title: Synthesis and growth inhibition activity of alpha-bromoacrylic heterocyclic and benzoheterocyclic derivatives of distamycin A modified on the amidino moiety.
abstract: The design, synthesis and in vitro activities of novel alpha-bromoacryloyl pyrazole, imidazole and benzoheterocyclic derivatives of distamycin A, in which the amidino moiety has been replaced by moieties of different physico-chemical features are described, and the structure-activity relationships are discussed. In spite of the relevance of these modifications on the distamycin frame, these derivatives showed significant growth inhibitory activity against mouse leukemia L1210 cells. Therefore, the presence of the amidino moiety, and in general of a basic moiety, is not an absolute requirement for biological activity of alpha-bromoacrylic derivatives of distamycin.
authors.affiliation: Dipartimento di Scienze Farmaceutiche, Università di Ferrara, 44100 Ferrara, Italy.
authors.forename: Pier Giovanni
authors.initials: PG
authors.lastname: Baraldi
authors.forename: Italo
authors.initials: I
authors.lastname: Beria
authors.forename: Paolo
authors.initials: P
authors.lastname: Cozzi
authors.forename: Nicoletta
authors.initials: N
authors.lastname: Bianchi
authors.forename: Roberto
authors.initials: R
authors.lastname: Gambari
authors.forename: Romeo
authors.initials: R
authors.lastname: Romagnoli
mesh_terms: D000147:Acids, Heterocyclic / Q000138:chemical synthesis / Q000494:pharmacology; D000818:Animals; D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis* / Q000494:pharmacology*; D002455:Cell Division / Q000187:drug effects; D018983:DNA Footprinting; D004273:DNA, Neoplasm / Q000096:biosynthesis; D003850:Deoxyribonuclease I / Q000737:chemistry; D004214:Distamycins / Q000138:chemical synthesis* / Q000494:pharmacology*; D004317:Doxorubicin / Q000494:pharmacology; D015195:Drug Design; D004354:Drug Screening Assays, Antitumor; D007202:Indicators and Reagents; D007939:Leukemia L1210 / Q000188:drug therapy / Q000473:pathology; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D020133:Reverse Transcriptase Polymerase Chain Reaction; D014407:Tumor Cells, Cultured
chemical_list: D000147:Acids, Heterocyclic; D000903:Antibiotics, Antineoplastic; D004273:DNA, Neoplasm; D004214:Distamycins; D007202:Indicators and Reagents; D004317:Doxorubicin; C030000:stallimycin; D003850:Deoxyribonuclease I