Action of benzimidazole fungicides on resorcinolic lipid metabolism in rye seedlings depends on thermal and light growth conditions

Pesticide Biochemistry and Physiology

Volumn 88, Issue 2, 2007, Pages 219-225

  Magnucka, Elzbieta G ^a   Suzuki, Yoshikatsu ^c   Pietr, Stanislaw J ^a   Kozubek, Arkadiusz ^b   Zarnowski, Robert ^a  

^a WROC AW UNIVERSITY OF ENVIRONMENTAL AND LIFE SCIENCES   (Poland)

^b UNIVERSITY OF WROC AW   (Poland)

^c INST OF PHYS AND CHEMICAL RESEARCH   (Japan)

Author keywords

5 n Alkylresorcinols; Benomyl; Carbendazim; Fungicide; Secale cereale L.

Indexed keywords

SECALE CEREALE;

EID: 33947365571     PISSN: 00483575     EISSN: 10959939     Source Type: Journal    
DOI: 10.1016/j.pestbp.2006.11.008     Document Type: Article

References (37)

1. Whitehead R. The UK Pesticide Guide (1996), British Crop Protection Council/CAB International, Alton
2. Berglof T., Van Dung T., Kylin H., and Nilsson I. Carbendazim sorption-desorption in Vietnamese soils. Chemosphere 48 (2002) 267-273
3. Goralczyk K., Strucinski P., Hernik A., Czaja K., Korcz W., and Ludwicki J.K. Monitoring and official control of pesticide residues in foodstuffs in Poland in 2004. Rocz. Panstw. Zakl. Hig. 56 (2005) 307-316
4. Bilinski C.A., Sills A.M., and Stewart G.G. Morphological and genetic effects of benomyl on polyploid brewing yeasts: isolation of auxotrophic mutants. Appl. Environ. Microbiol. 48 (1984) 813-817
5. Kiso T., Fujita K., Ping X., Tanaka T., and Taniguchi M. Screening for microtubule-disrupting antifungal agents by using a mitotic-arrest mutant of Aspergillus nidulans and novel action of phenylalanine derivatives accompanying tubulin loss. Antimicrob. Agents Chemother. 48 (2004) 1739-1748
6. Richmond D.V., and Phillips A. The effect of benomyl and carbendazim on mitosis in hyphae of Botritis cinerea Pers. ex. Fr. and roots of Allium cepa L. Pestic. Biochem. Physiol. 5 (1975) 367-379
7. Zutshi U., and Kaul B.L. Studies on the cytogenic activity of some common fungicides in higher plants. Cytobios 12 (1975) 61-67
8. Dane F., and Dalgic O. The effects of fungicide benomyl (benlate) on growth and mitosis in onion (Allium cepa L.) root apical meristem. Acta Biol. Hung. 56 (2005) 119-128
9. Querns R., MacDonald G.E., Gaffney J.E., Chase C.A., Moye H.A., Shilling D.G., and Bewick T.A. Effect of N,N'-dibutylurea on photosynthetic electron transport reactions in isolated chloroplasts. Pestic. Biochem. Physiol. 59 (1998) 129-135
10. Shilling D.G., Aldrich H.C., Moye H.A., Gaffney J.F., Tolson J.K., Querns R., Mossler M.A., and Russell B.L. N,N'-dibutylurea from n-butyl isocyanate, a degradation product of benomyl. 2. Effects on plant growth and physiology. J. Agric. Food Chem. 42 (1994) 1209-1212
11. van Iersel M.V., and Bugbee B. Phytotoxic effects of benzimidazole fungicides on bedding plants. J. Am. Soc. Hort. Sci. 121 (1996) 1095-1102
12. Aragaki M., Uchida J.Y., and Kadooka C.Y. Toxicity of Benlate to cucumber and evidence of a volatile phytotoxic decomposition product. Arch. Environ. Contam. Toxicol. 23 (1994) 120-126
13. Skene K.G.M. Cytokinin-like properties of the systemic fungicide benomyl. J. Hort. Sci. 47 (1972) 179-182
14. Reyes A.A. Phytotoxicity of benomyl to saffron. Phytopathology 65 (1975) 1-6
15. Balkan S., and Aktac T. Study on the liver functions in rats exposed to benomyl. J. Biol. Sci. 5 (2005) 666-669
16. Kozubek A., and Tyman J.H.P. Resorcinolic lipids, the natural non-isoprenoid phenolic amphiphiles and their biological activity. Chem. Rev. 99 (1999) 1-26
17. Tluscik F. Localization of the alkylresorcinols in rye and wheat caryopses. Acta Soc. Bot. Polon. 47 (1978) 211-218
