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Quellenin, a new anti-Saprolegnia compound isolated from the deep-sea fungus, Aspergillus sp. YK-76

The Journal of Antibioticsvolume 71pages741744 (2018) | Download Citation


Saprolegnia parasitica, belonging to oomycetes, is one of virulent pathogen of fishes such as salmon and trout, and causes tremendous damage and losses in commercial aquacultures by saprolegniasis. Previously, malachite green, an effective medicine, had been used to control saprolegniasis. However, this drug has been banned around the world due to its mutagenicity. Therefore, novel anti-saprolegniasis compounds are urgently needed. As a new frontier to discover bioactive compounds, we focused on the deep-sea fungi for the isolation of anti-saprolegniasis compounds. In this paper, on the course of anti-saprolegniasis agents from 546 cultured broths of 91 deep-sea fungal strains, we report a new compound, named quellenin (1) together with three known compounds, diorcinol (2), violaceol-I (3) and violaceol-II (4), from deep-sea fungus Aspergillus sp. YK-76. This strain was isolated from an Osedax sp. annelid, commonly called bone-eating worm, collected at the São Paulo Ridge in off Brazil. Compounds 2, 3 and 4 showed anti-S. parasitica activity. Our results suggest that diorcinol and violaceol analogs and could be good lead candidates for the development of novel agents to prevent saprolegniasis.

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  1. 1.

    Takahashi K, et al. Cladomarine, a new anti-saprolegniasis compound isolated from the deep-sea fungus, Penicillium coralligerum YK-247. J Antibiot. 2017;70:911–4.

  2. 2.

    Nakagawa K, Hara C, Tokuyama S, Takada K, Imamura N. Sapromycins A-E, new angucycline antibiotics active against Saprolegnia parasitica. J Antibiot. 2012;65:559–607.

  3. 3.

    Niu S, Liu D, Proksch P, Shao Z, Lin W. New polyphenols from a deep-sea Spiromastix sp. fungus, and their antibacterial activities. Mar Drugs. 2015;13:2526–40.

  4. 4.

    Fredimoses M, et al. New Prenylxanthones from the deep-sea derived fungus Emericella sp. SCSIO 05240. Mar Drugs. 2014;12:3190–202.

  5. 5.

    Chen XW, et al. Nine new and five known polyketides derived from a deep sea-sourced Aspergillus sp. 16-02-1. Mar Drugs. 2014;12:3116–37.

  6. 6.

    Itabashi T, Nozawa K, Nakajima S, Kawai K. A new azapholone, falconensin H, from Emericella falconensis. Chem Pharm Bull. 1993;41:2040–1.

  7. 7.

    Yamazaki M, Maebayashi Y. Structure determination of violaceol-I and -II, new fungal metabolites from a strain of Emericella violacea. Chem Pharm Bull. 1982;30:514–8.

  8. 8.

    Sumida PYG, et al. Deep-sea whale fall fauna from the Atlantic resembles that of the Pacific Ocean. Sci Rep. 2016;6:22139.

  9. 9.

    Altschul SF, et al. Gapped BLAST and PSI-BLAST: a new generation of protein database search programs. Nucleic Acids Res. 1997;25:3389–402.

  10. 10.

    Zhao JC, Yu SM, Qiu HB, Yao ZJ. Total synthesis of ent-(-)-azonazine using a biomimetic direct oxidative cyclization and structural reassignment of natural product. Tetrahedron. 2014;70:3197–210.

  11. 11.

    Harada K, Fujii K, Hayashiand K, Suzuki M. Application of D,L-FDLA derivatization to determination of absolute configuration of constituent amino acids in peptide by advanced Marfey’s method. Tetrahedron Lett. 1996;37:3001–4.

  12. 12.

    Iwatsuki M, et al. Guadinomines, Type III secretion system inhibitors produced by Streptomyces sp. K01-0509. II. Physico-chemical properties and structure elucidation. J Antibiot. 2008;61:230–6.

  13. 13.

    Asami Y, et al. Violaceols function as actin inhibitors inducing cell shape elongation in fibroblast cells. Biosci Biotechnol Biochem. 2012;76:1431–7.

  14. 14.

    Nakamaru T, et al. The effects of toxic metabolites, violaceol-I and -II, from Emericella violacea on mitochondrial respiration. Proc Jpn Assoc Mycotoxicol. 1984;19:30–33.

  15. 15.

    Bunyapaiboonsri T, Yoiprommarat S, Intereya K, Kocharin K. New diphenyl ethers from the insect pathogenic fungus Cordyceps sp. BCC 1861. Chem Pharm Bull. 2007;55:304–7.

  16. 16.

    Kumar SN, et al. Identification of antimicrobial compound, diketopiperazines, from a Bacillus sp. N strain associated with a rhabditid entomopathogenic nematode against major plant pathogenic fungi. J Appl Microbiol. 2012;113:914–24.

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We are grateful to Dr. Kenichiro Nagai (School of Pharmacy, Kitasato University) for mass spectra measurements and to Dr. Hiroshi Kitazato (JAMSTEC) for coordination of the research cruise of the Iatá-Piúna. This work was supported by a Tohoku Ecosystem-Associated Marine Sciences research project of the Ministry of Education, Culture, Sports, Science, and Technology (MEXT), Japan.

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  1. Graduate School of Marine Science and Technology, Tokyo University of Marine Science and Technology, Tokyo, Japan

    • Konami Takahashi
  2. Japan Agency for Marine-Earth Science and Technology (JAMSTEC), Kanagawa, Japan

    • Konami Takahashi
    • , Yuriko Nagano
    • , Sakiko Orui Sakaguchi
    • , Kiyotaka Takishita
    • , Takao Yoshida
    •  & Katsunori Fujikura
  3. Kitasato Institute for Life Sciences, Kitasato University, Tokyo, Japan

    • Konami Takahashi
    • , Kazunari Sakai
    • , Masato Iwatsuki
    • , Kenichi Nonaka
    •  & Satoshi Ōmura
  4. Graduate School of Infection Control Sciences, Kitasato University, Tokyo, Japan

    • Wataru Fukasawa
    • , Masato Iwatsuki
    •  & Kenichi Nonaka
  5. Department of Biological Sciences, University of Vale do Itajaí, CTTMar, R. Uruguai, 458-CEP, 88302-202, Itajaí, Brazil

    • Andre O. Lima
  6. Institute of Oceanography, University of São Paulo, 191. Praca do Oceanografico, São Paulo, 05508120, Brazil

    • Vivian H. Pellizari


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The authors declare that they have no conflict of interest.

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Correspondence to Kenichi Nonaka or Satoshi Ōmura.

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