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Antimicrobial activities of polyether compounds of dinoflagellate origins

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Abstract

Twelve polyether compounds originating from dinoflagellates were tested for growth-inhibiting activities againstAspergillus niger, Penicillium funiculosum, Candida rugosa, Escherichia coli, Bacillus megaterium andStaphylococcus aureus by a paper disc method. These polyethers represent six groups of different skeletons and originate from three species;Prorocentrum lima, Dinophysis fortii andGambierdiscus toxicus. Potent antifungal activities were observed with okadaic acid and its two congeners, desulfated yessotoxin, and ciguatoxin but not with okadaic acid esters, prorocentrolide, pectenotoxin-1, yessotoxin, maitotoxin, and desulphated maitotoxin. The antifungal activities and mouse lethalities of the polyethers were markedly affected by slight modification of their structures. Antibacterial potency of the tested compounds was not significant.

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References

  • Fujiki H, Suganuma M, Suguri H, Yoshizawa S, Ojika M, Wakamatsu K, Yamada K, Sugimura T (1987) Induction of ornithine decarboxylase activity in mouse skin by a possible tumor promoter, okadaic acid. Proc. Jpn. Acad. Ser. B. 63: 51–53.

    Google Scholar 

  • Gusovsky F, Daly JW (1990) Maitotoxin: A unique pharmacological tool for research on calcium-dependent mechanisms. Biochem. Pharmacol. 39: 1633–1639.

    PubMed  Google Scholar 

  • Kao CY (1966) Tetrodotoxin, saxitoxin and their significance in the study of excitation phenomenon. Pharm. Rev. 18: 997–1049.

    PubMed  Google Scholar 

  • Haystead TAJ, Sim ATR, Carling D, Honnor RC, Tsukitani Y, Cohen P, Hardie DG (1989) Effects of the tumor promoter okadaic acid on intracellular protein phosphorylation and metabolism. Nature 337: 78–81.

    PubMed  Google Scholar 

  • Legrand AM, Litaudon M, Genthon JN, Bagnis R, Yasumoto T (1989) Isolation and some properties of ciguatoxin. J. Appl. Phycol. 1: 183–188.

    Google Scholar 

  • Murakami M, Makabe K, Yamaguchi K, Konosu S (1988) Goniodomin A, a novel polyether macrolide from the dinoflagellateGoniodoma pseudogonyaulax. Tetrahedron Lett. 29: 1149–1152.

    Google Scholar 

  • Murakami Y, Oshima Y, Yasumoto T (1982) Identification of okadaic acid as a toxic component of a marine dinoflagellateProrocentrum lima. Bull. Jpn. Soc. Sci. Fish. 48: 69–72.

    Google Scholar 

  • Murata M, Kumagai M, Lee JS, Yasumoto T (1987) Isolation and structure of yessotoxin, a novel polyether compound implicated in diarrhetic shellfish poisoning. Tetrahedron Lett. 28: 5869–5872.

    Google Scholar 

  • Murata M, Legrand AM, Ishibashi Y, Fukui M, Yasumoto T (1990) Structures and configuration of ciguatoxin from the moray eelGymnothorax javanicus and its likely precursor from the dinoflagellateGambierdiscus toxicus. J. Am. Chem. Soc. 112: 4380–4386.

    Google Scholar 

  • Torigoe K, Murata M, Yasumoto T, Iwashita T (1988) Prorocentrolide, a toxic nitrogenous macrocycle from a marine dinoflagellate,Prorocentrum lima. J. Am. Chem. Soc. 110: 7876–7877.

    Google Scholar 

  • Nakazawa S (1980) Basic knowledge of antibiotics. Nanzando, Tokyo, 204 pp. (in Japanese).

    Google Scholar 

  • Yanagi T, Murata M, Torigoe K, Yasumoto T (1989) Biological activities of Semisynthetic analogs of dinophysistoxin-3, the major diarrhetic shellfish toxin. Agric. Biol. Chem. 53: 525–529.

    Google Scholar 

  • Yasumoto T, Murata M, Oshima Y, Sano M, Matsumoto GK, Clardy J (1985) Diarrhetic shellfish toxins. Tetrahedron 41: 1019–1025.

    Google Scholar 

  • Yasumoto Y, Seino N, Murakami Y, Murata M (1987) Toxins produced by benthic dinoflagellates. Biol. Bull. 172: 128–131.

    Google Scholar 

  • Yasumoto T (1988) Bioactive substances of synbiotic microalgae. J. Synth. Org. Chem. Jpn. 46: 478–489.

    Google Scholar 

  • Yokoyama A, Murata M, Oshima Y, Iwashita T, Yasumoto T (1988) Some chemical properties of maitotoxin, a putative calcium channel agonist from a marine dinoflagellate. J. Biochem. 104: 184–187.

    PubMed  Google Scholar 

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Nagai, H., Satake, M. & Yasumoto, T. Antimicrobial activities of polyether compounds of dinoflagellate origins. J Appl Phycol 2, 305–308 (1990). https://doi.org/10.1007/BF02180919

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