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The Synthesis of Thio- and Selenoanalogues of Phospholipids on the Basis of 2-Butyl-2-Hydroxymethyl-1,3-Propanediol

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Abstract

New analogues of nonglycerol polyol phospholipids were prepared on the basis of 1,1,1-trimethylolpenthane. Amidophosphites and cyclophosphites of the isopropylidene derivative of this polyol were intermediates in the syntheses. They were treated with sulfur or selenium. Phosphoacetals were converted into lipids by direct acylation with higher fatty acid chlorides. The triol bicyclophosphite was also used in the lipid syntheses. It was directly acylated at the oxygen atom, and the resulting acylpolyol of chlorophosphite was then converted into phospholipids by alcoholysis and subsequent treatment with sulfur.

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Authors and Affiliations

  1. State Pedagogical University, pr. Lenina 27, Volgograd, 400131, Russia

    G. A. Savin & O. M. Kutsemako

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  1. G. A. Savin
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  2. O. M. Kutsemako
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Correspondence to G. A. Savin.

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__________

Translated from Bioorganicheskaya Khimiya, Vol. 31, No. 4, 2005, pp. 414–419.

Original Russian Text Copyright © 2005 by Savin, Kutsemako.

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Savin, G.A., Kutsemako, O.M. The Synthesis of Thio- and Selenoanalogues of Phospholipids on the Basis of 2-Butyl-2-Hydroxymethyl-1,3-Propanediol. Russ J Bioorg Chem 31, 372–377 (2005). https://doi.org/10.1007/s11171-005-0051-3

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  • DOI: https://doi.org/10.1007/s11171-005-0051-3

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