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Isoarnottinin 4′-glucoside, a glycosylated coumarin from Prangos uloptera, with biological activity

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Abstract

Coumarins are a well-known group of natural products distributed in the plant kingdom especially in the family Apiaceae with various biological activities. Isoarnottinin 4′-glucoside is a simple glycosylated coumarin found previously in a few genera of Apiaceae, and its biological activities have not been previously described in details. In the present paper, the compound was isolated from Prangos uloptera (Apiaceae) leaves using HPLC techniques. Antimicrobial, phytotoxic and cytotoxic activities of the compound were evaluated by disk diffusion, lettuce assay and MTT method. Our results indicated that the compound has high antibacterial effect against Erwinia carotovora, a common plant pathogen with MIC value of 100 μg/ml. The compound also exhibited significant phytotoxic activity against lettuce and modest cytotoxic activity against HeLa cell line with IC50 of 0.84 mg/ml. It could be concluded that isoarnottinin 4′-glucoside may play phytoalexin or allelopathic role for plant and may be a candidate for an antibacterial agent or a bioherbicide.

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References

  1. Heldt, H.W., Plant Biochemistry, 3rd ed., London: Elsevier, 2005.

    Google Scholar 

  2. Ikan, P., Selected Topics in the Chemistry of Natural Products, Singapore: World Sci. Publ., 2008.

    Google Scholar 

  3. Rahman, A.U., Studies in Natural Product Chemistry, vol 24, Amsterdam: Elsevier, 2000.

    Google Scholar 

  4. Elgamal, M.H.A., Shalchy, N.M.M., Duddeck, H., and Hiegemann, M., Phytochemistry, 1993, vol. 34, pp. 819–823.

    Article  CAS  Google Scholar 

  5. Buckingham, J., Dictionary of Natural Products on CD-ROM, V.13:1, Boca Raton: Chapman Hall/CRC Press, 2005.

    Google Scholar 

  6. Razavi, S.M., Nazemiyeh, H., Delazar, A., Hajiboland, R., Kumarssamy, Y., Nahar, L., and Sarker, S.D., Brazil. J. Pharmacognosy, 2008, vol. 18, pp. 1–5.

    CAS  Google Scholar 

  7. Razavi, S.M., Nazemiyeh, H., Delazar, A., Hajiboland, R., Mukhlesur Rahman, M., Gibbona, S., Nahar, L., and Sarker, S.D., Phytochem. Letts., 2008, vol. 1, pp. 159–162.

    Article  CAS  Google Scholar 

  8. Strange, R.N., Introduction to Plant Pathology, West Sussex: Wiley, 2003.

    Google Scholar 

  9. Lyon, G.D. and McGill, F.M., Potato Res., 1988, vol. 31, pp. 461–467.

    Article  CAS  Google Scholar 

  10. Montenegro, G., Portaluppi, M.C., Salas, F.A., and Diaz, M.F., Biol. Res., 2009, vol. 42, pp. 233–237.

    Article  PubMed  Google Scholar 

  11. Naylov, R.E.L., Weed Management Handbook, 9th ed., Oxford: Blackwell, 2002.

    Google Scholar 

  12. Kostova, I., Curr. Med. Chem., 2005, vol. 5, pp. 29–46.

    CAS  Google Scholar 

  13. Razavi, S.M., Zahri, S., Zarrini, G., Nazemiyeh, H., Mohammadi, S., and Abolghasemi, M.A., Natur. Products Res., 2009, vol. 23, pp. 1522–1527.

    Article  CAS  Google Scholar 

  14. Razavi, S.M., Imanzadeh, G.H., and Davari, M., Euras. J. Biosci., 2010, vol. 4, pp. 17–22.

    Article  Google Scholar 

  15. Razavi, S.M., Zahri, S., Zarrini, G., Nazemiyeh, H., and Mohammadi, S., Russ. J. Bioorg. Chem., 2009, vol. 35, pp. 376–378.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Biology, Faculty of Sciences, University of Mohaghegh Ardabili, Ardabil, Iran

    Seyed Mehdi Razavi & Farah Gholami Rad

  2. Depatrment of Animal Sciences, Faculty of Natural Sciences, University of Tabriz, Tabriz, Iran

    Gholamreza Zarrini

Authors
  1. Seyed Mehdi Razavi
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  2. Gholamreza Zarrini
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  3. Farah Gholami Rad
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Correspondence to Seyed Mehdi Razavi.

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Razavi, S.M., Zarrini, G. & Rad, F.G. Isoarnottinin 4′-glucoside, a glycosylated coumarin from Prangos uloptera, with biological activity. Russ J Bioorg Chem 37, 240–243 (2011). https://doi.org/10.1134/S1068162011020130

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  • DOI: https://doi.org/10.1134/S1068162011020130

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