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Identification of two novel dihydroxysterols fromPavlova

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Lipids

Abstract

Pavlova gyrans andP. lutheri were cultured, and the dihydroxysterols were isolated from the free sterol and the polar sterol fractions. Four dihydroxysterols were detected in amounts greater than 1% of total sterol by gas chromatography and were analyzed by gas chromatography/mass spectrometry. The two principal sterols were isolated by chromatography on alumina followed by hydrophobic Sephadex column chromatography. The two sterols appeared to differ by having either a methyl or an ethyl group at C−24; they were termed “methylpavlovol” and “ethylpavlovol.” Analysis by 400 MHz nuclear magnetic resonance showed that methylpavlovol is 4α,24β-dimethylcholestan-3β,4β-diol and ethylpavlovol is 4α-methyl,24β-ethylcholestan-3β,4β-diol. The 4α-methyl,4β-hydroxy configuration has not been observed previously in a natural sterol. Dihydroxysterols make up approximately one-third of the total sterols in thesePavlova species. Neither the biosynthetic origin of these dihydroxysterols nor their role in the biochemistry ofPavlova is known.

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Abbreviations

GC/MS:

gas chromatography/mass spectrometry

NMR:

nuclear magnetic resonance

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Authors and Affiliations

  1. Department of Botany, University of Maryland, 20742, College Park, Maryland

    Gleen W. Patterson

  2. Department of Biology, Lindsey-Wilson College, 42728, Columbia, Kentucky

    Patricia K. Gladu

  3. National Marine Fisheries Service, Northeast Fisheries Center, Milford Laboratory, NOAA, 06460, Milford, Connecticut

    Gary H. Wikfors

  4. Department of Chemistry, Auburn University, 36849, Auburn, Alabama

    Edward J. Parish & Peter D. Livant

  5. Insect Neurobiology and Hormone Laboratory, USDA, 20705, Beltsville, Maryland

    William R. Lusby

Authors
  1. Gleen W. Patterson
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  2. Patricia K. Gladu
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  3. Gary H. Wikfors
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  4. Edward J. Parish
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  5. Peter D. Livant
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  6. William R. Lusby
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Patterson, G.W., Gladu, P.K., Wikfors, G.H. et al. Identification of two novel dihydroxysterols fromPavlova . Lipids 28, 771–773 (1993). https://doi.org/10.1007/BF02536003

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  • DOI: https://doi.org/10.1007/BF02536003

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