Skip to main content
SpringerLink
Log in

SARs of the antiprotozoal action of 6,7-diaryl-bicyclo[2.2.2]octan-2-ols

  • Original Paper
  • Published:
Monatshefte für Chemie - Chemical Monthly Aims and scope Submit manuscript

Abstract

Several 4-amino-6,7-diarylbicyclo[2.2.2]octan-2-ols bearing varying substituents on the aromatic rings were synthesized following a manual method for applying the Hansch approach. All new compounds were tested for their activity against the causative organisms of East African sleeping sickness and malaria tropica. Structure activity relationships are discussed.

Graphical abstract

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Scheme 1

Similar content being viewed by others

References

  1. Weis R, Brun R, Saf R, Seebacher W (2003) Monatsh Chem 134:1019

    Article  CAS  Google Scholar 

  2. Seebacher W, Brun R, Saf R, Kröpfl D, Weis R (2004) Monatsh Chem 135:313

    CAS  Google Scholar 

  3. Loutan L (2003) Int J Antimicrob Agents 21:158

    Article  CAS  Google Scholar 

  4. Tanser FC, le Suer D (2002) Int J Health Geogr 1:4

    Article  Google Scholar 

  5. Brun R, Schumacher R, Schmid C, Kunz C, Burri C (2001) Trop Med Int Health 6:914

    Google Scholar 

  6. Berger H, Seebacher W, Saf R, Kaiser M, Brun R, Weis R (2006) Bioorg Med Chem Lett 16:5457

    Article  CAS  Google Scholar 

  7. Topliss JG (1977) J Med Chem 20:463

    Article  CAS  Google Scholar 

  8. Weis R, Schweiger K, Seebacher W, Belaj F (1998) Tetrahedron 54:14015

    Article  CAS  Google Scholar 

  9. Seebacher W, Saf R, Brun R, Kaiser M, Weis R (2006) Can J Chem 84:1074

    Article  CAS  Google Scholar 

  10. Jackman LM, Sternhell S (1969) In: Applications of nuclear magnetic resonance spectroscopy in organic chemistry, 2nd edn. Pergamon, Oxford, p 334

  11. Berger H, Weis R, Kaiser M, Brun R, Saf R, Seebacher W (2008) Bioorg Med Chem 16:6371

    Article  CAS  Google Scholar 

  12. Seebacher W, Brun R, Weis R (2004) Eur J Pharm Sci 21:225

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work was supported by the Austrian Science Fund (Fonds zur Förderung der wissenschaftlichen Forschung), grant no. P-15928, by several research grants of the Karl Franzens University of Graz and by the Bank Austria Creditanstalt.

Author information

Authors and Affiliations

  1. Institute of Pharmaceutical Sciences, Pharmaceutical Chemistry, University of Graz, Universitätsplatz 1, 8010, Graz, Austria

    Heinrich Berger, Werner Seebacher & Robert Weis

  2. Swiss Tropical Institute, Basel, Switzerland

    Marcel Kaiser & Reto Brun

  3. Institute of Chemical Technology of Organic Materials, Erzherzog-Johann University, Graz, Austria

    Robert Saf

Authors
  1. Heinrich Berger
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Werner Seebacher
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Marcel Kaiser
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Reto Brun
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Robert Saf
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Robert Weis
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Werner Seebacher.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Berger, H., Seebacher, W., Kaiser, M. et al. SARs of the antiprotozoal action of 6,7-diaryl-bicyclo[2.2.2]octan-2-ols. Monatsh Chem 140, 495–502 (2009). https://doi.org/10.1007/s00706-008-0079-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00706-008-0079-1

Keywords

Search

Navigation