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Minor nitrogenous sesquiterpenes from the marine spongeAxinella cannabina. A hypothesis for the biogenesis of the spiro-axane skeleton

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Summary

Three nitrogenous sesquiterpenoids (4–6), possessing an isocyanide, isothiocyanate or formylamino function, have been isolated from the marine spongeAxinella cannabina. The proposed structures were based on interpretation of spectral data including 2D-NMR techniques and chemical evidence. A plausible pathway for the biogenesis of these compounds and the co-occurring spiro-axane (1–3) metabolites is proposed.

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References

  1. Ciminiello, P., Fattorusso, E., Magno, S., and Mayol, L., J. nat. Prod.48 (1985) 64 and literature cited therein.

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  2. Di Blasio, B., Fattorusso, E., Magno S., Mayol, L., Pedone, C., Santacroce, C., and Sica, D., Tetrahedron32 (1976) 473.

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Authors and Affiliations

  1. Dipartimento di Chimica delle Sostanze Naturali, Università di Napoli, Via L. Rodinò 22, I-80138, Napoli, Italy

    P. Ciminiello, E. Fattorusso, S. Magno & L. Mayol

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  1. P. Ciminiello
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  2. E. Fattorusso
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  3. S. Magno
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  4. L. Mayol
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Work supported by C.N.R. (Progetto Finalizzato ≪Chimica Fine e Secondaria≫ and by MPI Italy.

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Ciminiello, P., Fattorusso, E., Magno, S. et al. Minor nitrogenous sesquiterpenes from the marine spongeAxinella cannabina. A hypothesis for the biogenesis of the spiro-axane skeleton. Experientia 42, 625–627 (1986). https://doi.org/10.1007/BF01955565

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  • DOI: https://doi.org/10.1007/BF01955565

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