Functionalized and [a]-anellated carbazoles as potential B-DNA ligands: experimental studies of DNA binding and molecular modeling of intercalation complexes
Pindur, U.; Marotto, A.; Schulze, E.; Fischer, G.
Die Pharmazie 55(10): 727-732
2000
ISSN/ISBN: 0031-7144 PMID: 11082831 Document Number: 525687
Three synthetically available carbazole derivatives 3-5 were investigated for DNA binding (ethidium bromide displacement assay, DNA unwinding assay), for inhibition of topoisomerase I and for cell cytotoxicity (antitumour cell lines). In addition molecular modeling studies of DNA complexes were performed by semiempirical quantum chemistry, force field calculations and molecular dynamics calculations. In summary, combining the results from experiments and molecular modeling, the naphthoquinone anellated carbazole 4 emerges as a promising antitumour active candidate for further drug design studies in carbazole chemistry.