title: Synthesis of a natural product-inspired eight-membered ring lactam library via ring-closing metathesis.
abstract: We have prepared a novel speculative eight-membered lactam demonstration library based on the skeletal structure of the potent antitumor marine natural product octalactin A. The basic scaffold was readily constructed in a convergent fashion via ring-closing metathesis chemistry from the corresponding diene amides. A cursory examination of the biological properties of the library validates the relevance and significance of these structures.
authors.affiliation: Department of Chemistry, University of Missouri-Kansas City, 205 Spencer Chemical Laboratories, 5100 Rockhill Road, Kansas City, MO 64110, USA.
authors.forename: Neil
authors.initials: N
authors.lastname: Brown
authors.forename: Baohan
authors.initials: B
authors.lastname: Xie
authors.forename: Nataliya
authors.initials: N
authors.lastname: Markina
authors.forename: David
authors.initials: D
authors.lastname: Vandervelde
authors.forename: Jean-Pierre H
authors.initials: JP
authors.lastname: Perchellet
authors.forename: Elisabeth M
authors.initials: EM
authors.lastname: Perchellet
authors.forename: Kyle R
authors.initials: KR
authors.lastname: Crow
authors.forename: Keith R
authors.initials: KR
authors.lastname: Buszek
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry; D001688:Biological Products / Q000737:chemistry*; D049109:Cell Proliferation / Q000187:drug effects; D018922:HL-60 Cells; D006801:Humans; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry*; D054852:Small Molecule Libraries / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000970:Antineoplastic Agents; D001688:Biological Products; D007769:Lactams; D007783:Lactones; D054852:Small Molecule Libraries; C509476:octalactin A