Molecules · 2013 · 13 citations · 18 references
PharmacyMedicinal ChemistryOncologyCancer PharmacologyDrug DiscoverySynthetic Medicinal ChemistryAmino Acid ChemistryOncology PharmacologyAmination ReactionsAnticancer ActivityAntiproliferative AgentsAntiproliferative Drug ActionBiological Activity FeaturesQuinone ChemistryRedox PropertiesSubstituent Effects On Biological Activity
A variety of phenylaminoisoquinolinequinones were synthesized and tested for their antiproliferative activity against three human-tumor derived cancer cell lines. The new aminoquinones were prepared from 4-methoxycarbonyl-3-methylisoquinoline-5,8-quinone (1) via acid-induced amination and bromination reactions. Remarkable differences in antiproliferative activity were observed depending upon the location and donor capacity of the substituted phenylamino group at the quinone nucleus. The effect of the substituents on the biological activity is discussed in terms of the donor-acceptor interactions which were evaluated through the redox properties of the aminoquinones.
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Arjan A. van de Loosdrecht, R.H.J. Beelen, GJ Ossenkoppele et al. · Journal of Immunological Methods · 1994 · 802 citations · Full text
Medicine, Hematology, Oncology +7
Dale L. Boger, Masami Yasuda, Lester A. Mitscher et al. · Journal of Medicinal Chemistry · 1987 · 125 citations · Full text