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Sci. Pharm. 2013, 81(2), 329-338; https://doi.org/10.3797/scipharm.1303-03 (registering DOI)
7-Aza-des-A-steroids with Antimicrobial and Cytotoxic Activity
Department of Pharmacy – Center for Drug Research, Ludwig-Maximilians University, Butenandtstr. 5–13, 81377 Munich, Germany
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Received: 2 March 2013 / Accepted: 14 April 2013 / Published: 14 April 2013
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Abstract
This paper describes a convenient approach to the 7-aza-des-A-steroid (6,6a,7,8,9,9a-hexahydro-5H-cyclopenta[h]quinoline) scaffold starting from Grundmann's ketone using two different pyridine annulation protocols. The biological evaluation of the pyridine and pyridinium products revealed that these compounds unexpectedly do not interfere with ergosterol and cholesterol biosynthesis. The pyridinium compound 6 showed significant antimicrobial and cytotoxic activities which are most likely due to its detergent-like structure.Keywords:
Azasteroids; Pyridine; Annulation; Antimicrobial activity; Cytotoxic activity
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KROJER, M.; KELLER, M.; BRACHER, F. 7-Aza-des-A-steroids with Antimicrobial and Cytotoxic Activity. Sci. Pharm. 2013, 81, 329-338.
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