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Isolation and characterization of novel 2-hydroxy fatty acids from the phospholipids of the spongeSmenospongia aurea

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Lipids

Abstract

The Caribbean spongeSmenospongia aurea revealed the presence of six novel branched α-hydroxy fatty acids: 2-hydroxy-17-methyloctadecanoic acid, 2-hydroxy-21-methyldocosanoic acid, 2-hydroxy-22-methyltricosanoic acid, 2-hydroxy-22-methyltetracosanoic acid, 2-hydroxy-24-methylpentacosanoic acid, and 2-hydroxy-23-methylpentacosanoic acid. These novel α-hydroxy fatty acids were associated with phosphatidylethanolamine. The spongesAplysina lacunosa andAplysina fistularis also contained considerable amounts of α-hydroxy fatty acids, the very long-chain 5,9,23-tricontatrienoic acid (30∶3), and phytanic acid. The sterol composition of the three sponges was also studied. It indicated thatA. lacunosa andA. fistularis contained large amounts of aplysterol and verongulasterol, whileS. aurea did not show any of these sterols. The results are discussed in terms of the taxonomy of the species.

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Abbreviations

ECL:

equivalent chain length

EIMS:

electron impact mass spectrometry

FTIR:

Fourier transform infrared spectroscopy

GC/MS:

gas chromatography/mass spectrometry

HPLC:

high-performance liquid chromatography

NMR:

nuclear magnetic resonance

PC:

phosphatidylcholine

PE:

phosphatidylethanolamine

PI:

phosphatidylinositol

PS:

phosphatidylserine

TLC:

thin-layer chromatography

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Authors and Affiliations

  1. Department of Chemistry, University of Puerto Rico, P.O. Box 23346, 00931-3346, San Juan, Puerto Rico

    Néstor M. Carballelra, Anastacio Emiliano, Jaime Rodriguez & Elba D. Reyes

Authors
  1. Néstor M. Carballelra
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  2. Anastacio Emiliano
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  3. Jaime Rodriguez
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  4. Elba D. Reyes
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Carballelra, N.M., Emiliano, A., Rodriguez, J. et al. Isolation and characterization of novel 2-hydroxy fatty acids from the phospholipids of the spongeSmenospongia aurea . Lipids 27, 681–685 (1992). https://doi.org/10.1007/BF02536024

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  • DOI: https://doi.org/10.1007/BF02536024

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