A role for a menthone reductase in resistance against microbial pathogens in plants

Plant Physiology

Volumn 148, Issue 1, 2008, Pages 383-401

  Hyong, Woo Choi ^a   Byung, Gil Lee ^a   Nak, Hyun Kim ^a   Park, Yong ^a   Chae, Woo Lim ^a,b   Hyun, Kyu Song ^a   Byung, Kook Hwang ^a  

^a Korea University   (South Korea)

^b Dankook University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ARABIDOPSIS; ARABIDOPSIS THALIANA; CAPSICUM ANNUUM; COLLETOTRICHUM; COLLETOTRICHUM COCCODES; HYALOPERONOSPORA PARASITICA; LYCOPERSICON ESCULENTUM; PSEUDOMONAS SYRINGAE; XANTHOMONAS CAMPESTRIS;

ALCOHOL DEHYDROGENASE; ANTIINFECTIVE AGENT; ARABIDOPSIS PROTEIN; COMPLEMENTARY DNA; CYCLOPENTANE DERIVATIVE; DEFENSIN; JASMONIC ACID; MENTHOL; MENTHONE; MENTHONE (3S) NEOMENTHOL REDUCTASE, ARABIDOPSIS; MENTHONE (3S)-NEOMENTHOL REDUCTASE, ARABIDOPSIS; OXYLIPIN; PDF1.2 PROTEIN, ARABIDOPSIS; SALICYLIC ACID;

AMINO ACID SEQUENCE; ARABIDOPSIS; ARTICLE; COLLETOTRICHUM; GENE EXPRESSION REGULATION; GENE SILENCING; GENETICS; HOST PATHOGEN INTERACTION; INNATE IMMUNITY; ISOLATION AND PURIFICATION; METABOLISM; MICROBIOLOGY; MOLECULAR GENETICS; PEPPER; PHYSIOLOGY; PLANT LEAF; PSEUDOMONAS SYRINGAE; TRANSGENIC PLANT; XANTHOMONAS CAMPESTRIS;

ALCOHOL OXIDOREDUCTASES; AMINO ACID SEQUENCE; ANTI-INFECTIVE AGENTS; ARABIDOPSIS; ARABIDOPSIS PROTEINS; CAPSICUM; COLLETOTRICHUM; CYCLOPENTANES; DEFENSINS; DNA, COMPLEMENTARY; GENE EXPRESSION REGULATION, PLANT; GENE SILENCING; HOST-PATHOGEN INTERACTIONS; IMMUNITY, NATURAL; MENTHOL; MOLECULAR SEQUENCE DATA; MUTAGENESIS, INSERTIONAL; OXYLIPINS; PLANT LEAVES; PLANTS, GENETICALLY MODIFIED; PSEUDOMONAS SYRINGAE; SALICYLIC ACID; XANTHOMONAS CAMPESTRIS;

EID: 55549145475     PISSN: 00320889     EISSN: 15322548     Source Type: Journal    
DOI: 10.1104/pp.108.119461     Document Type: Article

References (71)

