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A study of the antiviral activity of cyclopentene β,β′-triketone disodium salt in the leaves of two Nicotiana tabacum L. cultivars infected with tobacco mosaic virus

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Abstract

The effect of disodium salt of 2-acetyl-4-hydroxycarbonylmethylthio-5-chlorocyclopent-4-en-1,3-dione on development of the infection caused by tobacco mosaic virus in the leaves of two Nicotiana tabacum L. cultivars—an hypersensitive cultivar Xanthi-nc and systemically affected Samsun—was studied. The results suggest that this compound interferes with reproduction of the virus. This antiviral effect displayed the highest activity when applied in a mixture with the virus, presumably due to its action on both the plant and the virus.

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References

  • Balazs, E. and Kiraly, Z., Virus Content and Symptom Expression in Samsun Tobacco Treated with Kinetin and a Benzimidazole Derivative, Phytopathol. Z., 1981, vol. 100, pp. 356–360.

    Article  CAS  Google Scholar 

  • Barabanova, A.O., Ermak, I.M., Reunov, A.V., et al., Car-rageenans—Sulfated Polysaccharides of Red Algae—as Inhibitors of Tobacco Mosaic Virus, Rast. Resur., 2006, vol. 42, pp. 80–86.

    CAS  Google Scholar 

  • Birch, A.J., Triketones. 1. The Structures of Angustione, Dehydroangustione, Calythrone, and Flavaspidic Acid, J. Chem. Soc., 1951, no. 11, pp. 3026–3030.

  • Chirkov, S.N., Antiviral Activity of Chitosan, Prikl. Biokhim. Mikrobiol., 2002, vol. 38, pp. 5–13.

    CAS  PubMed  Google Scholar 

  • Fraser, R.S.S. and Whenham, R.J., Inhibition of the Multiplication of Tobacco Mosaic Virus by Methyl-Benzimidazol-2-Yl-Carbamate, J. Gen. Virol., 1978, vol. 39, pp. 191–194.

    Article  CAS  Google Scholar 

  • Gilardoni, G., Clericuzio, M., Tosi, S., et al., Antifungal Acylcyclopentenediones from Fruiting Bodies of Hygrophorus chrysodon, J. Nat. Prod., 2007, vol. 70, pp. 137–139.

    Article  CAS  PubMed  Google Scholar 

  • Kiang, A.K., Lee, H.H., and Sim, K.Y., The Structure of Linderone and Methyl-Linderone, J. Chem. Soc., 1962, no. 11, pp. 4338–4345.

  • Kintya, P.K., Lazur’evskii, G.V., Balashova, N.N., et al., Stroenie i Biologicheskaya Aktivnost’ Steroidnykh Glikozidov Ryada Spirostana i Furostana (The Structure and Biological Activity of Steroid Glycosides of the Spirostan and Furostan Varieties), Kishinev: Shtiintsa, 1987.

    Google Scholar 

  • Lakin, G.F., Biometriya (Biometrics), Moscow: Vyssh. Shk., 1973.

    Google Scholar 

  • Lapshina, L.A., Reunov, A.V., Nagorskaya, V.P., et al., Inhibitory Effect of Fucoidan from Brown Alga Fucus evanescens on the Spread of Infection Induced by Tobacco Mosaic Virus in Tobacco Leaves of Two Cultivars, Fiziol. Rast., 2006a, vol. 53, no. 2, pp. 274–279 [Russ. J. Plant. Physiol. (Eng.. Transl.), 2006a, vol. 53, no. 2, pp. 246–252].

    Google Scholar 

  • Lapshina, L.A., Shestak, O.P., Reunov, A.V., et al., Antiviral Activity of Some Analogues of Natural Cyclopentene β,β′-Triketones, Rast. Resur., 2006b, vol. 42, pp. 107–113.

    CAS  Google Scholar 

  • Lee, H.H., The Structure of Lucidone and Methyl-Lucidone, Tetrahedron Lett., 1968, no. 40, pp. 4243–4246.

  • Li, X.-C., Ferreira, O., Jacob, M.R., et al., Antifungal Cyclopentenediones from Piper coruscans, J. Am. Chem. Soc., 2004, vol. 126, pp. 6872–6873.

    Article  CAS  PubMed  Google Scholar 

  • Mayhew, D.E. and Ford, R.E., An Inhibitor of Tobacco Mosaic Virus Produced by Physarum polycephalum, Phytopathology, 1971, vol. 61, pp. 636–640.

    Article  Google Scholar 

  • Met’yuz, R., Virusy rastenii (Phytoviruses), Moscow: Mir, 1973.

    Google Scholar 

  • Nagorskaya, V.P., Reunov, A.V., Lapshina, L.A., et al., Influence of κ/β-Carrageenan from Red Alga Tichocarpus crinitus on Development of Local Infection Induced by Tobacco Mosaic Virus in Xanthi-nc Tobacco Leaves, Izv. Akad. Nauk, Ser. Biol., 2008, vol. 35, no. 3, pp. 360–364 [Biol. Bull. (Eng. Transl.), 2008, vol. 35, no. 3, pp. 310–314].

