title: Iso-petromyroxols: novel dihydroxylated tetrahydrofuran enantiomers from sea lamprey (Petromyzon marinus).
abstract: An enantiomeric pair of new fatty acid-derived hydroxylated tetrahydrofurans, here named iso-petromyroxols, were isolated from sea lamprey larvae-conditioned water. The relative configuration of iso-petromyroxol was elucidated with 1D and 2D NMR spectroscopic analyses. The ratio of enantiomers (er) in the natural sample was measured by chiral-HPLC-MS/MS to be ca. 3:1 of (-)- to (+)-antipodes.
authors: Department of Fisheries and Wildlife, Michigan State University, East Lansing, MI 48824, USA. like4@msu.edu.
authors: Ke
authors: K
authors: Li
authors: Department of Fisheries and Wildlife, Michigan State University, East Lansing, MI 48824, USA. brant@msu.edu.
authors: Cory O
authors: CO
authors: Brant
authors: Department of Fisheries and Wildlife, Michigan State University, East Lansing, MI 48824, USA. bussy@msu.edu.
authors: Ugo
authors: U
authors: Bussy
authors: Department of Fisheries and Wildlife, Michigan State University, East Lansing, MI 48824, USA. pinnama3@msu.edu.
authors: Harshita
authors: H
authors: Pinnamaneni
authors: Department of Fisheries and Wildlife, Michigan State University, East Lansing, MI 48824, USA. pinnama3@msu.edu.
authors: Hinal
authors: H
authors: Patel
authors: Department of Chemistry, University of Minnesota, 207 Pleasant Street SE, Minneapolis, MN 55455, USA. hoye@umn.edu.
authors: Thomas R
authors: TR
authors: Hoye
authors: Department of Fisheries and Wildlife, Michigan State University, East Lansing, MI 48824, USA. liweim@msu.edu.
authors: Weiming
authors: W
authors: Li
mesh_terms: D000818:Animals; D005227:Fatty Acids / Q000737:chemistry* / Q000302:isolation & purification*; D005663:Furans / Q000737:chemistry* / Q000302:isolation & purification*; D007814:Larva / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D048428:Petromyzon / Q000254:growth & development; D013237:Stereoisomerism
chemical_list: D005227:Fatty Acids; D005663:Furans; C000600270:petromyroxol; C018674:tetrahydrofuran