rice. Los Banos, Philippines IRRI.Google Scholar
Michael, D. W., Luis, J. C., John, P. H., and Christed, D. U. 1978. Decomposition of 2,4-dihydroxy-7-methoxy-2H-l,4-benzoxazin3(4H)-one in aqueous solutions. Plant Physiol. 61:796802.Google Scholar
Nakagawa, E., Amano, T., Hirai, N., and Iwamura, H. 1995. Non-induced cyclic hydroxamic acids in wheat during juvenile stage of growth. Phytochemistry. 38:13491354.CrossRefGoogle Scholar
Niemeyer, H. M. 2009. Hydroxamic acids derived from 2-hydroxy-2H-1,4-benzoxazin-3(4H)-one: key defense chemicals of cereals. J. Agric. Food Chem. 57:16771696.CrossRefGoogle ScholarPubMed
Perez, F. J. 1990. Allelopathic effect of hydroxamic acids from cereals on Avena sativa and A. fatua . Phytochemistry. 29:773776.CrossRefGoogle Scholar
Pickett, J. A., Birkett, M. A., Moraes, M.C.B., Bruce, T.J.A., and Chamberlain, K. 2007. Cis-Jasmone as allelopathic agent in inducing plant defence. Allelopathy J. 19:109117.Google Scholar
Putnam, A. R., Defrank, J., and Barnes, J. P. 1983. Exploitation of allelopathy for weed control in annual and perennial cropping systems. J. Chem. Ecol. 9:10011011.CrossRefGoogle ScholarPubMed
Rizvi, S.J.H., Haque, H., Singh, V. K., and Rizvi, V. 1992. A discipline called allelopathy. Pages 138 in Rizvi, S.J.H. and Rizvi, V., eds. Allelopathy: Basic and Applied Aspects. London Chapman and Hall.CrossRefGoogle Scholar
Sicker, D., Hao, H., and Schulz, M. 2003. Benzoxazolin-2(3H)-oness generation, effects and detoxification in the competition among plants. Pages 77102 in Macias, F. A., Galindo, J.C.G., Molinillo, J.M.G., and Cutler, H. G., eds. Allelopathy: Chemistry and Mode of Action of Allelochemicals. Boca Raton, FL CRC Press.Google Scholar
Sicker, D. and Schulz, M. 2002. Benzoxazinones in plants: occurrence, synthetic access, and biological activity. Pages 185232 in Atta, U. A., ed. Studies in Natural Products Chemistry. Amsterdam Elsevier.Google Scholar
Vidotto, F., Tesio, F., and Ferrero, A. 2008. Allelopathic effects of Helianthus tuberosus L. on germination and seedling growth of several crops and weeds. Biol. Agric. Hortic. 26:5568.CrossRefGoogle Scholar
Weston, L. A. 1996. Utilization of allelopathy for weed management in agroecosystems. Agron. J. 88:860866.CrossRefGoogle Scholar
Woodward, M. D., Corcuera, L. J., Helgeson, J. P., and Upper, C. D. 1978. Decomposition of 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one in aqueous solutions. Plant Physiol. 61:796802.CrossRefGoogle ScholarPubMed
Wu, H., Haig, T., Pratley, J., Lemerle, D., and An, M. 2000a. Distribution and exudation of allelochemicals in wheat (Triticum aestivum L.). J. Chem. Ecol. 26:21412154.CrossRefGoogle Scholar
Wu, H., Haig, T., Pratley, J., Lemerle, D., and An, M. 2000b. Allelochemicals in wheat (Triticum aestivum L.): variation of phenolic acids in root tissues. J. Agric. Food Chem. 48:53215325.CrossRefGoogle ScholarPubMed
Wu, H., Haig, T., Pratley, J., Lemerle, D., and An, M. 2001a. Allelochemicals in wheat (Triticum aestivum L.): variation of phenolic acids in shoot tissues. J. Chem. Ecol. 27:125135.CrossRefGoogle ScholarPubMed
Wu, H., Haig, T., Pratley, J., Lemerle, D., and An, M. 2001b. Allelochemicals in wheat (Triticum aestivum L.): production and exudation of 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one. J. Chem. Ecol. 27:16911700.CrossRefGoogle ScholarPubMed
Wu, H., Haig, T., Pratley, J., Lemerle, D., and An, M. 2001c. Allelochemicals in wheat (Triticum aestivum L.): cultivar difference in the exudation of phenolic acids. J. Agric. Food Chem. 49:37423745.CrossRefGoogle ScholarPubMed
Wu, H., Pratley, J., Lemerle, D., and Haig, T. 1999. Crop cultivars with allelopathic capability. Weed Res. 39:171180.CrossRefGoogle Scholar
Wu, H., Pratley, J., Lemerle, D., and Haig, T. 2000c. Evaluation of seedling allelopathy in 453 wheat (Triticum aestivum) accessions by Equal-Compartment-Agar-Method. Aust. J. Agric. Res. 51:937944.CrossRefGoogle Scholar
Zheng, Y., Liu, X., Dong, F., Li, J., Gong, Y., and Zhu, G. 2010. Biological induction of DIMBOA in wheat seedlings by weeds. Allelopathy J. 25:433440.Google Scholar
Zheng, Y., Zhao, Y., Liu, X., Yao, J., and Dong, F. 2008. Chemical inducement of 2,4-dihyroxy-7-methoxy-1, 4-benzoxazin-3-one (DIMBOA) in wheat seedlings. Allelopathy J. 21:263271.Google Scholar