Changes in phenolic composition induced by Pseudomonas savastanoi pv. Savastanoi infection in olive tree: Presence of large amounts of verbascoside in nodules of tuberculosis disease

Journal of Agricultural and Food Chemistry

Volumn 54, Issue 15, 2006, Pages 5363-5368

  Cayuela, Jose Antonio ^a   Rada, Mirella ^a   Rios, Jose Julian ^a   Albi, Tomas ^a   Guinda, Angeles ^a  

^a INSTITUTO DE LA GRASA   (Spain)

Author keywords

Olive tree tuberculosis; Pseudomonas savastanoi pv. savastanoi; Verbascoside

Indexed keywords

ACTEOSIDE; ANTIINFECTIVE AGENT; GLUCOSIDE; PHENOL DERIVATIVE; PLANT EXTRACT;

ARTICLE; CHEMISTRY; MICROBIOLOGY; OLIVE TREE; PLANT DISEASE; PLANT LEAF; PSEUDOMONAS;

ANTI-INFECTIVE AGENTS; GLUCOSIDES; OLEA; PHENOLS; PLANT DISEASES; PLANT EXTRACTS; PLANT LEAVES; PSEUDOMONAS;

BACTERIA (MICROORGANISMS); PSEUDOMONAS; PSEUDOMONAS SAVASTANOI;

EID: 33746908472     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf060807w     Document Type: Article

References (41)

