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Polyacetylenes from the spongePetrosia ficiformis found in dark caves

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Summary

Several high molecular weight polyacetylenes have been isolated from the spongePetrosia ficiformis found in dark caves. These compounds are related to, but different from, the polyacetylenes isolated from the same sponge living in its usual habitat.

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References

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  4. PMR δ 2.56 (H-1, d, J 2 Hz), 4.84 (H-3, bd, J 5 Hz), 5.62 (H-4, dd, J 15 and 5 Hz), 5.90 (H-5, dt, J 15 and 6 Hz); CMR δ 73.9 (C-1), 62.7 (C-3), 134.0 (C-4), 128.7 (C-5), 31.8 (C-6). PMR δ 6.20 (H-2, dt, J 15 and 6 Hz), 5.40 (H-3, dd, J 15 and 2 Hz), 5.20 (H-6, bs); CMR δ 33.2 (C-1), 145.5 (C-2), 109.0 (C-3), 52.8 (C-6), 18.7 (C-9).

  5. Obviously the position of the terminal functions can be reversed.

  6. In several runs fraction a yielded the expected diketoderivative 4. In one experiment only the central alcohol function was oxidated, probably in consequence of a fortuitous poisoning of the catalyst.

  7. C.A. Mattia, L. Mazzarella, R. Puliti, D. Sica and F. Zollo, Tetrahedron Lett., 3953 (1978).

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Authors and Affiliations

  1. Istituto per la Chimica di Molecole di Interesse Biologico del C.N.R., Via Toiano 2, Arco Felice, Naples, Italy

    G. Cimino, A. Crispino, S. De Rosa, S. De Stefano & G. Sodano

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  1. G. Cimino
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  2. A. Crispino
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  3. S. De Rosa
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  4. S. De Stefano
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  5. G. Sodano
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Additional information

This work is a part of the ‘Progetto finalizzato per l'Oceanografia e i Fondi Marini’, CNR, Roma.

The authors thank Mr G. Scognamiglio for the HPLC work, Mr C. Di Pinto for the NMR spectra and Mr G. Villani for the collection of the sponge.

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Cimino, G., Crispino, A., De Rosa, S. et al. Polyacetylenes from the spongePetrosia ficiformis found in dark caves. Experientia 37, 924–926 (1981). https://doi.org/10.1007/BF01971756

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