title: 7-Aza-des-A-steroids with Antimicrobial and Cytotoxic Activity.
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.
authors.affiliation: Department of Pharmacy - Center for Drug Research, Ludwig-Maximilians University, Butenandtstr. 5-13, 81377 Munich, Germany.
authors.forename: Melanie
authors.initials: M
authors.lastname: Krojer
authors.forename: Marco
authors.initials: M
authors.lastname: Keller
authors.forename: Franz
authors.initials: F
authors.lastname: Bracher
keywords: Annulation; Antimicrobial activity; Azasteroids; Cytotoxic activity; Pyridine