Insecticidal activity - A new bioactive property of the cyanobacterium Fischerella

Polish Journal of Ecology

Volumn 54, Issue 4, 2006, Pages 653-662

  Becher, Paul G ^a   Jüttner, Friedrich ^a  

^a UNIVERSITY OF ZURICH   (Switzerland)

Author keywords

Chemical defence; Chironomus; Cyanobacterial biofilm; Fischerella; Insecticide

Indexed keywords

ANTIHERBIVORE DEFENSE; BIOCONTROL AGENT; BIOFILM; BIOPESTICIDE; BODY SIZE; CHEMICAL DEFENSE; CYANOBACTERIUM; ECOTOXICOLOGY; FLY; GRAZING; GROWTH RATE; HERBIVORY; INHIBITION; MORTALITY; TOXICITY;

ANIMALIA; APHANOTHECE SP.; ARTHROPODA; CALOTHRIX ANOMALA; CALOTHRIX PARIETINA; CALOTHRIX SP.; CHIRONOMIDAE; CHIRONOMUS RIPARIUS; CYANOBACTERIA; CYLINDROSPERMUM; FISCHERELLA; FISCHERELLA SP.; HEXAPODA; INVERTEBRATA; NOSTOC; NOSTOC SP.; OSCILLATORIA BREVIS; STIGONEMATALES;

EID: 33846888994     PISSN: 15052249     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (46)

