Investigation of microbial elicitation of trans -resveratrol and trans -piceatannol in peanut callus led to the application of chitin as a potential elicitor

Journal of Agricultural and Food Chemistry

Volumn 58, Issue 17, 2010, Pages 9537-9541

  Yang, Ming Hua ^a   Kuo, Chang Hsin ^b   Hsieh, Wan Ching ^b   Ku, Kuo Lung ^b  

^a HUNGKUANG UNIVERSITY   (Taiwan)

^b NATIONAL CHIAYI UNIVERSITY   (Taiwan)

Author keywords

chitin; Fungi; peanut callus; sterilization; trans piceatannol; trans resveratrol

Indexed keywords

CELL WALLS; FUNGAL CELLS; GRAM-NEGATIVE BACTERIA; INDUCTIVE EFFECTS; PEANUT CALLUS; REGARDLESS OF SPECIES; STERILIZATION; STILBENOIDS; SYSTEMATIC INVESTIGATIONS; TRANS-PICEATANNOL; TRANS-RESVERATROL;

BACTERIOLOGY; BIOCHEMISTRY; CELL CULTURE; CHITIN; FUNGI; STERILIZATION (CLEANING); TISSUE CULTURE;

BACTERIA;

3,3',4,5'-TETRAHYDROXYSTILBENE; ANTIINFECTIVE AGENT; CHITIN; PICEATANNOL; RESVERATROL; STILBENE DERIVATIVE;

ARTICLE; METABOLISM; MICROBIOLOGICAL EXAMINATION; PEANUT;

ANTI-INFECTIVE AGENTS; ARACHIS HYPOGAEA; CHITIN; MICROBIAL SENSITIVITY TESTS; STILBENES;

ARACHIS HYPOGAEA; BACTERIA (MICROORGANISMS); FUNGI; NEGIBACTERIA;

EID: 77956243252     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf1022725     Document Type: Article

References (40)

