Stimulation of seed germination of Orobanche species by ophiobolin a and fusicoccin derivatives

Journal of Agricultural and Food Chemistry

Volumn 56, Issue 18, 2008, Pages 8343-8347

  Fernández Aparicio, Mónica ^a   Andolfi, Anna ^b   Cimmino, Alessio ^b   Rubiales, Diego ^a   Evidente, Antonio ^b  

^a INSTITUTO DE AGRICULTURA SOSTENIBLE   (Spain)

^b UNIVERSITY OF NAPLES FEDERICO II   (Italy)

Author keywords

Broomrape; Fusicoccin derivatives; Ophiobolin A; Orobanche; Seed germination

Indexed keywords

FUSICOCCIN; GLYCOSIDE; MYCOTOXIN; OPHIOBOLIN A; SESTERTERPENE;

ARTICLE; CHEMISTRY; DRUG EFFECT; GERMINATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OROBANCHE;

GERMINATION; GLYCOSIDES; MAGNETIC RESONANCE SPECTROSCOPY; MYCOTOXINS; OROBANCHE; SESTERTERPENES;

OROBANCHACEAE; OROBANCHE; OROBANCHE MINOR;

EID: 53649111760     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf801727y     Document Type: Article

References (32)

1. Schneeweiss, G. M.; Colwell, A.; Park, J. M.; Jang, C. G.; Stuessy, T. F. Phylogeny of holoparasitic Orobanche (Orobanchaceae) inferred from nuclear ITS sequences. Mol. Phylogenet. Evol. 2004, 30, 465-478.
2. Parker, C.; Riches, C. Parasitic Weeds of the World: Biology and Control; CAB International, Wallinford, U.K., 1993.
3. Joel, D. M.; Hershenhorn, Y.; Eizenberg, H.; Aly, R.; Ejeta, G.; Rich, P. J.; Ranson, J. K.; Sauerborn, J.; Rubiales, D. Biology and management of weedy root parasites. In Horticultural Review; Janik, J., Ed.; Wiley: New York 2007; pp 267-350.
4. Sauerborn, J. Parasitic Flowering Plants: Ecology and Management; Verlag Josef Margraf: Weikersheim, Germany, 1991.
5. Parker, C. The present state of the Orobanche problem. In Biology and Management of Orobanche; Proceedings of the Third International Workshop on Orobanche and Related Striga Research, Amsterdam, The Netherlands; Pieterse, A. H., Verkleij, J. A. C., ter Borg, S. J. Eds.; The Netherlands Royal Tropical Institute: Amsterdam, The Netherlands, 1994; pp 17-26.
6. Pujadas-Salvá, A. Orobanchaceae. In Plantas Parásitasdela Península Ibérica e Islas Baleares; López-Sánchez, J. A., Catalán, P., Sáez, L., Eds.; Mundi-Prensa: Madrid, Spain 2002; pp 345-452.
7. Kharrat, M.; Halila, M. H.; Linke, K. H.; Haddar, T. First report of Orobanche foetida Poiret on faba bean in Tunisia. FABIS Newsl. 1992, 30, 46-47.
8. Rubiales, D.; Sadiki, M.; Román, B. First Report of Orobanche foetida on common vetch (Vicia sativa) in Morocco. Plant Dis. 2005, 59, 528-528.
9. Abouzed, A. M.; Boari, A.; Zonno, M. C.; Vurro, M.; Evidente, A. Toxicity profiles of potential biocontrol agents of Orobanche ramosa. Weed Sci. 2004, 52, 326-332.
10. Andolfi, A.; Boari, A.; Evidente, A.; Vurro, M. Metabolites inhibiting germination of Orobanche ramosa seeds produced by Myrothecium verrucaria and Fusarium compactum. J. Agric. Food Chem. 2005, 53, 1598-1603.
11. Humphrey, A. J.; Galster, A. M.; Beale, M. H. Strigolactones in chemical ecology: Waste products or vital allelochemicals. Nat. Prod. Rep. 2006, 23, 592-614.
12. Evidente, A.; Fernández-Aparicio, M.; Andolfi, A.; Rubiales, D.; Motta, A. Trigoxazonane, a monosubstituted trioxazonane by Trigonella foenum-graecum root exudate, inhibiting agent of Orobanche crenata seed germination. Phytochemistry 2007, 68, 2487-2492.
