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Molecules 2015, 20(3), 5215-5222;

iso-Petromyroxols: Novel Dihydroxylated Tetrahydrofuran Enantiomers from Sea Lamprey (Petromyzon marinus)

Department of Fisheries and Wildlife, Michigan State University, East Lansing, MI 48824, USA
Department of Chemistry, University of Minnesota, 207 Pleasant Street SE, Minneapolis, MN 55455, USA
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 17 February 2015 / Revised: 17 March 2015 / Accepted: 18 March 2015 / Published: 23 March 2015
(This article belongs to the Section Natural Products Chemistry)
Full-Text   |   PDF [959 KB, uploaded 23 March 2015]   |  


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. View Full-Text
Keywords: stereoisomers; relative configuration; cyclostomata stereoisomers; relative configuration; cyclostomata

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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Li, K.; Brant, C.O.; Bussy, U.; Pinnamaneni, H.; Patel, H.; Hoye, T.R.; Li, W. iso-Petromyroxols: Novel Dihydroxylated Tetrahydrofuran Enantiomers from Sea Lamprey (Petromyzon marinus). Molecules 2015, 20, 5215-5222.

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