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Biotransformation of alkylglycerols in plant cell cultures: Production of platelet activating factor and other biologically active ether lipids

  • PAF and PAF Analogs and Their Metabolic Effects
  • Review
  • Published:
Lipids

Abstract

Plant cells in culture are capable of incorporating exogenous 1-O-alkyl-sn-glycerols into various neutral and ionic ether lipids. 1-O-Alkyl-2-acyl-sn-glycerol-3-phosphocholines, the major class of compounds thus formed, are used for the preparation of platelet activating factor (PAF) in high yields. Similarly, the prochiral 2-O-alkyl-sn-glycerols are transformed to chiral 2-O-alkyl glycerophospholipids from which compounds can be obtained that exhibit antiviral activity in plant and animal cells. Reaction of 1-O-alkyl-2-acyl-sn-glycerol-3-phosphocholines with phospholipase D in the presence of ethanolamine leads to 1-O-alkyl-2-acyl-sn-glycerol-3-phosphoethanolamines, which serve as starting material, for the preparation of 1-O-alkyl-2-acyl-sn-glycero-3-phospho-(N-acyl)ethanolamines, compounds known to have antitumor activity.

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Abbreviations

EDTA:

ethylenediaminetetraacetic acid

lysoPAF:

1-O-alkyl-sn-glycero-3-phosphocholine

PAF:

platelet activating factor, 1-O-alkyl-2-acetyl-sn-glycero-3-phosphocholines

PNAE:

plasmanyl-(N-acyl)ethanolamines, 1-O-alkyl-2-acyl-sn-glycero-3-phospho-(N-acyl)ethanolamines

TLC:

thin-layer chromatography

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Author notes

  1. Shashank S. Apte

    Present address: College of Pharmaceutical Sciences, Kakatiya University, 506 009 (AP), Warangal, India

Authors and Affiliations

  1. Federal Center for Lipid Research, Institute for Biochemistry and Technology, H.P. Kaufmann-Institute, Institute Piusalle 68, D-4400, Münster, Germany

    Helmut K. Mangold, Shashank S. Apte & Nikolaus Weber

Authors
  1. Helmut K. Mangold
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  2. Shashank S. Apte
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  3. Nikolaus Weber
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Additional information

Dedicated to Professor Morris Kates, Ottawa, on the occasion of his retirement.

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Mangold, H.K., Apte, S.S. & Weber, N. Biotransformation of alkylglycerols in plant cell cultures: Production of platelet activating factor and other biologically active ether lipids. Lipids 26, 1086–1092 (1991). https://doi.org/10.1007/BF02536507

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  • DOI: https://doi.org/10.1007/BF02536507

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