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New two-headed sphingolipid-like compounds from the marine sponge Oceanapia sp.

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Abstract

New two-headed sphingolipid-like compounds, rhizochalin B and rhizochalinin B, containing a butoxy group, which is rarely encountered in natural products, were isolated as peracetates from the marine sponge Oceanapia sp. Their structures were established by NMR spectroscopic and MALDI TOF and HRESI TOF MS methods.

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References

  1. T. N. Makarieva, V. A. Denisenko, P. S. Dmitrenok, A. G. Guzii, E. A. Santalova, V. A. Stonik, J. B. MacMillan, T. F. Molinski, Org. Lett., 2005, 2897.

  2. A. G. Guzii, T. N. Makarieva, V. I. Svetashev, V. A. Denisenko, P. S. Dmitrenok, E. V. Pokanevich, E. A. Santalova, and V. B. Krasokhin, V. A. Stonik, Bioorgan. Khim., 2006, 32, 320 [Russ. J. Bioorg. Chem., 2006, 32, 288].

    Google Scholar 

  3. A. G. Guzii, T. N. Makarieva, V. A. Denisenko, V. I. Svetashev, S. A. Rodkina, P. S. Dmitrenok, S. D. Anastyuk, V. A. Stonik, Izv. Akad. Nauk. Ser. Khim., 2006, 895 [Russ. Chem. Bull., Int. Ed., 2006, 55, 928].

    Google Scholar 

  4. G. M. Nicholas, T. W. Hong, T. F. Molinski, M. L. Lerch, M. T. Cancilla, C. B. Lebrilla, J. Nat. Prod., 1999, 62, 1678.

    Article  CAS  Google Scholar 

  5. T. N. Makarieva, V. A. Denisenko, V. A. Stonik, Yu. N. Milgrom, Ya. W. Rashkes, Tetrahedron Lett., 1989, 30, 6581.

    Article  CAS  Google Scholar 

  6. B. N. Zhou, M. P. Mattern, R. K. Johnson, D. G. Kingston, Tetrahedron, 2001, 57, 9549.

    Article  CAS  Google Scholar 

  7. T. N. Makarieva, A. G. Guzii, V. A. Denisenko, P. S. Dmitrenok, E. A. Santalova, E. V. Pokanevich, T. F. Molinski, V. A. Stonik, J. Nat. Prod., 2005, 68, 255.

    Article  CAS  Google Scholar 

  8. C. Osterhage, R. Kaminsky, G. M. Konig, A. D. Wright, J. Org. Chem., 2000, 65, 6412.

    Article  CAS  Google Scholar 

  9. F. E. Koehn, M. Gunasekera, S. S. Cross, J. Org. Chem., 1991, 56, 1322.

    Article  CAS  Google Scholar 

  10. J. Kobayashi, K. Naitoh, T. Sasaki, H. Shigemori, J. Org. Chem., 1992, 57, 5773.

    Article  CAS  Google Scholar 

  11. F. Cruz, L. Quijano, F. Gomez-Garibay, T. Rios, J. Nat. Prod., 1990, 53, 543.

    Article  CAS  Google Scholar 

  12. R. De Nys, N. Kumar, K. A. Sharara, S. Srinivasan, G. Ball, S. Kjelleberg, J. Nat. Prod., 2000, 64, 531.

    Article  Google Scholar 

  13. D. Kram, J. Hammond, Organic Chemistry, Mcgraw-Hill, New York-Toronto-London, 1964.

    Google Scholar 

  14. G. M. Nicholas, T. F. Molinski, J. Am. Chem. Soc., 2000, 122, 4011.

    Article  CAS  Google Scholar 

  15. T. F. Molinski, T. N. Makarieva, V. A. Stonik, Angew. Chem., Int. Ed., 2000, 39, 4076.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences, 159 prosp. 100-letiya Vladivostoka, 690022, Vladivostok, Russian Federation

    T. N. Makarieva, A. G. Guzii, V. A. Denisenko, P. S. Dmitrenok & V. A. Stonik

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  1. T. N. Makarieva
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  2. A. G. Guzii
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  3. V. A. Denisenko
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  4. P. S. Dmitrenok
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  5. V. A. Stonik
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Corresponding author

Correspondence to T. N. Makarieva.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 656–660, March, 2008.

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Makarieva, T.N., Guzii, A.G., Denisenko, V.A. et al. New two-headed sphingolipid-like compounds from the marine sponge Oceanapia sp.. Russ Chem Bull 57, 669–673 (2008). https://doi.org/10.1007/s11172-008-0106-8

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  • DOI: https://doi.org/10.1007/s11172-008-0106-8

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