title: Truncated azinomycin analogues intercalate into DNA.
abstract: The design and synthesis of a potentially more therapeutically-viable azinomycin analogue 4 based upon 3 has been completed. It involved coupling of a piperidine mustard to the acid chloride of the azinomycin chromophore. Both the designed azinomycin analogue 4 and the natural product 3 bind to DNA and cause unwinding, supporting an intercalative mode of binding.
authors.affiliation: Department of Pharmaceutical and Biological Chemistry, School of Pharmacy, University of London, 29-39 Brunswick Square, London WC1N 1AX, UK.
authors.forename: Maxwell A
authors.initials: MA
authors.lastname: Casely-Hayford
authors.forename: Klaus
authors.initials: K
authors.lastname: Pors
authors.forename: Laurence H
authors.initials: LH
authors.lastname: Patterson
authors.forename: Clive
authors.initials: C
authors.lastname: Gerner
authors.forename: Stephen
authors.initials: S
authors.lastname: Neidle
authors.forename: Mark
authors.initials: M
authors.lastname: Searcey
mesh_terms: D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis* / Q000494:pharmacology; D053961:Azabicyclo Compounds; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D004247:DNA / Q000737:chemistry / Q000187:drug effects* / Q000378:metabolism; D004151:Dipeptides; D006020:Glycopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D006801:Humans; D007364:Intercalating Agents / Q000138:chemical synthesis*; D009691:Nucleic Acid Denaturation / Q000187:drug effects; D010880:Piperidines / Q000737:chemistry; D013329:Structure-Activity Relationship
chemical_list: D000903:Antibiotics, Antineoplastic; D053961:Azabicyclo Compounds; D004151:Dipeptides; D006020:Glycopeptides; D007364:Intercalating Agents; D010880:Piperidines; C051054:azinomycin A; C032727:piperidine; D004247:DNA