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DOI: 10.1055/s-2006-957572
© Georg Thieme Verlag Stuttgart · New York
Structure-Activity Relationships of Protoberberines Having Antimicrobial Activity
Publication History
1998
1998
Publication Date:
04 January 2007 (online)
![](https://www.thieme-connect.de/media/plantamedica/199808/lookinside/thumbnails/10.1055-s-2006-957572-1.jpg)
Abstract
13-Alkyl derivatives (2-6 and 8-12) of berberine (1) and palmatine (7) were subjected to in vitro antibacterial activity tests against Bacillus subtilis and Salmonella enteritidis. Antibacterial activity increased as the length of the C-13 aliphatic side chain increased. The effects of the oxygen substituents on aromatic rings A, C, and D of protoberberinium salts 13-20 on the antimicrobial activity against Staphylococcus aureus, B. subtilis, S. enteritidis, Escherichia coli, and Candida albicans are also discussed. The change in lipophilicity of the protoberberinium salts caused by modification of the substituents appears to influence the antibacterial activity. 13-Hexylberberine (6) and 13-hexylpalmatine (12) exhibited the greatest antibacterial activity.