Control of the phytopathogen Botrytis cinerea using adipic acid monoethyl ester

Archives of Microbiology

Volumn 184, Issue 5, 2006, Pages 316-326

  Vicedo, Begonya ^a   De La O Leyva, María ^b   Flors, Víctor ^a   Finiti, Ivan ^b   Del Amo, Gemma ^a   Walters, Dale ^c   Real, Maria Dolores ^b   García Agustín, Pilar ^a   González Bosch, Carmen ^b  

^a UNIVERSITAT JAUME I   (Spain)

^b UNIVERSITY OF VALENCIA   (Spain)

^c SCOTTISH AGRICULTURAL COLLEGE   (United Kingdom)

Author keywords

Adipic acid monoethyl ester; Antifungal activity; Botrytis cinerea; Lycopersicon esculentum

Indexed keywords

ADIPIC ACID DERIVATIVE; ADIPIC ACID ETHYL ESTER; ANTIFUNGAL AGENT; POLYAMINE; PUTRESCINE; SPERMINE; UNCLASSIFIED DRUG;

ANTIFUNGAL ACTIVITY; ARTICLE; BOTRYTIS CINEREA; CELL MEMBRANE PERMEABILITY; CONCENTRATION (PARAMETERS); CONIDIUM; CONTROLLED STUDY; CYTOPLASM; FUNGAL SPORE GERMINATION; INOCULATION; MICROSCOPY; MYCELIUM; NONHUMAN; PH; PLANT LEAF; PRIORITY JOURNAL; TOMATO;

ANTIFUNGAL AGENTS; BOTRYTIS; ESTERS; LYCOPERSICON ESCULENTUM; MICROBIAL SENSITIVITY TESTS; PLANT DISEASES; PLANT LEAVES; SPORES, FUNGAL;

BOTRYOTINIA FUCKELIANA; FUNGI; LYCOPERSICON ESCULENTUM;

EID: 29144481652     PISSN: 03028933     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00203-005-0048-6     Document Type: Article

References (54)