18. Verdeal K., and Lorenz K. Alkylresorcinols in wheat, rye and triticale. Cereal Chem. 54 (1977) 475-483
19. Zarnowski R., Suzuki Y., and Pietr S.J. Alkyl- and alkenylresorcinols of wheat grains and their chemotaxonomic significance. Z. Naturforsch. 59C (2004) 190-196
20. Zarnowski R., and Kozubek A. Resorcinolic lipids as natural biofungicides. In: Dehne H.W., Gisi U., Kuck K.H., Russel P.E., and Lyr H. (Eds). Modern Fungicides and Antifungal Compounds III. AgroConcept GmbH, Th (2002), Mann Verlag, Bonn 337-347
21. Garcia S., Garcia C., Heinzen H., and Moyna P. Chemical basis of the resistance of barley seeds to pathogenic fungi. Phytochemistry 44 (1997) 415-418
22. Reiss J. Influence of alkylresorcinols from rye and related compounds on the growth of food-borne molds. Cereal Chem. 66 (1989) 491-493
23. Zarnowski R., Kozubek A., and Pietr S.J. Effect of rye 5-n-alkylresorcinols on in vitro growth of phytopathogenic Fusarium and Rhizoctonia fungi. Bull. Pol. Acad. Sci.: Biol. Sci. 47 (1999) 231-235
24. Droby S., Prusky D., Jacoby B., and Goldman A. Induction of antifungal resorcinols in flesh of unripe mango fruits and its relation to latent infection by Alternaria alternate. Physiol. Mol. Plant Pathol. 30 (1987) 285-292
25. Adawadkar P.D., and ElSohly M.A. Isolation, purification and antimicrobial activity of anacardic acids from Ginkgo biloba fruits. Fitoterapia 52 (1981) 129-135
26. Pietr S.J., Kita W., Sowinski J., Nowak W., Bilinski Z., Nadziak J., and Zarnowski R. The influence of Cedomon on yield and fungal infection of spring barley in field conditions in Poland. IOBC wprs Bull. 25 (2002) 333-336
27. Deszcz L., and Kozubek A. Higher cardol homologs (5-alkylresorcinols) in rye seedlings. Biochim. Biophys. Acta 1483 (2000) 241-250
28. Suzuki Y., Saitoh C., Hyakutake H., Kono Y., and Sakurai A. Specific accumulation of antifungal 5-alk(en)ylresorcinol homologs in etiolated rice seedlings. Biosci. Biotech. Biochem. 60 (1996) 1786-1789
29. Daniel O., Meier M.S., Schlatter J., and Frischknecht P. Selected phenolic compound in cultivated plants: ecologic functions, health implication and modulation by pesticides. Environ. Health Perspect. 107 (1999) 109-114
30. Magnucka E., Zarnowski R., Suzuki Y., Yamaguchi I., Pietr S.J., and Kozubek A. The influence of herbicides on biosynthesis of antifungal resorcinols by rye seedlings. Bull. Pol. Acad. Sci.: Biol. Sci. 49 (2001) 361-369
31. Tluscik F., Kozubek A., and Mejbaum-Katzenellenbogen W. Alkylresorcinols in rye (Secale cereale L.) grains. VI. Colorimetric micromethod for the determination of alkylresorcinols with the use of diazonium salt, Fast Blue B. Acta Soc. Bot. Polon. 50 (1981) 645-651
32. Zarnowski R., and Suzuki Y. Expedient Soxhlet extraction of resorcinolic lipids from wheat grains. J. Food Compos. Anal. 17 (2004) 649-663
33. Kozubek A. Isolation of 5-n-alkyl-, 5-n-alkenyl- and 5-n-alkadienyl-resorcinol homologs from rye grains. Acta Aliment. Polon. 9 (1985) 185-198
34. Kaczmarek J., and Tluscik F. Variability of alkylresorcinol content in rye (Secale cereale L.) grains. A comparative analysis with several species of the genus Triticum. Genet. Polon. 25 (1984) 349-358
35. Demirci F., Bayraktar H., Babaliogullu I., Dolar F.S., and Maden S. In vitro and in vivo effects of some fungicides against the chickpea blight pathogen, Ascochyta rabiei. J. Phytopathol. 151 (2003) 519-524
36. Garcia P.C., Rivero R.M., Lopez-Lefebre L.R., Sanchez E., Ruiz J.M., and Romero L. Direct action of the biocide carbendazim on phenolic metabolism in tobacco plants. J. Agric. Food Chem. 49 (2001) 131-137
37. Reilly J.J., and Klarman W.I. The soybean phytoalexin, hydroxyphaseollin, induced by fungicides. Phytopathology 62 (1972) 1113-1115