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The phospholipase-induced degradation of phosphatidylnucleosides

Abstract

Hydrolysis of phosphatidylnucleosides, 5′-(rac-1-hexadecyl-2-palmitoyl-sn-glycero-3-phosphoryl)-3′-azido-3′-deoxythymidine and -2′,3′-didehydro-3′-deoxythymidine, effected by phospholipases (PL) A2, C, and D was studied to reveal the metabolism of these derivatives. It was shown that PLA2 deacetylates the glycerol residue at position 2, PLC is inactive, and PLD hydrolyzes the phosphatidylnucleosides to give free nucleosides.

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Abbreviations

AZT:

3′-azido-3′-deoxythymidine

ddC:

2′,3′-dideoxycytidine

ddI:

2′,3′-dideoxyinosine

d4T:

2′,3′-didehydro-3′-deoxythymidine

PLA2, PLC, and PLD:

phospholipases A2, C, and D, respectively

EPC:

egg yolk phosphatidylcholine

References

  1. De Clercq, E.,Med. Chem., 1995, vol. 38, pp. 2491–2517.

    Article  Google Scholar 

  2. Hostetler, K.Y., Stuhmiller, L.M., Lenting, H.B.M., van den Bosch, H., and Richman, D.D.,J. Biol. Chem., 1990, vol. 265, pp. 6112–6117.

    PubMed  CAS  Google Scholar 

  3. Vodovozova, E.L., Pavlova, Yu.B., Polushkina, M.A., Rzhaninova, A.A., Garaev, N.N., and Molotkovskii, Jul.G.,Bioorg. Khim., 1996, vol. 22, pp. 451–457.

    PubMed  CAS  Google Scholar 

  4. Piantadosi, C., Marasco, C.J., Morris-Nataschke, S.L., Meyer, K.L., Gumus, F., Surles, J.R., Ishaq, K.S., Kucera, L.S., Iyer, N., Wallen, C.A., Piantadosi, S., and Modest, E.I.,J. Med. Chem., 1991, vol. 34, pp. 1408–1414.

    PubMed  Article  CAS  Google Scholar 

  5. Malekin, S.I., Kruglyak, Yu.L., Khromova, N.Yu., Aksenova, M.Yu., Sokolov, V.P., Kisin, A.V., Novozhilova, T.I., Popova, S.G., Kurochkin, V.K., Miller, G.G., and Pokidysheva, L.N.,Bioorg. Khim., 1997, vol. 23, pp. 648–654.

    PubMed  CAS  Google Scholar 

  6. Shkenderov, S.,Animal, Plant, and Microbial Toxins, Ohsaka, A., Hayashi, K., and Sawai, Y., Eds., New York: Plenum, 1976, vol. 2, pp. 319–336.

  7. Imamura, S. and Horiuchi, Y.,J. Biochem., 1979, vol. 85, pp. 79–85.

    PubMed  CAS  Google Scholar 

  8. De Pierre, J.W. and Ernster, L.,Ann. Rev. Biochem., 1977, vol. 46, pp. 201–262.

    Article  Google Scholar 

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Novozhilova, T.I., Malekin, S.I., Kozhukhov, V.I. et al. The phospholipase-induced degradation of phosphatidylnucleosides. Russ J Bioorg Chem 26, 213–215 (2000). https://doi.org/10.1007/BF02786348

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  • DOI: https://doi.org/10.1007/BF02786348

Key words

  • anti-HIV activity
  • nucleoside
  • phosphatidylnucleoside
  • phospholipase