1. Altschul SF, Madden TL, Schäffer AA, Zhang J, Zhang Z, Miller W, Lipman DJ (1997) Gapped BLAST and PSI-BLAST: a new generation of protein database search programs. Nucleic Acids Res 25: 3389-3402
2. Arabidopsis Genome Initiative (2000) Analysis of the genome sequence of the flowering plant Arabidopsis thaliana. Nature 408: 796-815
3. Arfa AB, Combes S, Preziosi-Belloy L, Gontard N, Chalier P (2006) Antimicrobial activity of carvacrol related to its chemical structure. Lett Appl Microbiol 43: 149-154
4. Arimura G, Ozawa R, Shomoda T, Nishioka T, Boland W, Takabayashi J (2000) Herbivory-induced volatiles elicit defense genes in lima bean leaves. Nature 406: 512-515
5. Baulcombe DC (1999) Fast forward genetics based on virus-induced gene silencing. Curr Opin Plant Biol 2: 109-113
6. Biere A, Marak HB, Van Damme MM (2004) Plant chemical defense against herbivores and pathogens: generalized defense or trade-offs? Oecologia 140: 430-441
7. Bowyer P, Clarke BR, Lunness P, Daniels MJ, Osbourn AE (1995) Host range of a plant pathogenic fungus determined by a saponin detoxifying enzyme. Science 267: 371-374
8. Bradford MM (1976) A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem 72: 248-254
9. Breitmaier E (2007) Sesquiterpenes. In E. Breitmaier, ed, Terpenes. Wiley-VCH, Weinheim, Germany, pp 22-51
10. Broekaert WF, Terras FRG, Cammue BPA, Osborn RW (1995) Plant defensins: novel antimicrobial peptides as components of the host defense system. Plant Physiol 108: 1353-1358
11. Choi HW, Kim YJ, Lee SC, Hong JK, Hwang BK (2007) Hydrogen peroxide generation by the pepper extracellular peroxidase CaPO2 activates local and systemic cell death and defense response to bacterial pathogens. Plant Physiol 145: 890-904
12. Chomczynski P, Sacchi N (1987) Single-step method of RNA isolation by acid guanidinium thiocyanate-phenol-chloroform extraction. Anal Biochem 162: 156-159
13. Chung E, Seong E, Kim YC, Chung EJ, Oh SK, Lee S, Park JM, Joung YH, Choi D (2004) A method of high frequency virus-induced gene silencing in chili pepper (Capsicum annuum L. cv. Bukang). Mol Cells 17: 377-380
14. Chung ES, Oho SK, Park MJ, Choi D (2007) Expression and promoter analyses of pepper CaCDPK4 (Capsicum annuum calcium dependent protein kinase 4) during plant defense response to incompatible pathogen. Plant Pathol J 23: 76-89
15. Cichewicz RH, Thorpe PA (1996) The antimicrobial properties of chile peppers (Capsicum species) and their uses in Mayan medicine. J Ethnopharmacol 52: 61-70
16. Clough SH, Bent AF (1998) Floral dip: a simplified method for Agrobacterium-mediated transformation of Arabidopsis thaliana. Plant J 16: 735-743
17. Cowan MM (1999) Plant products as antimicrobial agents. Clin Microbiol Rev 12: 564-582
18. Croft KPC, Jutter F, Slusrenko AJ (1993) Volatile products of the lipoxygenase pathway evolved from Phaseolus vulgaris (L.) leaves inoculated with Pseudomonas syringae pv. phaseolicola. Plant Physiol 101: 13-24
19. Croteau R, Davis EM, Ringer KL, Wildung MR (2005) Menthol biosynthesis and molecular genetics. Naturwissenschaften 92: 562-577
20. Davis EM, Croteau R (2000) Cyclization enzymes in the biosynthesis of monoterpenes, sesquiterpenes, and diterpenes. Top Curr Chem 209: 53-95
21. Davis EM, Ringer KL, McConkey E, Croteau R (2005) Monoterpene metabolism: cloning, expression, and characterization of menthone reductase from peppermint. Plant Physiol 137: 873-881
22. De Luca V, St Pierre B (2000) The cell and developmental biology of alkaloid biosynthesis. Trends Plant Sci 5: 168-173
23. Dixon RA (2001) Natural products and plant disease resistance. Nature 411: 843-847
24. Essenberg M, Doherty MA, Hamilton BK, Henning VT, Cover EC, McFaul SJ, Johnson MW (1982) Identification and effects on Xanthomonas campestris pv. malvacearum of two phytoalexins from leaves and cotyledons of resistant cotton. Phytopathology 72: 1349-1356
25. Essenberg M, Grover PB Jr, Cover EC (1990) Accumulation of antibacterial sesquiterpenoids in bacterially inoculated Gossypium leaves and cotyledons. Phytochemistry 29: 3107-3113
