title: Cytotoxic Michael-type amine adducts of alpha-methylene lactones alantolactone and isoalantolactone.
abstract: Two series of cytotoxic (IC50, K562 cell line, 1-24 microM) alpha-aminomethyl substituted lactones 3 and 4 were prepared by stereoselective Michael-type addition of amines to alantolactone (1) and isoalantolactone (2). The lactones 1 and 2 and their amine adducts induce apoptosis and act as alkylating agents.
authors.affiliation: Department of Chemistry, UMIST, Manchester, UK. lawrencenj1@cardiff.ac.uk
authors.forename: N J
authors.initials: NJ
authors.lastname: Lawrence
authors.forename: A T
authors.initials: AT
authors.lastname: McGown
authors.forename: J
authors.initials: J
authors.lastname: Nduka
authors.forename: J A
authors.initials: JA
authors.lastname: Hadfield
authors.forename: R G
authors.initials: RG
authors.lastname: Pritchard
mesh_terms: D000588:Amines / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D017209:Apoptosis / Q000187:drug effects; D002453:Cell Cycle / Q000187:drug effects; D002455:Cell Division / Q000187:drug effects; D020650:Combinatorial Chemistry Techniques; D006801:Humans; D020128:Inhibitory Concentration 50; D020014:K562 Cells; D007783:Lactones / Q000138:chemical synthesis / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured / Q000187:drug effects
chemical_list: D000588:Amines; D000970:Antineoplastic Agents; D007783:Lactones; C416683:methylene-lactone