1. Adrian M, Jeandet P, Veneau J, Weston LA, Bessis R (1997) Biological activity of resveratrol, a stilbenic compound from grapevines, against Botrytis cinerea, the causal agent for gray mold. J Chem Ecol 23:1689-1702
2. Baird-Parker AC (1980) Organic acids. In: Elliot RP, Baird-Parker AC, Bryan FL, Christian JHB, Clark DS, Olson JCB (eds) Microbiol ecology of foods, vol 1: Factors affecting life and death of microorganisms. International Commission on Microbiological Specifications for Foods, Academic Press, New York, pp 126-135
3. Bracey D, Holyoak CD, Coote PJ (1998) Comparison of the inhibitory effect of sorbic acid and amphotericin B on Saccharomyces cerevisiae: is growth inhibition dependent on reduced intracellular pH?. J Appl Microbiol 85(6):1056-1066
4. Buchenauer H (1987) Mechanism of action of triazolyl fungicides and related compounds. In: Lyr H (ed) Modern selective fungicides: properties, applications, mechanisms of action. Longman Scientific and Technical, Harlow, pp 205-231
5. Carbonell J, Navarro JL (1989) Correlation of spermine levels with ovary senescence and with fruit set and development in Pisum sativum L. Planta 178:482-487
6. Coghlan SE, Walters DR (1990) Polyamine metabolism in 'green-islands' on powdery mildew infected barley leaves: possible interactions with senescence. New Phytol 116:417-424
7. Corsetti A, Gobbetti M, Rossi J, Damiani P (1998) Antimould activity of sordough lactic acid bacteria: identification of a mixture of organic acids produced by Lactobacillus sanfrancisco CB1. Appl Microbiol Biotechnol 50:253-256
8. Coloras M, Folch C, Mendoza L (2004) Characterization of the antifungal activity on Botrytis cinerea of the natural diterpenoids kaurenoic acid and 3′-Hydroxy-kaurenoic acid. J Agric Food Chem 52:2821-2826
9. Dhingra O, Sinclair JB (1995) Basic plant pathology methods 2nd edn. Lewis, London
10. Doss RP, Potter SW, Soeldner AH, Christian JK, Fukunaga LE (1995) Adhesion of germlings of Botrytis cinerea. Appl Environ Microbiol 61:260-265
11. Eklund T (1989) Organic acids and esters. In: Gould CW (ed) Mechanism of action of food preservation procedures. Elsevier Applied Science, London, pp 161-184
12. Elad Y, Evenses K (1995) Physiological aspects of resistance to Botrytis cinerea. Phytopathol 85:637-643
13. Faretra F, Pollastro S (1991) Genetic bases of resistance to benzimidazole and dicarboximide fungicides in Botryotinia.fuckeliana (Botrytis cinerea). Mycol Res 8:943-951
14. Flors V, Miralles MC, González-Bosch C, Carda M, García-Agustín P (2003) Induction of protection against the necrotrophic pathogens Phytophthora citrophthora and Alternaria solani in Lycopersicon esculentum Mill by a novel synthetic glycoside combined with amines. Planta 216:929-938
15. Flors V, Miralles MC, Varas E, Company P, González-Bosch C, García-Agustín P (2004) Effect of analogues of plant growth regulators on in vitro growth of eukaryotic plant pathogens. Plant Pathol 53:58-64
16. Freese E, Sheu CW, Galliers E (1973) Function of lipophilic acids as antimicrobial food additives. Nature 241:321-325
17. Garriz A, Dalmasso MC, Pieckenstain FL, Ruiz OA (2003) The putrescine analogue 1-aminooxy-3-aminopropane perturbs polyamine metabolism in the phytopathogenic fungus Sclerotinia sclerotiorum. Arch Microbiol 180:169-175
18. González-Ureña A, Orea JM, Montero C, Jiménez JB (2003) Improving postharvest resistance in fruits by external application of trans-resveratrol. J Agric Food Chem 51:82-89
19. Grayer R, Harbone J (1994) A survey of antifungal compounds from higher plants. Phytochemistry 37:19-42
20. Hanssen M (1987) E for additives. The complete E number guide. ISBN: 0722511507 Thorsons, Wellingborough
21. Havis ND, Walters DR (1994) Fungicidal activity of the synthetic putrescine analogue, (E)-1,4-diaminobut-2-ene, and derivatives. Pestic Sci 41:61-69
22. Havis ND, Walters DR, Robins DJ (1997) The fungicidal diamine (E)-(N,N,N,N-tetraethyl)-1,4-diaminobut-2-ene increases spermine concentration in the late blight fungus Phytophthora infestans. Lett Appl Microbiol 25:229-232
23. Holyoak CD, Bracey D, Piper PW, Kuchler K, Coote PJ (1999) The Saccharomyces cerevisiae weak acid-inducible ABC transporter Pdr12 transports fluorescein and preservative anions from the cytosol by an energy-dependent mechanism. J Bacteriol 181(15):4644-4652
24. Hoos G, Blaich RJ (1990) Influence of resveratrol on germination of conidia and mycelial growth of Botrytis cinerea and Phomopsis viticola. J Phytopathol 129:102-110
25. Jewell SN, Waldo RH, Cain C, Falkinham JO (2002) Rapid detection of lytic antimicrobial activity against yeast and filamentous fungi. J Microbiol Method 49:1-9
26. Keukens EAJ, de Vrije T, van den Boom C, de Waard H, Plasman P, Thiel F, Chupin V, Jongen WMF, de Kruijff B (1995) Molecular basis of glycoalkaloid induced membrane disruption. Biochem Biophys Acta 1240:216-228