26. Felix G, Duran JD, Volko S, Boller T (1999) Plants have a sensitive perception system for the most conserved domain of bacterial flagellin. Plant J 18: 265-276
27. Gershenzon J, McConkey ME, Croteau RB (2000) Regulation of monoterpene accumulation in leaves of peppermint. Plant Physiol 122: 205-214
28. Gherman C, Culea M, Cozar O (2000) Comparative analysis of some active principles of herb plants by GC/MS. Talanta 53: 253-262
29. Ghoshal S, Prasad BN, Lakshmi V (1996) Antiamoebic activity of Piper longum fruits against Entamoeba histolytica in vitro and in vivo. J Ethnopharmacol 50: 167-170
30. Glazebrook J (1999) Genes controlling expression of defense responses in Arabidopsis. Curr Opin Plant Biol 2: 280-286
31. Grayer RJ, Harborne JB (1994) A survey of antifungal compounds from higher plants. Phytochemistry 37: 19-42
32. Harrigan GG, Ahmad A, Baj N, Glass TE, Gunatilaka AAL, Kingston DGI (1993) Bioactive and other sesquiterpenoids from Porella cordeana. J Nat Prod 56: 921-925
33. Jones JD, Dangl JL (2006) The plant immune system. Nature 444: 323-329
34. Jung HW, Hwang BK (2000) Isolation, partial sequencing, and expression of pathogenesis-related cDNA genes from pepper leaves infected by Xanthomonas campestris pv. vesicatoria. Mol Plant Microbe Interact 13: 136-142
35. Kallberg Y, Oppermann U, Jornvall H, Persson B (2002) Short-chain dehydrogenases/reductases (SDRs). Eur J Biochem 269: 4409-4417
36. Kallberg Y, Persson B (2006) Prediction of coenzyme specificity in dehydrogenases/reductases: a hidden Markov model-based method and its application on complete genomes. FEBS J 273: 1177-1184
37. Kim BS, Kim YC, Shin KS, Kim JH (2007) Near-isogenic lines for genes conferring hypersensitive resistance to bacterial spot in chili pepper. Plant Pathol J 23: 155-160
38. Kim YJ, Hwang BK (2000) Pepper gene encoding a basic pathogensis-related 1 protein is pathogen and ethylene inducible. Physiol Plant 108: 51-60
39. Kjonaas R, Martinkus-Taylor C, Croteau RB (1982) Metabolism of monoterpenes: conversion of L-menthone to L-menthol and D-neomenthol by stereospecific dehydrogenases from peppermint (Mentha piperita) leaves. Plant Physiol 69: 1013-1017
40. Kliebenstein DJ (2004) Secondary metabolites and plant/environment interactions: a view through Arabidopsis thaliana tinged glasses. Plant Cell Environ 20: 675-684
41. Kubo IH, Muroi H, Himejima M (1993) Combination effects of antifungal nagilactones against Candida albicans and two other fungi with phenylpropanoids. J Nat Prod 56: 220-226
42. Lanciotti R, Belleti N, Patrignani F, Gianotti A, Gardini F, Guerzoni ME (2003) Application of hexanal, (E)-2-hexanal, and hexyl acetate to improve the safety of fresh-sliced apples. J Agric Food Chem 51: 2958-2963
43. Lee SC, Hwang BK (2005) Induction of some defense-related genes and oxidative burst is required for the establishment of systemic acquired resistance in Capsicum annuum. Planta 221: 790-800
44. Lee SC, Hwang BK (2006) CASAR82A, a pathogen-induced pepper SAR8.2, exhibits an antifungal activity and its overexpression enhances disease resistance and stress tolerance. Plant Mol Biol 61: 95-109
45. Litvak ME, Monson RK (1998) Patterns of induced and constitutive monoterpene production in conifer needles in relation to insect herbivory. Oecologia 144: 531-540
46. Liu Y, Schiff M, Dinesh-Kumar SP (2002) Virus-induced gene silencing in tomato. Plant J 31: 777-786
47. Mahmoud SS, Croteau RB (2001) Metabolic engineering of essential oil yield and composition in mint by altering expression of deoxyxylulose phosphate reductoisomerase and menthofuran synthase. Proc Natl Acad Sci USA 98: 8915-8920
48. Matthew JA, Galliard T (1978) Enzymic formation of carbonyls from linoleic acid in leaves of Phaseolus vulgaris. Phytochemistry 17: 1043-1044
49. Mendoza L, Wilkens M, Urzua A (1997) Antimicrobial study of the resinous exudates and of diterpenoids and flavonoids isolated fromsome Chilean Pseudognaphalium (Asteraceae). J Ethnopharmacol 58: 85-88
