Plant secondary metabolites.Targets and mechanisms of allelopathy

Allelopathy: A Physiological Process with Ecological Implications

Volumn , Issue , 2006, Pages 229-265

  Lotina Hennsen, B ^a   King Diaz, B ^a   Aguilar, M I ^a   Hernandez Terrones, M G ^b  

^a Universidad Nacional Autonoma de Mexico Facultad de Quimica   (Mexico)

^b FEDERAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84919644433     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1007/1-4020-4280-9_11     Document Type: Chapter

References (55)

1. Achnine, L. Mata, R. Iglesias-Prieto, R. Lotina-Hennsen, B. (1998) Impairment of photosystem II donor side by the natural Product odoratol. J. Agric. Food Chem. 46:5313-5317.
2. Achnine, L. Pereda-Miranda, R. Iglesias-Prieto, R. Moreno-Sanchez, R. Lotina-Hennsen, B. (1999) Tricolorin, A. a potent natural uncoupler and inhibitor of photosystem II acceptor side of spinach chloroplasts. Physiologia Plantarum 106:246-252.
3. Aguilar, MI. Delgado, G. Bye, R. Linares, E. (1993) Bisabolenes, polycyclic diterpenoids and other constituents from the roots of Lostephane heterophylla. Phytochem. 33(5):1161-1163.
4. Anaya, AL. Sabourin, JD. Hernandez-Bautista, BE. Mendez, I. (1995) Allelopathic potential of Ipomoea tricolor (Convolvulaceae) in a greenhouse experiment. Journal of Chemical Ecology, 21(8):1085-1102.
5. Bah, M. Pereda-Miranda, R. (1996) Detailed FAB-Mass spectrometry and high resolution NMR investigation of tricolorin A-E, individual oligosaccharides from the resins of Ipomoea tricolor (Convolvulaceae). Tetrahedron 52:13063-13080.
6. Batish, DR. Singh, HP. Kohli, RK. Saxena, DB. Kaur, S. (2002) Allelopathic effects of parthenin against two weedy species, Avena fatua and Bidens pilosa. Enviromental and Experimental Botany 47:149-155.
7. Calera, MR. Anaya, AL. Gavilanes-Ruíz, M. (1995) Effect of a phytotoxic resin glycoside on the activity of the H+-ATPase from plasma membrane. Journal of Chemical Ecology 21:289-297.
8. Calera, MR. Mata, R. Lotina-Hennsen, B. Anaya, AL. (1996) Uncoupling behavior of the 4-phenylcoumarins in spinach chloroplasts: Structure-activity relationships. J. Agric. Food Chem. 44(10):2966-2969.
9. Castañeda, P; Gómez, L; Mata, R; Lotina-Hennsen, B; Anaya, AL; Bye, R; (1996) Phytogrowthinhibitory and antifungal constituents of Helianthella quinquenervis. J. Nat. Prod. 59:323-326.
10. Castañeda, P. Mata, R. Lotina-Hennsen, B. (1998) Effect of encecalin, euparin and demethylencecalin on thylakoid electron transport and photophosphorylation in isolated spinach chloroplasts. J. Sci. Food Agric. 78:102-108.
11. Céspedes, CL. Calderón, JS. King-Díaz, B. Lotina-Hennsen, B. (1998) Phytochemical and biochemical characterization of epimeric photogedunin derivatives. Their different sites of interaction on the redox electron transport carrier of Spinacea oleracea L. Chloroplasts. J. Agric. Food Chem. 46:2810-2816.
12. Cháves, D. Mata, R. Iglesias-Prieto, R. Lotina-Hennsen, B. (2001) Annonaceous acetogenins: Naturally ocurring inhibitors of ATP synthesis and photosystem II in spinach chlroplasts. Physiol. Plantarum 111:262-268.
13. Chiang, HC. Lo, YJ. Lu, FJ. (1994) Xanthine oxidase inhibitors from the leaves of Alsophila spinulosa (Hook) Tryon. Journal of Enzyme Inhibition 8(1):61-71.
14. Cos, P. Ying, L. Calomme, M. Hu, JP. Cimanga, K. Van, PB. Pieters, L. Ulietnck, AJ. Binghe, DV. (1998) Structure-activity relationship and classification of flavonoids as inhibitors of xanthine oxidase and superoxide scavengers. J. Nat. Prod. 61(1):71-76.
