Synthesis of diphenylcarbazoles as cytotoxic DNA binding agents. Jacquemard, U., Routier, S., Tatibouët, A., Kluza, J., Laine, W., Bal, C., Bailly, C., & Mérour, J. Organic & biomolecular chemistry, 2(10):1476–83, May, 2004. Paper doi abstract bibtex We report the synthesis of a series of novel diphenylcarbazoles designed to interact with DNA. The compounds bearing two or three dimethylaminoalkyloxy side chains were found to bind much more tightly to DNA, preferentially at AT-rich sites, than the corresponding hydroxy compounds. The DNA binding compounds exhibit potent cytotoxic activity toward P388 leukemia cells. The 3,6-diphenylcarbazole thus represent an interesting scaffold to develop antitumor agents interacting with nucleic acids.
@article{Jacquemard2004,
title = {Synthesis of diphenylcarbazoles as cytotoxic {DNA} binding agents.},
volume = {2},
issn = {1477-0520},
url = {http://www.ncbi.nlm.nih.gov/pubmed/15136803},
doi = {10.1039/b401445f},
abstract = {We report the synthesis of a series of novel diphenylcarbazoles designed to interact with DNA. The compounds bearing two or three dimethylaminoalkyloxy side chains were found to bind much more tightly to DNA, preferentially at AT-rich sites, than the corresponding hydroxy compounds. The DNA binding compounds exhibit potent cytotoxic activity toward P388 leukemia cells. The 3,6-diphenylcarbazole thus represent an interesting scaffold to develop antitumor agents interacting with nucleic acids.},
number = {10},
journal = {Organic \& biomolecular chemistry},
author = {Jacquemard, Ulrich and Routier, Sylvain and Tatibouët, Arnaud and Kluza, Jérôme and Laine, William and Bal, Christine and Bailly, Christian and Mérour, Jean-Yves},
month = may,
year = {2004},
pmid = {15136803},
keywords = {\#nosource, Alkylation, Animals, Antineoplastic Agents, Antineoplastic Agents: chemical synthesis, Antineoplastic Agents: chemistry, Antineoplastic Agents: pharmacology, Apoptosis, Apoptosis: drug effects, Benzene Derivatives, Benzene Derivatives: chemical synthesis, Benzene Derivatives: chemistry, Benzene Derivatives: pharmacology, Carbazoles, Carbazoles: chemical synthesis, Carbazoles: chemistry, Cell Cycle, Cell Cycle: drug effects, Cell Division, Cell Division: drug effects, Cell Line, DNA, DNA: chemistry, Flow Cytometry, Heterocyclic Compounds with 4 or More Rings, Heterocyclic Compounds with 4 or More Rings: chemi, Heterocyclic Compounds with 4 or More Rings: pharm, Inhibitory Concentration 50, Magnetic Resonance Spectroscopy, Mice, Molecular Structure, Poly dA-dT, Poly dA-dT: chemistry, Structure-Activity Relationship, Transition Temperature, Transition Temperature: drug effects, Tumor},
pages = {1476--83},
}
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