Abstract
Enamine-derivatives of both enantiomers of usnic acid and the corresponding compounds with a quaternized N atom were synthesized. Compounds 3 and 4 exhibited moderate cytotoxic activity. All quaternized compounds were inactive against the tested tumor cell lines. Quaternized compounds 7 and 8 showed high antimycobacterial activity against Mycobacterium smegmatis, the primary test species for screening antituberculosis drugs. It was shown that the activity dropped in correlation with an increase of the length of the linker between the N atoms. Compound (+)- 8 inhibited effectively the growth of pathogenic Grampositive microorganisms Staphylococcus aureus, S. epidermidis, Streptococcus pneumoniae, and Enterococcus faecalis.
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