Synthesis of 28-O-(1,2-Diacyl-sn-glycero-3-phospho)-betulin

B. Tubek Department of Chemistry, Wrocław University of Environmental and Life Sciences, Wrocaw, Poland

D. Smuga Department of Chemistry, Wrocław University of Environmental and Life Sciences, Wrocaw, Poland

M. Smuga Department of Chemistry, Wrocław University of Environmental and Life Sciences, Wrocaw, Poland

C. Wawrzeńczyk Department of Chemistry, Wrocław University of Environmental and Life Sciences, Wrocaw, PolandCorrespondence[email protected]

Abstract

Novel phospholipid derivatives of betulin (1), betulin diacylphosphatides (3a, c), were obtained by coupling betulin (1) with 1,2-dipalmitoyl-sn-glycero-3-phosphatidic acid (2a) or its salt (2b) or with 1,2-diacyl-sn-glycero-3-phosphatidic acid (2c), obtained from phosphatidylcholine isolated from egg yolk. The syntheses were carried out with application of various coupling agents: 2-mesitylenesulfonyl chloride, p-toluenesulfonyl chloride, and N,N′-dicyclohexylcarbodiimide and in the presence of 4-dimethylamino-pyridine in pyridine.

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ACKNOWLEDGMENT

This work was cofinanced by the European Union within the European Regional Development Fund [Project No. POIG.01.03.01-00-133/08, Innovative Technologies of Production of Biopreparations based on New Generation Eggs (OVOCURA)].

Notes

^aIsolated yields.

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Synthesis of 28-O-(1,2-Diacyl-sn-glycero-3-phospho)-betulin

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Synthesis of 28-O-(1,2-Diacyl-sn-glycero-3-phospho)-betulin

Abstract

GRAPHICAL ABSTRACT

ACKNOWLEDGMENT

Notes

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