15. De la Fuente, JR. Uriburu, ML. Burton, G. Sosa, VE. (2000) Sesquiterpene lactone variability in Parthenium hysterophorus L. Phytochemistry 55:769-772.
16. Dilday, RH. Mattice, JD. Moldenhauer, K. Yan, W. (2001) Allelopathic potential in rice germplasm against ducksalad, redstem and Barnyard grass. J. Crop Prod. 4:287-302.
17. Elakovich, SD. (1999) In Principles and Practices in Plant Ecology: Allelochemical Interactions; Inderjit; Dakshini, KMM. Foy, CL. (Eds); CRC, Boca Raton, FL, pp. 45-56.
18. Evans, HC. (1997) Parthenium hysterophorus: a review of its weed status and the possibilities for biological control. Biocontrol News Inform. 18:389-398.
19. Esposti, DM. Ghelli, A. Ratta, M. Cortes, D. Estornell, E. (1994) Natural substances (acetogenins) from the family Annonaceae are powerful inhibitors of mitochondrial NADH dehydrogenase (Complex I). The Biochemical Journal 301(1):161-167.
20. Estornell, E. Tormo, JR. Cortes, D. (1997) Cherimolin-1, new selective inhibitor of the first energycoupling site of the NADH: ubiquinone oxidoreductase (Complex I). Biochim. Biophys. Res. Commun 240:234-238.
21. Galindo, JCG. Hernández, A. Dayan, FE. Tellez, MR. Macías, FA. Paul, NR. Duke, SO. (1999) Dehydrozaluzanin, C. a natural sesquiterpenolide, causes rapid plasma membrane leakage. Phytochemistry 52:805-813.
22. González-Bernardo, E. Aguilar; MI. Delgado, G. King-Díaz, B. Lotina-Hennsen, B. (2003) Photosynthetic electron transport interaction of xanthorrhizo isolated from Iostephane heterophylla and its derivatives. Physiol. Plantarum 119:598-604.
23. Goodman & Gilman's. The Pharmacological Basis of Therapeutics by Louis Sanford Goodman (Editor), Lee, E. Limbird (Editor), Alfred, G. Gilman, Perry, B. Molinoff (Editor), Theodore W. Rall (Contributor).
24. Hernández-Terrones, MG. Aguilar, MI. King-Díaz, B. Lotina-Hennsen, B. (2003a) Inhibition of photosystem II in spinach chloroplasts by trachyloban-19-oic acid. Pesticide Biochem and Physiol 77:12-17.
25. Hernández-Terrones, MG. Aguilar, MI. King-Díaz, B. Lotina-Hennsen, B. (2003b) Interference of methyl trachyloban-19-oate ester with CF0 of spinach chloroplast H+-ATPase. Archives of Biochem. Biophysics. 418:93-97.
26. Jiménez, A. Mata, R. Lotina-Hennsen, B. Anaya, AL. (1998) Interference of 1, 2, 3, 4, -tetramethoxy-5-(2-propenyl) benzene with photosynthetic electron transport. Z. Naturforsch 53C: 55-59.
27. Knox, JP. Dodge, AD. (1985) Singlet Oxygen and Plants. Phytochemistry 5:889-896.
28. Kocacaliskan, I. Terzi, I. (2001) Allelopathic effects of walnut leaf extracts and juglone on seed germination and seedling growth. J. Hort. Sci. Biotech, 76:436-440.
29. Larson, DP. Heathcock, CH. (1997) Total synthesis of tricolorin A. J. Org Chem 62:8406-8418.
30. Lores Arnaiz, GR. (1998) Nobel Prize in Chemistry 1997, Jean Skou, Paul Boyer and John Walker: the motor of the life. Medicina 58(1):107-109.
31. Lotina-Hennsen, B. Roque-Resendíz, JL. Jiménez, M. Aguilar, M. (1991) Inhibition of oxygen evolution by cacalol and its derivatives. Z. Naturforsch. 46C:777-780.
32. Lotina-Hennsen, B. Bernal-Morales, E. Romo de Vivar, A. Pérez, CA. Castro, RA. Aguilar, MM. (1992) Inhibition of oxygen evolution by Zaluzanin C. J. Chem. Ecol. 18(11):1891-2000.
33. Lu, SF. Óyang, Q. Guo, ZW. Yu, B. Hui, YZ. (1997) Total synthesis of Tricolorin A. J. Org Chem 62:8400-8405.
34. Mata, R. Martínez, E. Bye, R. Morales, G. Singh, MP. Janso, JE. Maiese, WM. Timmermann, B. (2001) Biological and mechanistic activities of xanthorrizol and 4-(1', 2'-dimethylhex-4'-enyl) - 2-methylphenol isolated from Iostephane heterophylla. J. Nat. Prod. 64(7):911-914.
