iso-petromyroxols: Novel dihydroxylated tetrahydrofuran enantiomers from sea lamprey (Petromyzon marinus)

Ke Li; Cory O. Brant; Ugo Bussy; Harshita Pinnamaneni; Hinal Patel; Thomas R. Hoye; Weiming Li

doi:10.3390/molecules20035215

iso-petromyroxols: Novel dihydroxylated tetrahydrofuran enantiomers from sea lamprey (Petromyzon marinus)

Ke Li, Cory O. Brant, Ugo Bussy, Harshita Pinnamaneni, Hinal Patel, Thomas R. Hoye, Weiming Li

Chemistry (Twin Cities)

Research output: Contribution to journal › Article › peer-review

8 Scopus citations

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.

Original language	English (US)
Pages (from-to)	5215-5222
Number of pages	8
Journal	Molecules
Volume	20
Issue number	3
DOIs	https://doi.org/10.3390/molecules20035215
State	Published - Mar 1 2015

Bibliographical note

Publisher Copyright:
© 2015 by the authors; licensee MDPI.

Keywords

Cyclostomata
Relative configuration
Stereoisomers

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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.",

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AU - Brant, Cory O.

AU - Bussy, Ugo

AU - Pinnamaneni, Harshita

AU - Patel, Hinal

AU - Hoye, Thomas R.

AU - Li, Weiming

PY - 2015/3/1

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AB - 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.

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KW - Relative configuration

KW - Stereoisomers

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iso-petromyroxols: Novel dihydroxylated tetrahydrofuran enantiomers from sea lamprey (Petromyzon marinus)

Abstract

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Keywords

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