title: New propylamine oligopyrrole carboxamides linked to a heterocyclic or anthraquinone system: synthesis, DNA binding, topoisomerase I inhibition and cytotoxicity.
abstract: Continuing our studies on combilexines, compounds consisting of a DNA intercalator linked to a minor groove ligand, new results are presented. The synthesis of a series of new propylamine oligopyrrole carboxamides closely related to netropsin and distamycin A, linked to a heterocyclic or anthraquinone system is reported. The cytotoxic activity in vitro, the DNA binding characteristics and the inhibition of the topoisomerase I of the compounds were studied in order to explain the biological mechanism of action of these new potential combilexines. Some of the synthesised compounds showed cytotoxic activity against human tumour cell lines, as well as DNA binding and topoisomerase I inhibiting properties.
authors.affiliation: Department of Pharmacy, Johannes Gutenberg-University, Staudingerweg 5, 55099, Mainz, Germany.
authors.forename: Christian
authors.initials: C
authors.lastname: Hotzel
authors.forename: Annalisa
authors.initials: A
authors.lastname: Marotto
authors.forename: Ulf
authors.initials: U
authors.lastname: Pindur
mesh_terms: D000818:Animals; D000880:Anthraquinones / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000378:metabolism / Q000494:pharmacology; D002417:Cattle; D004247:DNA / Q000378:metabolism*; D004214:Distamycins / Q000737:chemistry / Q000378:metabolism; D006801:Humans; D007364:Intercalating Agents / Q000138:chemical synthesis / Q000378:metabolism / Q000494:pharmacology; D009429:Netropsin / Q000031:analogs & derivatives / Q000378:metabolism; D009690:Nucleic Acid Conformation; D009691:Nucleic Acid Denaturation; D009841:Oligonucleotides / Q000737:chemistry / Q000378:metabolism; D011437:Propylamines / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D059004:Topoisomerase I Inhibitors; D014407:Tumor Cells, Cultured
chemical_list: D000880:Anthraquinones; D000970:Antineoplastic Agents; D004214:Distamycins; D007364:Intercalating Agents; D009841:Oligonucleotides; D011437:Propylamines; D059004:Topoisomerase I Inhibitors; D009429:Netropsin; C030000:stallimycin; D004247:DNA; C427203:calf thymus DNA