1. Ingham, J. L. 3,5,4′-Trihydroxystilbene as a phytoalexin from groundnuts (Arachis hypogaea) Phytochemistry 1976, 15, 1791-1793
2. Langcake, P.; Pryce, R. J. The production of resveratrol by Vitis vinifera and other members of the Vitaceae as a response to infection or injury Physiol. Plant Pathol. 1976, 9, 77-86
3. Fritzemeier, K. H.; Kindl, H. Coordinate induction by UV light of stilbene synthase, phenylalanine ammonia-lyase and cinnamate 4-hydroxylase in leaves of Vitaceae Planta 1983, 151, 48-52
4. Subba Rao, P. V.; Wadia, K. D. R.; Strange, R. N. Biotic and abiotic elicitation of phytoalexins in leaves of groundnut (Arachis hypogaea L.) Physiol. Mol. Plant Pathol. 1996, 49, 343-357
5. Sobolev, V. S.; Neff, S. A.; Gloer, J. B. New stilbenoids from peanut (Arachis hypogaea) seeds challenged by an Aspergillus caelatus strain J. Agric. Food Chem. 2009, 57, 62-68
6. Stivala, L. A.; Savio, M.; Carafoli, F.; Perucca, P.; Bianchi, L.; Maga, G.; Forti, L.; Pagoni, U. M.; Albini, A.; Prosperi, E.; Vannini, V. Specific structural determinants are responsible for the antioxidant activity and the cell cycle effects of resveratrol J. Biol. Chem. 2001, 276, 22586-22594
7. King, R. E.; Bomser, J. A.; Min, D. B. Bioactivity of resveratrol Compr. Rev. Food. Sci. Food Saf. 2006, 5, 65-69
8. Kimura, Y.; Okuda, H.; Arichi, S. Effects of stilbenes on arachidonate metabolism in leukocytes Biochim. Biophys. Acta 1985, 834, 275-278
9. Djoko, B.; Chiou, R. Y.-Y.; Shee, J.-J.; Liu, Y.-W. Characterization of immunological activities of peanut stilbenoids, arachidin-1, piceatannol, and resveratrol on lipopolysaccharide-induced inflammation of RAW 264.7 macrophages J. Agric. Food Chem. 2007, 55, 2376-2383
10. Bastianetto, S.; Dumont, Y.; Han, Y.; Quirion, R. Comparative neuroprotective properties of stilbene and catechin analogs: action via a plasma membrane receptor site? CNS Neurosci. Ther. 2009, 15, 76-83
11. Jang, M.; Cai, L.; Udeani, G. O.; Slowing, K. V.; Thomas, C. F.; Beecher, C. W. W.; Fong, H. H. S.; Farnsworth, N. R.; Farnsworth, A.; Kinghorn, A. D.; Metha, R. G.; Moon, R. C.; Pezzuto, J. M. Cancer chemopreventive activity of resveratrol, a natural product derived from grapes Science 1997, 275, 218-220
12. Docherty, J. J.; Fu, M. M. H.; Stiffler, B. S.; Limperos, R. J.; Pokabla, C. M.; DeLucia, A. L. Resveratrol inhibition of herpes simplex virus replication Antiviral Res. 1999, 43, 135-145
13. McMurtrey, K. D.; Minn, J.; Pobanz, K.; Schultz, T. P. Analysis of wines for resveratrol using direct injection high-pressure liquid chromatography with electrochemical detection J. Agric. Food Chem. 1994, 42, 1997-2000
14. Sobolev, V. S.; Cole, R. J. trans -Resveratrol content in commercial peanuts and peanut products J. Agric. Food Chem. 1999, 47, 1435-1439
15. Bavaresco, L.; Fregoni, M.; Trevisan, M.; Mattivi, F.; Vrhovsek, U.; Falchetti, R. The occurrence of the stilbene piceatannol in grapes Vitis 2002, 41, 133-136
16. Cantos, E.; Espn, J. C.; Toms-Barbern, F. A. Postharvest stilbene-enrichment of red and white table grape varieties using UV-C irradiation pulses J. Agric. Food Chem. 2002, 50, 6322-6329
17. Rudolf, J. L.; Resurreccion, A. V. A. Elicitation of resveratrol in peanut kernels by application of abiotic stresses J. Agric. Food Chem. 2005, 53, 10186-10192
18. Douillet-Breuil, A.-C.; Jeandet, P.; Adrian, M.; Bessis, R. Changes in the phytoalexin content of various Vitis spp. in response to ultraviolet C elicitation J. Agric. Food Chem. 1999, 47, 4456-4461
19. Cantos, E.; Espn, J. C.; Toms-Barbern, F. A. Postharvest induction modeling method using UV irradiation pulses for obtaining resveratrol-enriched table grapes: a new "functional" fruit̀ J. Agric. Food Chem. 2001, 49, 5052-5058