1. Bianco, A. D.; Muzzalupo, I.; Piperno, A.; Romeo, G.; Uccella, N. Bioactive derivatives of oleuropein from olive fruits. J. Agric. Food Chem. 1999, 47, 3531-3534.
2. Uccella, N. Olive biophenols: biomolecular characterization, distribution and phytoalexin histochemical localization in the drupes. Trends Food Sci. Technol. 2001, 11, 315-327.
3. Kubo, I.; Matsumoto, A.; Takase, I. A multichemical defense mechanism of bitter olive Olea europaea (Oleaceae). Is oleuropein a phytoalexin precursor? J. Chem. Ecol. 1985, 11, 251-263.
4. Lo Scalzo, R.; Scarpati, M. L.; Verregnassi, B.; Vita, G. Olea europaea chemical repellents to Dacus oleae females. J. Chem. Ecol. 1994, 20, 1813-1823.
5. Juven, B.; Henis, Y.; Jacoby B. Studies on the mechanism of the antimicrobial action of oleuropein. J. Appl. Bacteriol. 1971, 35, 559-567.
6. Gourama, H.; Bullerman, B. L. Effects of oleuropein on growth and aflatoxin production by Aspergillus parasiticus. Lebensm. Wiss. Technol. 1987, 20, 226-228.
7. Tassou, C. C.; Nychas, G. J.; Board, R. G. Effect of phenolic compounds and oleuropein on germination of Bacillus cereus T spores. Biotechnol. Appl. Biochem. 1991, 13, 231-237.
8. Tranter, H. S.; Soula, C.; Tassou, C. C.; Nychas, G. J. The effect of the olive phenolic compound oleuropein on growth and enterotoxin B production by Staphylococcus aureus. J. Appl. Bacteriol. 1993, 74, 253-259.
9. Tassou, C. C.; Nychas, G. J. Inhibition of Staphylococcus aureus by olive phenolics in broth and in a model food system. J. Food. Protec. 1994, 57, 120-124.
10. Tassou, C. C.; Nychas, G. J. Inhibition of Salmonella enteridis by oleuropein in broth and in a model food system. Lett. Appl. Microbiol. 1995, 20, 120-124.
11. Benavente-García, O.; Castillo, J.; Lorente, J.; Ortuño, A.; Del Rio, J. A. Antoixidant activity of phenolics extracted from Olea europaea L. leaf. Food Chem. 2000, 68, 457-462.
12. Briante, R.; Patumi, M.; Terenziani, S.; Febbraio, F.; Nucci, R. Olea europaea L. leaf extract and derivatives: antioxidant properties. J. Agric. Food Chem. 2002, 50, 4934-4940.
13. Ucella, N. Olive biophenols: novel ethnic and technological approach. Trends Food Sci. Technol. 2001, 11, 328-339.
14. Liu, M. J.; Li, J. X.; Guo, H. Z.; Lee, K. M.; Qin, L.; Chan, K. M. The effects of verbascoside on plasma lipid peroxidation level and erythrocyte membrana fluidity during immobilization in rabbits: a time course study. Life Sci. 2003, 73, 883-892.
15. Deepak, M.; Handa, S. S. Antiinflamatory activity and chemical composition of extracts of Verbena officinalis. Phytoher. Res. 2000, 14, 463-465.
16. Kunvari, M.; Paska, C.; Laszlo, M.; Orfi, L.; Kovesdi, I.; Eros, D.; Bokonyi, G.; Neri, G.; Gyurjan, I. Biological activity and structure of antitumor compounds from Plantago media L. Acta Pharm. Hung. 1999, 69, 232-239.
17. Daels-Rakotoarison, D. A.; Seidel, V.; Greisser, B.; Brunet, C.; Tillequin, F.; Bailleul, F.; Luyckx, M.; Dine, T.; Cazin, M.; Cazin, J. C. Neurosedative and antioxidant activities of phenylpropanoids from Ballota nigra. Arzneimmittelforschung 2000, 50, 16-23.
18. Wang, P.; Kang, J.; Zheng, R.; Yang, Z.; Lu, J.; Gao, J.; Jia, Z. Scavenging effects of phenylpropanoid glucosides from Pedicularis on superoxide anion and hydroxyl radical by the spin trapping method. Biochem. Pharmacol. 1996, 51, 687-691.
19. Gao, J. J.; Igalashi, K.; Nukina, M. Radical scavenging activity of phenylpropanoid glucosides in Caryopteris incana. Biosci., Biotechnol., Biochem. 1999, 63, 983-988.
20. Liao, F.; Zheng, R.-L.; Gao, J. J.; Jia, Z. J. Retardation of skeletal muscle fatigue by two phenylpropanoid glucosides: verbascoside and martynoside from Pediculares alicata maxim. Phytother. Res. 1999, 13, 621-623.
21. Li, J. X.; Xin, D.; Li, H.; Lu, J. F.; Tong, C. W.; Gao, J. N.; Chan, K. M. Effect of verbascoside on decreasing concentration of oxygen free radicals and lipid peroxidation in skeletal muscle. Acta Pharmacol. Sin. 1999, 20, 126-130.
22. Sheng, G. Q.; Zhang, J. R.; Pu, X. P.; Ma, J.; Li, C. L. Protective effect of verbascoside on 1-methyl1-4-phenylpyridinium ion-induced neurotoxicity in PC12 cells. Eur. J. Pharm. 2002, 451, 119-124.
23. Tjamos, E. C.; Graniti, A.; Smith, I. M.; Lamberti, F.; Eds.; Conference on olive diseases. EPPO Bull. 1993, 23, 365-550.
24. Trapero, A.; Blanco, M. A. Cap. 15. Enfermedades. In El cultivo del olivo, 5th ed.; Barranco, D., Fernández-Escobar, R., Rallo, L., Eds.; Coed. Mundi Prensa-Junta de Andalucía: 2004; pp 578-583.
25. García, M. A.; Peñalver, R.; López, M. M. Sensibilidad de variedades de olivo a Pseudomonas savastanoi pv. Savastanoi, causante de la tuberculosis. Fruticultura porofesional 2001, 120, 57-58.
26. De Andrés, F.; Cap, V. Virosis y parásitos. In Enfermedades y plagas del olivo, 3rd ed.; Riquelme, Vargas, Eds.; Jaén: España, 1997; pp 105-113.
27. Guinda, A.; Albi, T.; Pérez-Camino, M. C.; Lanzón, A. Supplementation of oils with oleanolic acid from the olive leaf (Olea europea). Eur. J. Lipid Sci. Technol. 2004, 106, 22-26.
28. Mateos, R.; Espartero, J. L.; Trujillo, M.; Rios, J. J.; León-Camacho, M.; Alcudia, F.; Cert, A. Determination of phenols, flavones and lignans in virgin olive oils by solid-phase extraction and high-performance liquid chromatography with diode array ultraviolet detection. J. Agric. Food Chem. 2001, 49, 2185-2192.
29. Tabera, J. J.; Ruiz-Rodríguez, A.; Señoráns, F. J.; Ibáñez-Ezequiel, E.; Reglero, G. J.; Albi, T.; Lanzón, A.; Pérez-Camino, M. C.; Guinda, A.; Rada, M. Procedimiento para obtener compuestos de alto valor anadido a partir de hoja de olivo. Patente Spain no. 200400293, 2004.
30. Fogliano, V.; Verde, V.; Randazzo, C.; Ritieni, A. Method for measuring antioxidant activity and its application to monitoring the antioxidant capacity of wines. J. Agric. Food Chem. 1999, 47, 1035-1040.
31. Soler-Rivas, C.; Espín, J. C.; Wichers, H. Review. Oleuropein and related compounds. J. Sci. Food Agric. 2000, 80, 1013-1023.
32. Roussos, P. A.; Pontikis, C. A.; Tsantili, E. Root promoting compounds detected in olive knot extract as response to infection by the bacterium Pseudomonas savastanoi pv savastanoi. Plant Sci. 2002, 163, 533-541.
33. Maestro, R.; León, R.; Ruíz, V. Compuestos fenólicos del olivo (Olea europaea L.). Grasas aceites 1994, 45, 265-269.
34. Vinha, A. F.; Ferreres, F.; Silva, B. M.; Valentao, P.; Gonsalves, A.; Pereira, J. A.; Oliveira, B.; Seabra, R. M.; Andrade, P. Phenolic profiles of Portuguese olive fruits (Olea europaea L.): Influences of cultivar and geographical origin. Food Chem. 2005, 89, 561-568.
35. Damtoft, S.; Franzyk, H.; Jensen, S. R. Biosynthesis of secoiridoids in Fontanesia. Phytochemistry 1995, 38, 615-621.
36. Jensen, S. R.; Franzyka, H.; Wallanderb, E. Chemotaxonomy of the Oleaceae: iridoids as taxonomic markers. Phytochemistry 2002, 60, 213-231.
37. Deepak, M.; Umashankar, D. C.; Handa, S. S. Verbascoside, a promising phenylpropanoid. Indian Drugs 1999, 36, 336-345.
38. Amiot, M. J.; Fleuriet, A.; Macheix, J. J. Importance and evolution of phenolic compounds in olive during growth and maturation. J. Agric. Food. Chem. 1986, 34, 823-826.
39. Romani, A.; Mulinacci, N.; Pinelli, P.; Vincieri, F.; Cimato, A. Polyphenolic content in five Tuscany cultivars of Olea europaea L. J. Agric. Food. Chem. 1999, 47, 964-967.
40. Ryan, D.; Robards, K.; Prenzler, P.; Jardine, D.; Herlt, T.; Antolovich, M. Liquid chromatography with electrospray ionisation mass spectrometric detection of phenolic compounds from Olea europaea. J. Chromatogr. A 1999, 855, 529-537.
41. Esti, M.; Cinquanta, L.; La Notte, E. Phenolic compound in different olive varieties. J. Agric. Food Chem. 1998, 46, 32-35.