    Google Scholar 

  • Ogarkov, V.I., Kaplan, I.B., Tal’yanskii, M.E., and Atabekov, I.G., Suppression of Potato Viruses by Human Interferon, Dokl. Akad. Nauk SSSR, 1984, vol. 276, pp. 743–745.

    CAS  PubMed  Google Scholar 

  • Otsuki, Y., Takebe, I., Onho, T., et al., Reconstitution of Tobacco Mosaic Virus Rods Occurs Bidirectionally from an Internal Initiation Region: Demonstration by Electron Microscopic Serology, Proc. Natl. Acad. Sci. USA, 1977, vol. 74, pp. 1913–1917.

    Article  CAS  PubMed  Google Scholar 

  • Reunov, A., Nagorskaya, V., Lapshina, L., et al., Effect of κ/β-Carragenan from Red Alga Tichocarpus crinitus (Tichocarpaceae) on Infection of Detached Tobacco Leaves with Tobacco Mosaic Virus, J. Plant Diseas. Protect., 2004, vol. 111, pp. 165–172.

    CAS  Google Scholar 

  • Reunov, A.V., Virusnyi patogenez i zashchitnye mekhanizmy rastenii (Viral Pathogenesis and Defensive Mechanisms in Plants), Vladivostok: Dal’nauka, 1999.

    Google Scholar 

  • Reunov, A.V., Lapshina, L.A., Nagorskaya, V.P., and Elyakova, L.A., Effect of 1.3;1.6-β-D-Glucan on Infection of Detached Tobacco Leaves with Tobacco Mosaic Virus, J. Phytopathol., 1996, vol. 144, pp. 247–249.

    Article  CAS  Google Scholar 

  • Rouhier, P., Kopp, M., Begot, V., et al., Structural Features of Fungal 1.3;1.6-β-D-Glucans for the Efficient Inhibition of the Initiation of Virus Infection on Nicotiana tabacum, Phytochemistry, 1995, vol. 39, pp. 57–62.

    Article  CAS  PubMed  Google Scholar 

  • Rozhnova, N.A., Odintsova, T.I., and Gerashchenkov, G.A., Protein Composition of Tobacco Leaves with Antiviral Resistance Induced by Activators of Defense Responses and TMV Infection, Fiziol. Rast., 2007, vol. 54, no. 6, pp. 870–875 [Russ. J. Plant Physiol. (Eng. Transl.), 2007, vol. 54, no. 6, pp. 776–781].

    Google Scholar 

  • Schuster, G., Antiphytovirale Wirkungen Von 1.5-Diacetyl-2.4-Dioxohexahydro-1.3,5-Triazin (DA-DHT), Phytopathol. Z., 1987, vol. 119, no. 3, pp. 262–271.

    Article  CAS  Google Scholar 

  • Slovákova, L., Lišková, D., Capek, P., et al., Defense Responses against TNV Infection Induced by Galactoglucomannan-Derived Oligosaccharides in Cucumber Cells, Eur. J. Plant Pathol., 2000, vol. 106, pp. 543–553.

    Article  Google Scholar 

  • Stiibler, D. and Buchenauer, H., Antiviral Activity of the Glucan Lichenan (Poly-β{1 → 3, 1 → 4}D-Anhydroglucose) 1. Biological Activity in Tobacco Plants, J. Phytopathol., 1996, vol. 144, pp. 37–43.

    Article  Google Scholar 

  • Šubíková, V., Slováková, I., and Farkaš, V., Inhibition of Tobacco Necrosis Virus Infection by Xyloglucan Fragments, Z. Pflanzenkrankh. Pflanzensch, 1994, vol. 101, pp. 128–131.

    Google Scholar 

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Authors and Affiliations

  1. Pacific Institute of Bioorganic Chemistry, Far East Division, Russian Academy of Sciences, pr. Stoletiya Vladivostoka 159, Vladivostok, 690022, Russia

    L. A. Lapshina, A. V. Reunov, V. P. Nagorskaya, O. P. Shestak & V. L. Novikov

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  1. L. A. Lapshina
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  2. A. V. Reunov
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  3. V. P. Nagorskaya
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  4. O. P. Shestak
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  5. V. L. Novikov
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Original Russian Text © L.A. Lapshina, A.V. Reunov, V.P. Nagorskaya, O.P. Shestak, V.L. Novikov, 2010, published in Izvestiya Akademii Nauk, Seriya Biologicheskaya, 2010, No. 5, pp. 625–630.

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Lapshina, L.A., Reunov, A.V., Nagorskaya, V.P. et al. A study of the antiviral activity of cyclopentene β,β′-triketone disodium salt in the leaves of two Nicotiana tabacum L. cultivars infected with tobacco mosaic virus. Biol Bull Russ Acad Sci 37, 537–541 (2010). https://doi.org/10.1134/S1062359010050146

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  • DOI: https://doi.org/10.1134/S1062359010050146

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