35. Méndoza, JL; Jiménez, M; Lotina-Hennsen, B; (1994) Piquerol A and diacetyl piquerol act as energy transfer inhibitors of photosynthesis. Pestc. Sci. 40:37-40.
36. Miyoshy, H; Ohshima, M; Shimada, H; Akagi, T; Iwamura, H; McLaughlin, JL; (1998) Essential structural factors of annonaceous acetogenins as potent inhibitors of mitochondrial complex I. Biochem. Biophys. Acta 1365(3):443-452.
37. Molish, H; (1937) der Einfluss einer pflane auf die andere-Allelopathie. Fisscher, Jena.
38. Morré, DJ; de Cabo, R; Farley, C; Oberlies, NH; McLaughlin, JL; (1995) Mode of action of bullatacin, a potent antitumor acetogenin: inhibition of NADH oxidase activity of HeLa and HL-60, but not liver, plasma membrane. Life Sciences 56(5):343-348.
39. Oberlies, NH; Jones, JL; Corbett, TH; Fotopoulos, SS; McLaughlin, JL; (1995) Tumor cell growth inhibition by several Annonaceous acetogenins in an in vitro disk diffusion assay. Cancer Letters 96(1):55-62.
40. Oberlies, NH; Chang, JL; McLaughlin, JL; (1997) Structure-activity relationships of diverse Annonaceous acetogenins against multidrug resistant human mammary adenocarcinoma (MCF-7/Adr) cells. J. Med. Chem. 40:2102-2106.
41. Pandji, C; Grimm, C; Wray, V; Witte, L; Proksch, P; (1993) Insecticidal constituents fro four species of the Zingiberaceae. Phytochemistry 34(2):415-419.
42. Pereda-Miranda, R; Mata, R; Anaya, A. L; Wickramaratne, MD. B; Pezzuto, J. M.; Kinghorn, D. A. (1993) Tricolorin A, major phytogrowth inhibitor from Ipomoea tricolor. J. Nat Prod. 56:574-582.
43. Picman, J; Picman, AK; (1984) Autotoxicity in Parthenium hysterophorus and its possible role in control germination. Biochem Syst Ecol. 12:287-292.
44. Putnam, AR; (1983) Allelopathic chemicals. Nature's herbicides in action. Chem. Eng. News, 61(14):34-35.
45. Putnam, AR; Tang, CS; (1986) In the Science of allelopathy; Putnam, AR; Tang, CS; Eds, Wiley: New York, p. 1-22.
46. Rasmussen, JA; Einhellig, FA; (1979) Inhibitory effects of three phenolic acids on grain sorghum germination. Plant Sci. Letters 14:69-74.
47. Rice, EL; (1984) Allelopathy. Academic Press, Orlando, FL. 2nd Edition.
48. Roux, D; Hadi, HA; Thoret, S; Guénard, D; Thoison, O; Pais, M.; Sévenet, T; (2000) Structure-Activity Relationship of Polyisoprenyl Benzophenones from Garcinia pyrifera on the Tubulin/Microtubule System. J. Nat. Prod. 63:1070-1076.
49. Smith, AE; Martin, LD; (1994). Allelophatic characteristics of 3 cool-season grass species in the forage ecosystem. Agron J. 86:243-246.
50. Sweeney, AP; Wyllie, SG; Shalliker, RA; Markham, JL; 2001. Xanthine oxidase inhibitory activity of selected Australian native plants. J. Ethopharmacol. 75:273-277.
51. Tormo, JR; Gallardo, T; Aragón, R; Cortes, D; Estornell, E; (1999), Specific interactions of monotetrahydrofuranic annonaceous acetogenins as inhibitors of mitochondrial complex I. Chemico-Biological Interactions 122:171-183.
52. Whittaker, RH; (1970) The biochemical ecology of higher plants. In Chemical Ecology, Sondheimer, E; Simeone, JB; (Eds), pp. 43-70. New York, Academic.
53. Whittaker, RH; Finney, PP; (1971) Allelochemics: Chemical interactions between species. Science 171:757-770.
54. Zafra-Polo, MC; González, MC; Tormo, JR; Estornell, E; Cortés, D; (1996a) Polyalthidin: new prenylated benzopyran inhibitor of the mammalian mitochondrial respiration chain. J. Nat. Prod. 59(10):913-916.
55. Zafra-Polo, MC; González, MC; Estornell, E; Sahpaz, S; Cortés, D; (1996b) Acetogenins from annonaceae, inhibitors of mitochondrial complex I. Phytochemistry 42:253-271.