1. Ali A. 1990 - Seasonal changes of larval food and feeding of Chironomus crassicaudatus (Diptera: Chironomidae) in a subtropical lake - J. Am. Mosq. Control. Assoc. 6: 84-88.
2. Armitage P., Cranston P.S., Pinder L.C.V. 1995 - The Chironomidae. The biology and ecology of non-biting midges - Chapman and Hall, London.
3. Becher P.G., Jüttner F. 2005 - Insecticidal compounds of the biofilm-forming cyanobacterium Fischerella sp. (ATCC 43239) - Environ. Toxicol. 20: 363-372.
4. Benke A.C. 1998 - Production dynamics of riverine chironomids: Extremely high biomass turnover rates of primary consumers - Ecology, 79: 899-910.
5. Bonjouklian R., Moore R.E., Patterson G.M.L. 1988 - Acid-catalyzed reactions of hapalindoles - J. Org. Chem. 53: 5866-5870.
6. Bonjouklian R., Smitka T.A., Doolin L.E., Molloy R.M., Debono M., Shaffer S.A., Moore R.E., Stewart J.B., Patterson G.M.L. 1991 - Tjipanazoles, new antifungal agents from the blue-green alga Tolypothrix tjipanasensis - Tetrahedron, 47: 7739-7750.
7. Brock E.M. 1960 - Mutualism between the midge Cricotopus and the alga Nostoc - Ecology, 41: 474-483.
8. Brook A.J. 1954 - The bottom-living algal flora of slow sand filter beds of waterworks - Hydrobiologia, 6: 333-351.
9. Carletti I., Banaigs B., Amade P. 2000 - Matemone, a newbioactive bromine-containing oxindole alkaloid from the Indian Ocean sponge Lotrochota purpurea - J. Nat. Prod. 63: 981-983.
10. Doan N.T., Rickards R.W., Rothschild J.M., Smith G.D. 2000 - Allelopathic actions of the alkaloid 12-epi-hapalindole E isonitrile and calothrixin A from cyanobacteria of the genera Fischerella and Calothrix - J. Appl. Phycol. 12: 409-416.
11. Doan N.T., Stewart P.R., Smith G.D. 2001 - Inhibition of bacterial RNA polymerase by the cyanobacterial metabolites 12-epi-hapal-indole E isonitrile and calothrixin A - FEMS Microbiol. Lett. 196: 135-139.
12. Etchegaray A., Rabello E., Dieckmann R., Moon D.H., Fiore M.F., von Döhren H., Tsai S.M., Neilan B.A. 2004 - Algicide production by the filamentous cyanobacterium Fischerella sp. CENA 19 - J. Appl. Phycol. 16: 237-243.
13. Falch B.S., König G.M., Wright A.D., Sticher O., Rüegger H., Bernardinelli G. 1993 - Ambigol A and B: New biologically active polychlorinated aromatic compounds from the terrestrial blue-green alga Fischerella ambigua - J. Org. Chem. 58: 6570-6575.
14. Frouz J., Ali A., Lobinske R.J. 2004 - Laboratory evaluation of six algal species for larval nutritional suitability of the pestiferous midge Glyptotendipes paripes (Diptera: Chironomidae) - J. Econom. Entomol. 97: 1884-1890.
15. Ghasemi Y., Yazdi M.T., Shafiee A., Amini M., Shokravi S., Zarrini G. 2004 - Parsiguine, a novel antimicrobial substance from Fischerella ambigua - Pharma. Biol. 42: 318-322.
16. Gross E.M., Wolk C.P., Jüttner F. 1991 - Fischerellin, a new allelochemical from the freshwater cyanobacterium Fischerella muscicola - J. Phycol. 27: 686-692.
17. Hagmann L., Jüttner F. 1996 - Fischerellin A, a novel photosystem-II-inhibiting allelochemical of the cyanobacterium Fischerella muscicola with antifungal and herbicidal activity - Tetrahedron Lett. 37: 6539-6542.
18. Harrison S.S.C., Hildrew A.G. 1998 - Patterns in the epilithic community of a lake littoral - Freswat. Biol. 39: 477-492.
19. Hart D.D. 1985 - Grazing insects mediate algal interactions in a stream benthic community - Oikos, 44: 40-46.
20. Hill W.R., Knight A.W. 1987 - Experimental analysis of the grazing interaction between a mayfly and stream algae - Ecology, 68: 1955-1965.
21. Huber U., Moore R.E., Patterson G.M.L. 1998 - Isolation of a nitrile-containing indole alkaloid from the terrestrial blue-green alga Hapalosiphon delicatulus - J. Nat. Prod. 61: 1304-1306.
22. Jimenez J.I., Huber U., Moore R.E., Patterson G.M.L. 1999 - Oxidized welwitindolinones from terrestrial Fischerella spp. - J. Nat. Prod. 62: 569-572.
23. Johnson R.K., Boström B., van de Bund W. 1989 - Interactions between Chironomus plumosus (L.) and the microbial community in surficial sediments of a shallow eutrophic lake - Limnol. Oceanogr. 34: 992-1003.
24. Jüttner F., Wu J.-T. 2000 - Evidence of allelochemical activity in subtropical cyanobacterial biofilms of Taiwan - Arch. Hydrobiol. 147: 505-517.
25. Klein D., Daloze D., Braekman J.C., Hoffmann L., Demoulin V. 1995 - New hapalindoles from the cyanophyte Hapalosiphon laingii - J. Nat. Prod. 58: 1781-1785.
