Elimination of ergoline alkaloids following treatment of Ipomoea asarifolia (Convolvulaceae) with fungicides

Planta

Volumn 219, Issue 4, 2004, Pages 619-625

  Kucht, Sabine ^a   Groß, Julia ^a   Hussein, Yasser ^a   Grothe, Torsten ^b   Keller, Ullrich ^b   Basar, Simla ^c   König, Wilfried A ^c   Steiner, Ulrike ^a   Leistner, Eckhard ^a  

^a UNIVERSITY OF BONN   (Germany)

^b ActinoDrug Pharmaceuticals GmbH   (Germany)

^c UNIVERSITY OF HAMBURG   (Germany)

Author keywords

Alkaloid; Ergoline; Ipomoea; Plant fungus association; Secretory gland; Volatile oil

Indexed keywords

FUNGICIDES; OILS AND FATS; VOLATILE ORGANIC COMPOUNDS;

ERGOLINE ALKALOIDS; GLANDS; POACEAE PLANTS;

PLANTS (BOTANY);

ALKALOIDS; FUNGICIDES; PLANTS; VOLATILE OIL;

CONVOLVULACEAE; FUNGI; IPOMOEA; IPOMOEA ASARIFOLIA; POACEAE;

EID: 4344680650     PISSN: 00320935     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00425-004-1261-2     Document Type: Article

References (40)