20. Ku, K.-L.; Chang, P.-S.; Cheng, Y.-C.; Lien, C.-Y. Production of stilbenoids from the callus of Arachis hypogaea: a novel source of the anticancer compound piceatannol J. Agric. Food Chem. 2005, 53, 3877-3881
21. Gonzalez-Barrio, R.; Beltran, D.; Cantos, E.; Gil, M. I.; Espin, J. C.; Toms-Barbern, F. A. Comparison of ozone and UV-C treatments on the postharvest stilbenoid monomer, dimmer, and trimer induction in var. Superio white table grapes J. Agric. Food Chem. 2006, 54, 4222-4228
22. Chang, J.-C.; Lai, Y.-H.; Djoko, B.; Wu, P.-L.; Liu, C.-D.; Liu, Y.-W.; Chiou, R. Y.-Y. Biosynthesis enhancement and antioxidant and anti-inflammatory activities of peanut (Arachis hypogaea L.) arachidin-1, arachidin-3, and isopentadienylresveratrol J. Agric. Food Chem. 2006, 54, 10281-10287
23. Vezzulli, S.; Civardi, S.; Ferrari, F.; Bavaresco, L. Methyl jasmonate treatment as a trigger of resveratrol synthesis in cultivated grapevine Am. J. Enol. Vitic. 2007, 58, 530-533
24. Paul, B.; Chereyathmanjiyil, A.; Masih, I.; Chapuis, L.; Benoit, A. Biological control of Botrytis cinerea causing grey mould disease of grapevine and elicitation of stilbene phytoalexin (resveratrol) by a soil bacterium FEMS Microbiol. Lett. 1998, 165, 65-70
25. Bavaresco, L.; Vezzulli, S.; Battilani, P.; Giorni, P.; Pietri, A.; Bertuzzi, T. Effect of ochratoxin A-producing Aspergilli on stilbenic phytoalexin synthesis in grapes J. Agric. Food Chem. 2003, 51, 6151-6157
26. Vezzulli, S.; Battilani, P.; Bavaresco, L. Stilbene-synthase gene expression after Aspergillus carbonarius infection in grapes Am. J. Enol. Vitic. 2007, 58, 132-134
27. Sobolev, V. S. Localized production of phytoalexins by peanut (Arachis hypogaea) kernels in response to invasion by Aspergillus species J. Agric. Food Chem. 2008, 56, 1949-1954
28. Kaku, H.; Nishizawa, Y.; Ishii-Minami, N.; Akimoto-Tomiyama, C.; Dohmae, N.; Takio, K.; Minami, E.; Shibuya, N. Plant cells recognize chitin fragments for defense signaling through a plasma membrane receptor Proc. Natl. Acad. Sci. U.S.A. 2006, 103 (29) 11086-11091
29. Bernard, M.; Latgé, J.-P. Aspergillus fumigatus cell wall: composition and biosynthesis Med. Mycol. 2001, 39 (Suppl. 1) 9-18
30. McFadden, D. C.; Casadevall, A. Capsule and melanin synthesis in Cryptococcus neoformans Med. Mycol. 2001, 39 (Suppl. 1) 19-30
31. Smits, G. J.; van den Ende, H.; Klis, F. M. Differential regulation of cell wall biogenesis during growth and development in yeast Microbiology 2001, 147, 781-794
32. Odds, F. C.; Brown, A. J. P.; Gow, N. A. R. Antifungal agents: mechanisms of action Trends Microbiol. 2003, 11, 272-279
33. Todar s Online Textbook of Bacteriology; http://textbookofbacteriology. net/structure-5.html (accessed Jan 18, 2010).
34. Liswidowati, L.; Melchior, F.; Hohmann, F.; Schwer, B.; Kindl, H. Induction of stilbene synthase by Botrytis cinerea in cultured grapevine cells Planta 1991, 183, 307-314
35. Wan, J.; Zhang, X.-C.; Stacey, G. Chitin signaling and plant disease resistance Plant Signal. Behav. 2008, 3 (10) 831-833
36. Chong, J.; Poutaraud, A.; Hugueney, P. Metabolism and roles of stilbenes in plants Plant Sci. 2009, 177, 143-155
37. Farina, A.; Ferranti, C.; Marra, C. An improved synthesis of resveratrol Nat. Prod. Res. 2006, 20, 247-252
38. Sun, X.; Zhu, J.; Zhong, C.; Izumi, K.-J.; Zhang, C. A concise and convenient synthesis of stilbenes via benzils and arylmethyldiphenylphosphine oxides Chin. J. Chem. 2007, 25, 1866-1870
39. Halls, C.; Yu, O. Potential for metabolic engineering of resveratrol biosynthesis Trends Biotechnol. 2008, 26, 77-81
40. Han, S. Y.; Lee, H. S.; Choi, D. H.; Hwang, J. W.; Yang, D. M.; Jun, J.-G. Efficient total synthesis of piceatannol via (E)-selective Wittig-Horner reaction Synth. Commun. 2009, 39, 1425-1432