Journal
ARCHIV DER PHARMAZIE
Volume 343, Issue 9, Pages 519-527Publisher
WILEY-BLACKWELL
DOI: 10.1002/ardp.200900296
Keywords
Acridines; Antimicrobial; Cytotoxic activity; Quinolines; Quinazolines
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New nonclassical acridines, quinolines, and quinazolines were prepared starting from cyclic beta-diketones, namely dimedone, through application of Hantzsch addition, Michael addition, and Mannich reactions, respectively. The antimicrobial activity revealed that decahydroacridin-1,8-dione 2e bearing a 3-nitrophenyl group and hexahydroquinoline 4e having a 2,4-dichlorophenyl moiety were the most active compounds against both Gram-positive and -negative bacteria based upon using the disc diffusion method. Cytotoxic activity studies for decahydroacridin-1,8-diones 2a-e against liver carcinoma cells (HepG(2)) using the MTT cell viability assay revealed that decahydroacridin-1,8-dione bearing a 4-methylphenyl moiety 2d showed a higher cytotoxic activity (IC(50) - 4.42 mu g/mL) than the other derivatives.
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