13. Fernández-Aparicio, M.; Andolfi, A.; Evidente, A.; Pérez-De-Luque, A.; Rubiales, D. Fenugreek root exudate with Orobanche species specific seed germination stimulatory activity. Weed Res. 2008, 48, 163-168.
14. Yoneyama, K.; Takeuchi, Y.; Ogasawara, M.; Konnai, M.; Sugimoto, Y.; Sassa, T. Cotylenins and fusicoccins stimulate seed germination of Striga hermonthica (Del.) Benth and Orobanche minor Smith. J. Agric. Food Chem. 1998, 46, 1583-1586.
15. Ballio, A.; Graniti, A. Phytotoxins and their involvement in plant diseases. Experientia 1991, 47, 751-864.
16. Evidente, A.; Andolfi, A.; Cimmino, A.; Vurro, M.; Fracchiola, M.; Charudattan, R. Herbicidal potential of ophiobolins produced by Drechslera gigantea. J. Agric. Food Chem. 2005, 54, 1779-1783.
17. Evidente, A.; Andolfi, A.; Cimmino, A.; Vurro, M.; Fracchiolla, M.; Charudattan, R.; Motta, A. Ophiobolin E and 8-epi-ophiobolin J by Drechslera gigantea, potential mycoherbicide of weedy grasses. Phytochemistry 2006, 67, 2281-2287.
18. Au, T. K.; Chick, S. H.; Leung, P. C. The biology of ophiobolins. Life Sci. 2000, 67, 733-742.
19. Marré, E. Fusicoccin: A tool in plant physiology. Annu. Rev. Plant Physiol. 1979, 30, 273-288.
20. Evidente, A.; Andolfi, A.; Fiore, M.; Boari, A.; Vurro, M. Stimulation of Orobanche ramosa seed germination by fusicoccin derivatives: A structure-activity relationships study. Phytochemisty 2006, 67, 19-26.
21. Ballio, A.; Carilli, A.; Santurbano, B.; Tuttobello, L. Produzione di fusicoccina in scala pilota. Ann. Ist. Super. Sanita 1968, 4, 317-332.
22. Ballio, A.; Brufani, M.; Casinovi, C. G.; Cerrini, S.; Fedeli, W.; Pellicciari, R.; Santurbano, B.; Vaciago, A. Structure of fusicoccin A. Experientia 1968, 24, 631-635.
23. Ballio, A.; Casinovi, C. G.; Framondino, M.; Grandolini, G.; Randazzo, G.; Rossi, C. Structure of three isomers of monodeacetylfusicoccin. Experientia 1972, 28, 1150-1151.
24. Ballio, A.; Casinovi, C. G.; Randazzo, G.; Rossi, C. Characterization of by-products of fusicoccin in culture filtrates of Fusicoccum amygdali. Experientia 1970, 26, 349-351.
25. Evidente, A.; Randazzo, G.; Casinovi, C. G.; Ballio, A. Catalytic hydrogenation of fusicoccin. Gazz. Chim. Ital. 1984, 114, 61-64.
26. Ballio, A.; Casinovi, C. G.; Capasso, R.; Ferrara, A.; Randazzo, G. Structure revision of the ketone formed by Jones oxidation of fusicoccin triacetate and preparation of 9-epifusicoccins. Gazz. Chim. Ital. 1981, 111, 129-132.
27. Chiosi, S.; Evidente, A.; Randazzo, G.; Casinovi, C. G.; Segre, A. L.; Ballio, A. The reaction of fusicoccin with Fritz and Schenk reagent. Gazz. Chim. Ital. 1983, 113, 717-720.
28. Randazzo, G.; Evidente, A.; Capasso, R.; Colantuoni, F.; Tuttobello, L.; Ballio, A. Further experiments on the biosynthesis of fusicoccin. Gazz. Chim. Ital. 1979, 109, 101-104.
29. Johnson, A.; Rosebery, G.; Parker, C. A novel approach to Striga and Orobanche control using synthetic germination stimulants. Weed Res. 1976, 16, 223-227.
30. Fritz, J. S.; Schenk, G. H. Acid-catalyzed acetylation of organic hydroxyl group. Anal. Chem. 1959, 31, 1808-1812.
31. 1H NMR conformational study of fusicoccin and related compounds: Molecular comformation and biological activity. Phytochemistry 1991, 30, 137-146.
32. Pini, C.; Vicari, G.; Ballio, A.; Fererico, R.; Evidente, A.; Randazzo, G. Antibodies specific for fusicoccin. Plant Sci. Lett. 1979, 16, 343-353.