50. Oppermann U (2007) Carbonyl reductases: the complex relationships of mammalian carbonyl- and quinone-reducing enzymes and their role in physiology. Annu Rev Pharmacol Toxicol 47: 293-322
51. Oppermann U, Filling C, Hult M, Shafqat N, Wu X, Lindh M, Shafqat J, Nordling E, Kallberg Y, Persson B, et al (2003) Short-chain dehydrogenases/reductases (SDR): the 2002 update. Chem Biol Interact 143-144: 247-253
52. Osbourn AE, Qi X, Townsend B, Qin B (2003) Dissecting plant secondary metabolism-constitutive chemical defenses in cereals. New Phytol 159: 101-108
53. Park SW, Kaimoyo E, Kumar D, Mosher S, Klessig DF (2007) Methyl salicylate is a critical mobile signal for plant systemic acquired resistance. Science 318: 113-116
54. Penninckx IA, Thomma BP, Buchala A, Métraux JP, Broekaert WF (1998) Concomitant activation of jasmonate and ethylene response pathways is required for induction of a plant defensin gene in Arabidopsis. Plant Cell 10: 2103-2114
55. Pérez-Fons L, Aranda FJ, Guillén J, Villala?́n J, Micol V (2006) Rosemary (Rosmarinus officinalis) diterpenes affect lipid polymorphism and fluidity in phospholipid membranes. Arch Biochem Biophys 453: 224-236
56. Persson B, Kallberg Y, Oppermann U, Jö rnvall H (2003) Coenzyme-based functional assignments of short-chain dehydrogenase/reductases (SDRs). Chem Biol Interact 143-144: 271-278
57. Philips MA, Croteau RB (1999) Resin-based defenses in conifers. Trends Plant Sci 4: 184-190
58. Pichersky E, Gang DR (2000) Genetics and biochemistry of secondary metabolites in plants: an evolutionary perspective. Trends Plant Sci 5: 439-445
59. Pierce ML, Cover EC, Richardson PE, Scholes VE, Essenberg M (1996) Adequacy of cellular phytoalexin concentrations in hypersensitivity responding cotton leaves. Physiol Mol Plant Pathol 48: 305-324
60. Rana BK, Singh UP, Taneja V (1997) Antifungal activity and kinetics of inhibition by essential oil isolated fromleaves of Aegle marmelos. J Ethnopharmacol 57: 29-34
61. Reignault P, Frost LN, Richardson H, Daniels MJ, Jones JD, Parker JE (1996) Four Arabidopsis RPP loci controlling resistance to the Noco2 isolate of Peronospora parasitica map to regions known to contain other RPP recognition specificities. Mol Plant Microbe Interact 9: 464-473
62. Ringer KL, Davis EM, Croteau RB (2005) Monoterpene metabolism. cloning, expression, and characterization of (2)-isopiperitenol/(2)-carveol dehydrogenase of peppermint and spearmint. Plant Physiol 137: 863-72
63. Schelz Z, Molnar J, Hohmann J (2006) Antimicrobial and antiplasmid activities of essential oils. Fitoterapia 77: 279-285
64. Sikkema J, de Bont JA, Poolman B (1995) Mechanisms of membrane toxicity of hydrocarbons. Microbiol Rev 59: 201-222
65. Sun HD, Qiu SX, Lin LZ, Wang ZY, Lin ZW, Pengsuparp T, Pezzuto JM, Fong HH, Cordell GA, Fransworth NR (1996) Nigranoic acid, a triterpenoid from Schisandra sphaerandra that inhibits HIV-1 reverse transcriptase. J Nat Prod 59: 525-527
66. Thomma BPHJ, Eggermont K, Penninckx IAMA, Mauch-Mani B, Vogelsang R, Cammue BPA, Broekaert WF (1998) Separate jasmonate-dependent and salicylate-dependent defense-response pathways in Arabidopsis are essential for resistance to distinctmicrobial pathogens. Proc Natl Acad Sci USA 95: 15107-15111
67. Trombetta D, Castelli F, Sarpietro MG, Venuti V, Cristani M, Daniele C, Saija A, Mazzanti G, Bisignano G (2005) Mechanisms of antibacterial action of three monoterpenes. Antimicrob Agents Chemother 49: 2474-2478
68. Ukness S, Mauch-Mani B, Moyer M, Potter S, Williams S, Dincher S, Chandler D, Slusarenko A, Ward E, Ryals J (1992) Acquired resistance in Arabidopsis. Plant Cell 4: 645-656
69. Weber FJ, de Bont JA (1996) Adaptation mechanisms of microorganisms to the toxic effects of organic solvents on membranes. Biochim Biophys Acta 1286: 225-245
70. Wink M (1998) Plant breeding: importance of plant secondary metabolites for protection against pathogens and herbivores. Theor Appl Genet 75: 225-233
71. Zipfel C, Robatzek S, Navarro L, Oakeley EJ, Jones JD, Felix G, Boller T (2004) Bacterial disease resistance in Arabidopsis through flagellin perception. Nature 428: 764-767