title: A synthesis of 3-deoxydihydrolycoricidine: refinement of a structurally minimum pancratistatin pharmacophore.
abstract: The synthesis of 3-deoxydihydrolycoricidine, a key element toward elucidation of the pancratistatin anticancer pharmacophore, is described. Biological evaluation of this compound showed it to be significantly less active against tumor cells than pancratistatin. In addition to those features previously identified, the requirement of a 2,3,4-triol functionalized ring-C is now definitely established as the minimum pharmacophoric element for potent anticancer activity.
authors.affiliation: Department of Chemistry, McMaster University, 1280 Main Street West, Hamilton, Ont., Canada L8S 4M1. jmcnult@mcmaster.ca
authors.forename: James
authors.initials: J
authors.lastname: McNulty
authors.forename: Vladimir
authors.initials: V
authors.lastname: Larichev
authors.forename: Siyaram
authors.initials: S
authors.lastname: Pandey
mesh_terms: D047151:Amaryllidaceae Alkaloids / Q000138:chemical synthesis / Q000737:chemistry* / Q000627:therapeutic use; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000627:therapeutic use; D018360:Crystallography, X-Ray; D006801:Humans; D007546:Isoquinolines / Q000737:chemistry* / Q000627:therapeutic use; D009369:Neoplasms / Q000188:drug therapy; D010617:Phenanthridines / Q000138:chemical synthesis / Q000737:chemistry* / Q000627:therapeutic use; D014407:Tumor Cells, Cultured
chemical_list: C507192:3-deoxydihydrolycoricidine; D047151:Amaryllidaceae Alkaloids; D000970:Antineoplastic Agents; D007546:Isoquinolines; D010617:Phenanthridines; C044997:pancratistatin