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.
Similar content being viewed by others
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.
Gusovsky F, Daly JW (1990) Maitotoxin: A unique pharmacological tool for research on calcium-dependent mechanisms. Biochem. Pharmacol. 39: 1633–1639.
Kao CY (1966) Tetrodotoxin, saxitoxin and their significance in the study of excitation phenomenon. Pharm. Rev. 18: 997–1049.
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.
Legrand AM, Litaudon M, Genthon JN, Bagnis R, Yasumoto T (1989) Isolation and some properties of ciguatoxin. J. Appl. Phycol. 1: 183–188.
Murakami M, Makabe K, Yamaguchi K, Konosu S (1988) Goniodomin A, a novel polyether macrolide from the dinoflagellateGoniodoma pseudogonyaulax. Tetrahedron Lett. 29: 1149–1152.
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.
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.
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.
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.
Nakazawa S (1980) Basic knowledge of antibiotics. Nanzando, Tokyo, 204 pp. (in Japanese).
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.
Yasumoto T, Murata M, Oshima Y, Sano M, Matsumoto GK, Clardy J (1985) Diarrhetic shellfish toxins. Tetrahedron 41: 1019–1025.
Yasumoto Y, Seino N, Murakami Y, Murata M (1987) Toxins produced by benthic dinoflagellates. Biol. Bull. 172: 128–131.
Yasumoto T (1988) Bioactive substances of synbiotic microalgae. J. Synth. Org. Chem. Jpn. 46: 478–489.
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.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
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
Received:
Revised:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF02180919