1. Broun P, Somerville C (2001) Progress in plant metabolic engineering. Proc Natl Acad Sci USA 98:8925-8927
2. Buades C, Moya A (1996) Phylogenetic analysis of the isopenicillin-N- synthetase horizontal gene transfer. J Mol Evol 42:537-542
3. Bushman F (2002) Lateral DNA transfer. Mechanisms and consequences. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY
4. Caruso M, Colombo AL, Fedeli L, Pavesi A, Quadroni S, Saracchi M, Ventrella G (2000) Isolation of endophytic fungi and actinomycetes taxane producers. Ann Microbiol 50:3-13
5. Clay K (1991) Fungal endophytes, grasses and herbivores. In: Barbose P, Krischik VA, Jones CG (eds) Microbial mediation of plant-herbivore interactions. Wiley, New York, pp 199-226
6. Clay K, Frentz IC (1993) Balansia pilulaeformis, an epiphytic species. Mycologia 85:527-534
7. Davidse LC (1987) Biochemical aspects of benzimidazole fungicides-action and resistance. In: Lyr H (ed) Modern selective fungicides. Fischer, Jena, pp 245-257
8. Dobberstein RH, Staba EJ (1969) Ipomoea, Rivea and Argyreia tissue cultures: influence of various chemical factors on indole alkaloid production and growth. Lloydia 32:141-147
9. Europäisches Arzneibuch (1997) Amtliche deutsche Ausgabe, 3rd edn. Deutscher Apotheker Verlag, Stuttgart; Govi-Verlag-Pharmazeutischer Verlag, Eschborn, pp 129-130
10. Frach K, Blaschke G (1998) Separation of ergot alkaloids and their epimers and determination in sclerotia by capillary electrophoresis. J Chromatogr A 808:247-252
11. Fritz R, Lanen C, Colas V, Leroux P (1997) Inhibition of methionine biosynthesis in Botrytis cinera by the anilinopyromidine fungicide pyrimenthanil. Pestic Sci 49:40-46
12. Gröger D, Floss HG (1998) Biochemistry of ergot alkaloids - achievements and challenges. In: Cordell GA (ed) The alkaloids, vol 50. Academic Press, San Diego, pp 171-218
13. Hegnauer R (1992) Chemotaxonomie der Pflanzen. Birkhäuser, Basel
14. Hochmuth DH, Joulain D, König WA (2002) MassFinder Software and Data Bank, University of Hamburg. http:// www.chemie.uni-hamburg.de/oc/koenig/ massfinder.html
15. Jenett-Siems K, Kaluga M, Eich E (1994) Ergobalansine/ergobalansinine, a proline-free peptide-type alkaloid of the fungal genus Balansia, is a constituent of Ipomoea piurensis. J Nat Prod 57:1304-1306
16. Kuck KH, Thielert W (1987) On the systemic properties of HWG 1608, the active ingredient of the fungicides Folicur and Raxil. Pflanzenschutz Nachr Bayer 40:133-152
17. Lechevalier HA (1975) Production of the same antibiotics by members of different genera of microorganisms. Adv Appl Micro biol 19:25-45
18. Lewis EA, Bills GF, Heredia G, Reyes M, Arias RM, White JF Jr (2002) A new species of endophytic Balansia from Veracruz, Mexico. Mycologia 94:1066-1070
19. Lyr H (1995) Selectivity in modern fungicides and its basis. In: Lyr H (ed) Modern selective fungicides: properties, applications, mechanisms of action. Fischer, Stuttgart, pp 13-22
20. Masner P, Muster P, Schmid P (1994) Possible methionine biosynthesis inhibition by pyrimidinamine fungicides. Pestic Sci 42:163-166
21. Mockaitis JM, Kivilaan A, Schulze A (1973) Studies of the loci of indole alkaloid biosynthesis and alkaloid translocation in Ipomoea violacea plants. Biochem Physiol Pflanz 164:248-257
22. Mothes K (1981) The problem of chemical convergence in secondary metabolism. Sci Scientists 323-326
23. Mucciarelli M, Scannerini S, Bertea C M, Maffei M (2002) An ascomycetous endophyte isolated from Mentha piperita L.: biological features and molecular studies. Mycologia 94:28-39
24. Nahrstedt A (1996) Relationships between the defense systems of plants and insects. In: Romeo JT, Saunders JA, Barbosa P (eds) Recent advances in phytochemistry, vol 30. Plenum, New York, pp 217-230
25. Noh M-J, Yang J-G, Kim K-S, Yoon Y-M, Kang K-A, Han H-Y, Shim S-B, Park H-J (1999) Isolation of a novel microorganism, Pestalotia heterocornis. Biotechnol Bioeng 64:620-623
26. Ortega F, Steiner U, Dehne HW (1998) Induced resistance to apple scab: microscopic studies on the infection cycle of Venturia inaequalis (Cke.) Wint. J Phytopathol 146:399-405
27. Panaccione DG, Johnson RD, Wang J, Young CA, Damronykool P, Scott B, Schardl CL (2001) Elimination of ergovaline from a grass-Neotyphodium endophytic symbiosis by genetic modification of the endophyte. Proc Natl Acad Sci USA 98:12820-12825
28. Porter JK (1994) Chemical constituents of grass endophytes. In: Bacon CW, White JW Jr (eds) Biotechnology of endophytic fungi of grasses. CRC Press, Boca Raton, pp 103-123
29. Reddy PV, Bergen MS, Patel R, White JF Jr (1998) An examination of molecular phylogeny and morphology of the grass endophyte Balansia claviceps and similar species. Mycologia 90:108-117
30. Stierle A, Strobel G, Stierle D (1995) The search for a taxol-producing microorganism among the endophytic fungi of the pacific yew, Taxus brevifolia. J Nat Prod 58:1315-1324
31. Strobel G, Yang X, Sear J, Kramer R, Sidhu RS, Hess WM (1996) Taxol from Pestalotiopsis microspora, an endophytic fungus of Taxus wallachiana. Microbiology 142:435-440
32. Taber WA, Heacock RA (1962) Location of ergot alkaloid and fungi in the seed of Rivea corymbosa (L.) Hall. f., "Ololiuqui". Can J Microbiol 8:137-143
33. Taber WA, Vining LC, Heacock RA (1963) Clavine and lysergic acid alkaloids in varieties of morning glory. Phytochemistry 2:65-70
34. Tan RX, Zou WX (2001) Endophytes: a rich source of functional metabolites. Nat Prod Rep 18:448-459
35. Tiemann R, Berg D, Krämer W, Pontzen R (1997) Biochemistry of the new fungicide KWG 4168 (spiroxamine). Pflanzenschutz Nachr Bayer 57:211-219
36. Tudzynski P, Correia T, Keller U (2001) Biotechnology and genetics of ergot alkaloids. Appl Microbiol Biotechnol 57:593-605
37. Walker K, Croteau R (2001) Taxol biosynthetic genes. Phytochemistry 58:1-7
38. Wang J, Li G, Lu H, Zheng Z, Huang Y, Su W (2000) Taxol from Tubercularia sp. strain TF5, an endophytic fungus of Taxus mairei. FEMS Microbiol Lett 193:249-253
39. Wani MV, Taylor HL, Wall ME, Coggon P, McPhail AT (1971) Plant antitumor agents VI. The isolation and structure of taxol, a novel antileukemic and antitumor agent from Taxus brevifolia. J Am Chem Soc 93:2325-2327
40. Werner S, Steiner U, Becher R, Kortekamp A, Zyprian E, Deising HB (2002) Chitin synthesis during in planta growth and asexual propagation of the cellulosic oomycete and obligate biotrophic grapevine pathogen Plasmopara viticola. FEMS Microbiol Lett 208:169-173