title: Antineoplastic agents. 488. Isolation and structure of yukonin from a yukon territory fungus.
abstract: Cancer cell line bioassay-guided separation of an extract from a Yukon Territory fungus resulted in the isolation of a new C(16)-terpene dilactone designated yukonin (1) accompanied by two previously known, structurally related constituents (2 and 3). The structure of each was determined by X-ray crystallographic analysis. Dilactone 2 was found to correspond to LL-Z1271alpha isolated from fungi in the genera Oidiodendron, Acrostalagmus, and Holwaya, while dilactone 3 had earlier been prepared by reduction of an alpha-lactol derivative. Each of the dilactones was found to inhibit growth of human cancer cell lines (pancreas, breast, CNS, lung, colon, and prostate) and some pathogenic fungi.
authors.affiliation: Cancer Research Institute, Department of Chemistry,Arizona State University, Tempe, Arizona 85287, USA. bpetit@asu.edu
authors.forename: George R
authors.initials: GR
authors.lastname: Pettit
authors.forename: Rui
authors.initials: R
authors.lastname: Tan
authors.forename: Delbert L
authors.initials: DL
authors.lastname: Herald
authors.forename: John
authors.initials: J
authors.lastname: Hamblin
authors.forename: Robin K
authors.initials: RK
authors.lastname: Pettit
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002176:Candida albicans / Q000187:drug effects; D003455:Cryptococcus neoformans / Q000187:drug effects; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008968:Molecular Conformation; D015394:Molecular Structure; D010676:Phialophora / Q000737:chemistry*; D010946:Plants, Medicinal / Q000737:chemistry*; D013729:Terpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014407:Tumor Cells, Cultured / Q000187:drug effects; D015874:Yukon Territory
chemical_list: D000970:Antineoplastic Agents; D007783:Lactones; D013729:Terpenes; C475243:yukonin