Skip to main content
Log in

responses of fungi to tropane alkaloids produced by a medicinal plant Hyoscyamus muticus (Egyptian Henbane)

  • Published:
Folia Microbiologica Aims and scope Submit manuscript

Abstract

Antifungal activity of hyoscyamine (Hcy) and scopolamine (Sco) were determined by TLC-bioautography against fungi associated with H. muticus grown in Egypt, and those isolated from other plants grown in Japan. All 40 fungal strains were tolerant to Sco and sensitive to Hcy, exhibiting a growth inhibition zone around the Hcy spot on the bioautography plate. The strains were grouped into three types based on the appearance of the inhibition zone: (i) 17 strains exhibiting a clear inhibition zone, which remained clear at 8 d after incubation (type I); (ii) 22 strains exhibiting the inhibition zone with a brown circle surrounding the zone and regrowth within the inhibition zone (type II); (iii) 1 strain exhibiting the inhibition zone with no brown circle and regrowth within the inhibition zone (type III). In the type II and III strains, Hcy disappeared, and other alkaloids were found in the inhibition zones in its place. Hcy feeding experiments using Penicillium purpurogenum (type II) and Cunninghamella elegans (type III) revealed that these fungi may convert Hcy to a new alkaloid compound.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Abbreviations

1-BuOH:

1-butanol

Hcy:

hyoscyamine

PDB:

potato dextrose broth

Sco:

scopolamine

TA(s):

tropane alkaloid(s)

References

  • Abad M.J., Ansuategui M., Bermejo P.: Active antifungal substances from natural sources. Arkivok 7, 116–145 (2007).

    Google Scholar 

  • Alves M.N., Sartoratto A., Trigo J.R.: Scopolamine in Brugmansia suaveolens (Solanaceae): defense, allocation, cost, and induced response. J.Chem.Ecol. 33, 297–309 (2007).

    Article  PubMed  CAS  Google Scholar 

  • Dabur R., Singh H., Chhillar A.K., Ali M., Sharma G.L.: Antifungal potential of Indian medicinal plants. Fitotherapia 75, 389–391 (2004).

    Article  Google Scholar 

  • El-Zayat S.A., Nassar M.S., El-Hissy F.T., Abdel-Motaal F.F., Ito S.: Mycoflora associated with Hyoscyamus muticus growing under an extremely arid desert environment (Aswan region, Egypt). J.Basic Microbiol. 48, 82–92 (2008).

    Article  PubMed  Google Scholar 

  • Evans W.C.: Tropane alkaloids of the Solanaceae, pp. 241–254 in J.G. Hawkes, R.N. Lester, A.D. Skelding (Eds): The Biology and Taxonomy of the Solanaceae. Academic Press, London 1979.

    Google Scholar 

  • Hol W.H.G., van Veen J.A.: Pyrrolizidine alkaloids from Senecio jacobaea affected fungal growth. J.Chem.Ecol. 28, 1763–1772 (2002).

    Article  PubMed  CAS  Google Scholar 

  • Hsiao T.H., Frankel G.: The role of secondary plant substances in the food specificity of the Colorado potato beetle. Ann.Entomol. Soc.Am. 61, 485–503 (1968).

    Google Scholar 

  • Ishimoto H., Fukushi Y., Yoshida T., Tahara S.: Rhizopus and Fusarium are selected as dominant fungal genera in the rhizospheres of Brassicaceae. J.Chem.Ecol. 26, 2387–2399 (2000).

    Article  CAS  Google Scholar 

  • Ito S., Eto T., Tanaka S., Yamauchi N., Takahara H., Ikeda T.: Tomatidine and lycotetraose, hydrolysis products of α-tomatine by Fusarium oxysporum tomatinase, suppress induced defense responses in tomato cells. FEBS Lett. 571, 31–34 (2004).

    Article  PubMed  CAS  Google Scholar 

  • Krug E., Proksch P.: Influence of dietary alkaloids on survival and growth of Spodoptera littoralis. Biochem.Syst.Ecol. 21, 749–756 (1993).

    Article  CAS  Google Scholar 

  • Nuhu H., Ghani A.: Alkaloid content of the leaves of three Nigerian Datura species. Nigerian J.Nat.Prod.Med. 6, 15–18 (2002).

    CAS  Google Scholar 

  • Osbourn A.E.: Molecules of interest: saponins in cereals. Phytochemistry 62, 1–4 (2003).

    Article  PubMed  CAS  Google Scholar 

  • Rathbone D.A., Bruce N.C.: Microbial transformation of alkaloids. Curr.Opin.Microbiol. 5, 274–281 (2002).

    Article  PubMed  CAS  Google Scholar 

  • Romeike A.: Die Rolle von Sproß und Wurzel bei der Unwandlung des Hyoscyamins in verschiedenen Datura-Arten. Planta Med. 8, 491–496 (1960).

    Article  CAS  Google Scholar 

  • Romeike A.: Tropane alkaloids-occurrence and systematic importance in angiosperms. Bot.Notiser. 131, 85–96 (1978).

    CAS  Google Scholar 

  • Shafique S., Shafique S.: Antifungal activity of n-hexane extracts of Datura metel against Ascochyta rabiel. Mycopathology 6, 31–35 (2008).

    Google Scholar 

  • Sharma R.G.L.: Studies on antimycotic properties of Datura metel. J.Ethnopharm. 80, 193–197 (2002).

    Article  Google Scholar 

  • Sreevidya N., Mehrotra S.J.: Spectrophotometric method for estimation of alkaloids perceptible with Dragendorff’s reagent in plant materials. J.AOAC Internat. 86, 1124–1127 (2003).

    CAS  Google Scholar 

  • The World Conservation Union: A Guide to Medicinal Plants in North Africa. IUCN Centre for Mediterranean Cooperation, Malaga 2005.

  • Tolba M.K. El-Hissy F.T.: A preliminary investigation of the antifungal activities of some flowering plants in upper Egypt. Egypt. J.Bot. 15, 111–120 (1972).

    Google Scholar 

  • Werner C., Petrini O., Hesse M.: Degradation of polyamine alkaloids aphelandrine by endophytic fungi isolated from Aphelandra tetragona. FEMS Microbiol.Lett. 155, 147–153 (1997).

    Article  PubMed  CAS  Google Scholar 

  • Wink M.: Allelochemical properties or raison d’etre of alkaloids, pp. 1–118 in G.A. Cordell (Ed.): The Alkaloids, Vol. 43. Academic Press, San Diego 1993.

    Chapter  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to S. Ito.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Abdel-Motaal, F.F., Nassar, M.S.M., El-Zayat, S.A. et al. responses of fungi to tropane alkaloids produced by a medicinal plant Hyoscyamus muticus (Egyptian Henbane). Folia Microbiol 54, 207–212 (2009). https://doi.org/10.1007/s12223-009-0033-6

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12223-009-0033-6

Keywords

Navigation