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Two novel naturally occurring α-methoxy acids from the phospholipids of two caribbean sponges

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Lipids

Abstract

The novel (5Z)-2-methoxy-5-hexadecenoic acid (1) was identified in the phospholipids of the spongeTethya crypta while the also novel acid (6Z)-2-methoxy-6-hexadecenoic acid (2) was found in the phospholipids of the Caribbean spongeSpheciospongia cuspidifera. The methoxy-fatty acids were mainly associated with phosphatidylethanolamine. The double bond positions were determined by gas chromatography/mass spectrometry on the corresponding dimethyl-disulfide adducts and the double bond stereochemistry was ascertained by gas chromatography/Fourier transform infrared spectroscopy. The fatty acid composition of the two sponges is reported.

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Abbreviations

ECL:

equivalent chain length

GC/MS:

gas chromatography/mass spectrometry

TLC:

thin-layer chromatography

FTIR:

Fourier transform infrared spectroscopy

References

  1. Ayanoglu, E., Popov, S., Kornprobst, J.M., Aboud-Bichara, A., and Djerassi, C. (1983)Lipids 18, 830–836.

    CAS  Google Scholar 

  2. Carballeira, N., and Lopez, M.R. (1989)Lipids 24, 89–91.

    Article  PubMed  CAS  Google Scholar 

  3. Ayanoglu, E., Kurtz, K., Kornprobst, J.M., and Djerassi, C. (1985)Lipids 20, 141–144.

    Article  PubMed  CAS  Google Scholar 

  4. Privett, O.S., Dougherty, K.A., Erdahl, W.L., and Stolyhwo, A. (1973)J. Am. Oil Chem. Soc. 50, 516–520.

    PubMed  CAS  Google Scholar 

  5. Carreau, J.P., and Dubacq, J.P. (1978)J. Chromatogr. 151, 384–390.

    Article  CAS  Google Scholar 

  6. Francis, G.W. (1981)Chem. Phys. Lipids 29, 369–374.

    Article  CAS  Google Scholar 

  7. Buser, H.-R., Arn, H., Geurin, P., and Rauscher, S. (1983)Anal. Chem. 55, 818–822.

    Article  CAS  Google Scholar 

  8. Ayanoglu, E., Kornprobst, J.M., Aboud-Bichara, A., and Djerassi, C. (1983)Tetrahedron Lett. 24, 1111–1114.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Chemistry, University of Puerto Rico, 00931, Rio Piedras, Puerto Rico

    Néstor M. Carballeira & Juan A. Sepúlveda

Authors
  1. Néstor M. Carballeira
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  2. Juan A. Sepúlveda
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Carballeira, N.M., Sepúlveda, J.A. Two novel naturally occurring α-methoxy acids from the phospholipids of two caribbean sponges. Lipids 27, 72–74 (1992). https://doi.org/10.1007/BF02537064

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  • DOI: https://doi.org/10.1007/BF02537064

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