26. Lamberti G.A., Resh V.H. 1983 - Stream periphyton and insect herbivores: An experimental study of grazing by a caddisfly population - Ecology, 64: 1124-1135.
27. Lampert W. 1987 - Laboratory studies on zooplankton-cyanobacteria interactions - N.Z.J. Mar. Freshwat. Res. 21: 483-490.
28. Lin L.-Z., Cordell G.A., Ni C.-Z., Clardy J. 1990 - Two oxindole alkaloids from Gelsemium elegans - Phytochemistry, 29: 3013-3017.
29. Moore R.E., Cheuk C., Patterson G.M.L. 1984 - Hapalindoles: new alkaloids from the blue-green alga Hapalosiphon fontinalis - J. Am. Chem. Soc. 106: 6456-6457.
30. Moore R.E., Cheuk C., Yang X.-Q.G., Patterson G.M.L., Bonjouklian R., Smitka T.A., Mynderse J.S., Foster R.S., Jones N.D., Swartzendruber J.K., Deeter J.B. 1987a - Hapalindoles, antibacterial and antimycotic alkaloids from the cyanophyte Hapalosiphon fontinalis - J. Org. Chem. 52: 1036-1043.
31. Moore R.E., Yang X.-Q.G., Patterson G.M.L. 1987b - Fontonamide and anhydrohapaloxindole A, two new alkaloids from the blue-green alga Hapalosiphon fontinalis - J. Org. Chem. 52: 3773-3777.
32. Moore R.E., Yang X.-Q.G., Patterson G.M.L., Bonjouklian R., Smitka T.A. 1989 - Hapalonamides and other oxidized hapalindoles from Hapalosiphon fontinalis - Phytochemistry, 28: 1565-1567.
33. Papke U., Gross E.M., Francke W. 1997 - Isolation, identification and determination of the absolute configuration of fischerellin B. A new algicide from the freshwater cyanobacterium Fischerella muscicola (Thuret) - Tetrahedron Lett. 38: 379-382.
34. Park A., Moore R.E., Patterson G.M.L. 1992 - Fischerindole L, a new isonitrile from the terrestrial blue-green alga Fischerella muscicola - Tetrahedron Lett. 33: 3257-3260.
35. Peterson C.G., Vormittag K.A., Valett H.M. 1998 - Ingestion and digestion of epilithic algae by larval insects in a heavily grazed montane stream - Freshwat. Biol. 40: 607-623.
36. Porter K.G. 1973 - Selective grazing and differential digestion of algae by zooplankton - Nature, 244: 179-180.
37. Schwartz R.E., Hirsch C.F., Springer J.P., Pettibone D.J., Zink D.L. 1987 - Unusual cyclopropane-containing hapalindolinones from a cultured cyanobacterium - J. Org. Chem. 52: 3704-3706.
38. Smith C.D., Zilfou J.T., Stratmann K., Patterson G.M.L., Moore R.E. 1995 - Welwitindolinone analogues that reverse P-glycoprotein-mediated multiple drug resistance - Mol. Pharmacol. 47: 241-247.
39. Smitka T.A., Bonjouklian R., Doolin L., Jones N.D., Deeter J.B., Yoshida W.Y., Prinsep M.R., Moore R.E., Patterson G.M.L. 1992 - Ambiguine isonitriles, fungicidal hapalindole-type alkaloids from three genera of blue-green algae belonging to the Stigonemataceae - J. Org. Chem. 57: 857-861.
40. Srivastava A., Jüttner F., Strasser R.J. 1998 - Action of the allelochemical, fischerellin A, on photosystem II - Biochim. Biophys. Acta, 1364: 326-336.
41. Stratmann K., Moore R.E., Bonjouklian R., Deeter J.B., Patterson G.M.L., Shaffer S., Smith C.D., Smitka T.A. 1994 - Welwitindolinones, unusual alkaloids from the blue-green algae Hapalosiphon welwitschii and Westiella intricata. Relationship to fischerindoles and hapalindoles - J. Am. Chem. Soc. 116: 9935-9942.
42. Takamura N., Iwakuma T., Aizaki M., Yasuno M. 1990 - Primary production of epiphytic algae and phytoplankton in the littoral zone of Lake Kasumigaura Japan - Mar. Microb. Food Webs, 4: 239-255.
43. Weber C.I. 1993 - Methods for measuring the acute toxicity of effluents and receiving waters to freshwater and marine organisms. EPA/ 600/4-90/027F. Environmental Monitoring Systems Laboratory, Office of Research and Development, U.S. Environmental Protection Agency; Cincinnati, Ohio, (http://www.epa. gov/waterscience/wet/atx.pdf.).
44. Wright A.D., Papendorf O., König G.M. 2005 - Ambigol C and 2,4-dichlorobenzoic acid, natural products produced by the terrestrial cyanobacterium Fischerella ambigua - J. Nat. Prod. 68: 459-461.
45. Yamaki H., Sitachitta N., Sano T., Kaya K. 2005 - Two new chymotrypsin inhibitors isolated from the cyanobacterium Microcystis aemginosa NIES-88 - J. Nat. Prod. 68: 14-18.
46. Zhang X., Smith C.D. 1996 - Microtubule effects of welwistatin, a cyanobacterial indolinone that circumvents multiple drug resistance - Mol. Pharmacol. 49: 288-294.