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Structural Requirements for the Antiprotozoal Activity of 4-Aminobicyclo[2.2.2]octan-2-ols

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Summary.

Several 4-aminobicyclo[2.2.2]octan-2-ones and -ols were synthesized using different pathways. The new compounds were investigated for their activity against Trypanosoma b. rhodesiense, the causative organism of East African sleeping sickness and Plasmodium falciparum the protozoan parasite which causes Malaria tropica. The results are compared to the activities of known compounds and the influence of the substitution of the bicyclo[2.2.2]octane skeleton on the biological activities is discussed.

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References

  • C Burri S Nkunku A Merolle T Smith J Blum R Brun (2000) Lancet 355 1419 Occurrence Handle10.1016/S0140-6736(00)02141-3 Occurrence Handle1:CAS:528:DC%2BD3cXjtVertbg%3D

    Article  CAS  Google Scholar 

  • MP Barrett RJS Burchmore A Stich JO Lazzari AC Frasch JJ Cazzulo S Krishna (2003) Lancet 362 1469 Occurrence Handle10.1016/S0140-6736(03)14694-6

    Article  Google Scholar 

  • FW Jennings J Rodgers B Bradley G Gettinby PGE Kennedy M Murray (2002) Parasit Int 51 381 Occurrence Handle1:CAS:528:DC%2BD38XosFequ74%3D

    CAS  Google Scholar 

  • World Health Organization (1999) Human African Trypanosomiasis Treatment and Drug Resistance Network. Report of the first meeting. Geneva, World Health Organization, 14–15 April 1999, WHO/CDS/CSR/EDC/99.5. WHO: Geneva

  • EC Agbo PAO Majiwa P Büscher E Claassen MFW te Pas (2003) Trends in Microbiology 11 329 Occurrence Handle10.1016/S0966-842X(03)00151-3

    Article  Google Scholar 

  • VS Moorthy MF Good AS Hill (2004) Lancet 363 156 Occurrence Handle10.1016/S0140-6736(03)15267-1

    Article  Google Scholar 

  • A Attaran KI Barnes C Curtis U d’ Alessandro CI Fanello MR Galinski G Kokwaro S Looareesuwan M Makanga TK Mutabingwa A Talisuna JF Trape WM Watkins (2004) Lancet 363 240 Occurrence Handle10.1016/S0140-6736(03)15330-5

    Article  Google Scholar 

  • L Loutan (2003) Int J Antimicrob Agents 21 163

    Google Scholar 

  • FC Tanser D le Suer (2002) Int J Health Geogr 1 4 Occurrence Handle10.1186/1476-072X-1-4

    Article  Google Scholar 

  • SR Meshnick (2002) Int J Parasit 32 1660 Occurrence Handle10.1016/S0020-7519(02)00194-7

    Article  Google Scholar 

  • R Weis R Brun R Saf W Seebacher (2003) Monatsh Chem 134 1019 Occurrence Handle1:CAS:528:DC%2BD3sXksV2hsr8%3D

    CAS  Google Scholar 

  • W Seebacher M Kaiser R Brun R Saf R Weis (2005) Monatsh Chem 136 625 Occurrence Handle10.1007/s00706-004-0264-9 Occurrence Handle1:CAS:528:DC%2BD2MXisl2qtro%3D

    Article  CAS  Google Scholar 

  • JA Adamcik EJ Miklasiewicz (1963) J Org Chem 28 336 Occurrence Handle1:CAS:528:DyaF3sXks1ehtA%3D%3D

    CAS  Google Scholar 

  • HA Bruson TW Riener (1942) J Am Chem Soc 64 2850 Occurrence Handle1:CAS:528:DyaH3sXotlCm

    CAS  Google Scholar 

  • Colonge J, Vuillemet R (1961) Bull Soc chim Fr: 2235

  • Ahmed SA, Hickmott PW (1979) J Chem Soc Perkin I: 2180

  • R Weis K Schweiger W Seebacher F Belaj (1998) Tetrahedron 54 14015 Occurrence Handle10.1016/S0040-4020(98)00864-3 Occurrence Handle1:CAS:528:DyaK1cXntFSmsr0%3D

    Article  CAS  Google Scholar 

  • D Weiss S Hobe R Beckert D Klemm (1990) J Prak Chem 332 367 Occurrence Handle1:CAS:528:DyaK3cXmtlWktL0%3D

    CAS  Google Scholar 

  • W Seebacher R Brun R Weis (2004) Eur J Pharm Sci 21 225 Occurrence Handle1:CAS:528:DC%2BD2cXptFWrsw%3D%3D

    CAS  Google Scholar 

Download references

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Authors and Affiliations

  1. Institute of Pharmaceutical Sciences, Pharmaceutical Chemistry, Karl-Franzens-University of Graz, A-8010, Graz, Austria

    Werner Seebacher, Heinrich Berger & Robert Weis

  2. Swiss Tropical Institute, CH-4002, Basel, Switzerland

    Marcel Kaiser & Reto Brun

  3. Institute of Chemical Technology of Organic Materials, Erzherzog-Johann University, A-8010, Graz, Austria

    Robert Saf

Authors
  1. Werner Seebacher
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  2. Heinrich Berger
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  3. Marcel Kaiser
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  4. Reto Brun
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  5. Robert Saf
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  6. Robert Weis
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Correspondence to Werner Seebacher.

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Seebacher, W., Berger, H., Kaiser, M. et al. Structural Requirements for the Antiprotozoal Activity of 4-Aminobicyclo[2.2.2]octan-2-ols. Monatsh. Chem. 137, 471–482 (2006). https://doi.org/10.1007/s00706-006-0455-7

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  • DOI: https://doi.org/10.1007/s00706-006-0455-7

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