27. Khurana N, Saxena RK, Gupta R, Rajam MV (1996) Polyamines as modulators of microcycle conidiation in Aspergillus flavus. Microbiol 142:517-523
28. Kinderlerer JL, Hatton PV (1990) Fungal metabolites of sorbic acid. Food addit contam 7:657-669
29. Knight SC, Anthony VM, Brady AM, Greenland AJ, Heaney SP, Murray DC, Powell KA, Schulz MA, Spinks CA, Worthington PA, Youle D (1997). Rationale and perspectives in the development of fungicides. Ann Rev Phytopathol 35:349-372
30. Koch E, Slusarenko A (1990) Arabidopsis is susceptible to infection by a downy mildew fungus. Plant Cell 2:437-445
31. Lamondia JA, Douglas SM (1997) Sensitivity of Botrytis cinerea from Connecticut Greenhouses to Benzimidazole and Dicarboximide fungicides. Plant Dis 81:729-732
32. Leroux P (1996) Recent developments in the mode of action of fungicides. Pestic Sci 47:191-197
33. Mackintosh CA, Slater LA, Walters DR, Robins DJ (2001) Synthesis of six novel N,N-dialkyl derivatives of spermidine and effects on growth of the fungal plant pathogen Pyrenophora avenae. FEMS Microbiol Lett 202:221-225
34. Osbourn A (1996) Preformed antimicrobial compounds and plant defense against fungal attack. Plant Cell 8:1821-1831
35. Pearce G, Moura DS, Stratmann J, Ryan CA (2001) Production of multiple plant hormones from a single polyprotein precursor. Nature 411:817-820
36. Rajam MV, Galston AW (1985) The effects of some polyamine biosynthetic inhibitors on growth and morphology of phytopathogenic fungi. Plant Cell Physiol 26:683-691
37. Ross WF, Walters DR, Robins DJ (2004) Synthesis and antifungal activity of five classes of diamines. Pest Manag Sci 60:143-148
38. Ruiz-Herrera J (1994) Polyamines, DNA methylation and fungal differentiation. Crit Rev Microbiol 20:143-150
39. Sauter H, Ammermann E, Benoit R, Brand S, Gold RE, Grammenos W, Koehle H, Lorenz G, Mueller B, Roehl F, Schirmer U, Speakman JB, Wenderoth B, Wingert H (1995) Mitochondrial respiration as a target for antifungals: lessons from research on strobilurins. In: Dixon GK, Copping LG, Hollomon DW (eds) Antifungal agents Discovery and mode of action. Bios Scientific Publishers, Oxford, , pp 173-191
40. Sbaghi M, Jeandet P, Faivre B, Bessis R, Fournioux JC (1995) Development of methods using phytoalexin (resveratrol) assessment as a selection criterion to screen grapevine in vitro cultures for resistance to grey mould (Botrytis cinerea). Euphytica 86:41-47
41. Scaramagli S, Biondi S, Torrigiani P (1999) Methylglyoxal (bis-guanyphydrazone) inhibition of organogenesis is not due to S-adenosylmethionine decarboxylase inhibition/polyamine depletion in tobacco thin layers. Physiol Plantarum 107:353-360
42. Shapira R, Altman A, Henis Y, Chet I (1989) Polyamines and ornithine decarboxylase activity during growth and differentiation in Sclerotium rolfsii. J Gen Microbiol 135:1361-1367
43. Sherald JL, Ragsdale NN, Sisler HD (1973) Similarities between the systemic fungicides triforine and triarimol. Pestic Sci 4:719-728
44. Skirdal IM, Eklund T (1993) Microculture model studies on the effect of sorbic acid on Penicillium chrysogenum, Cladosporium cladosporioides and Ulocladium atrum at different pH levels. J Appl Bacteriol 74(2):191-195
45. Stevens L, Winther MD (1979) Spermine, spermidine and putrescine in fungal development. Adv Microb Physiol 19:63-148
46. Stratford M, Anslow PA (1996) Comparison of the inhibitory action on Saccharomyces cerevisiae of weak-acid preservatives, uncouplers and médium-chain fatty acids. FEM Microbiol Lett 142:53-58
47. Stratford M, Anslow PA (1998) Evidence that sorbic acid does not inhibit yeast as a classical weak acid preservative. Lett Appl Microbiol 27:203-206
48. Suzuki K, Kato T, Takahashi J, Kamoshita K (1984) Mode of action of methyl N-(3,5-dichlorophenyl)-carbamate in the benzimidazole-resistant isolate of Botrytis cinerea. J Pestic Sci 9:497-501
49. Tiburcio AF, Kaur-Sawhney R, Ingersoll R, Galston AW (1985) Correlation between polyamines and pyrrolidine alkaloids in developing tobacco callus. Plant Physiol 78:323-326
50. Torrigiani P, Rabiti AL, Bortolotti G, Betti L, Marani F, Canova A, Bagni N (1997) Polyamine synthesi s and accumulation in the hypersensitive response to TMV in Nicotiana tabacum. New Phytol 135:467-473
51. Verhoeff K, Liem J (1975) Toxicity of R-tomatine to Botrytis cinerea, in relation to latency. Phytopathol 82:333-338
52. Walters DR (1995) Inhibition of polyamine biosynthesis in fungi. Mycol Res 2:129-139
53. Walters DR (2003) Resistance to pathogens:possible roles for free polyamines and polyamine catabolism. New Phytol 159:109-115
54. Walters DR, Mackintosh CA (1997) Control of plant disease by perturbation of fungal polyamine metabolism. Physiol Plant 100:689-695