Summary
3 novel diterpenes,4–6, having the perhydroazulene skeleton already found in pachydictiol A (1) and dictyol A (2) and B (3), have been isolated from both the digestive gland of Aplysia depilans and algae of the family Dictyotaceae.
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References
D. R. Hirschfeld, W. Fenical, G. H. Y. Lin, R. M. Wing, P. Radlick and J. J. Sims, J. Am. chem. Soc.95, 4049 (1973).
L. Minale and R. Riccio, Tetrahedron Lett.1976, 2711.
E. Fattorusso, S. Magno, L. Mayol, C. Santacroce, D. Sica, V. Amico, G. Oriente, M. Piattelli and C. Tringali, J. C. S. Chem. Commun.1976, 575.
20 g of crude extract from the digestive glands of 3 adult sea hares yielded 170 mg of dictyol C (4) and 250 mg of dictyol D (5);4 and5 were also obtained from D. dichotoma in 0.1 and 0.01% yield of the dry material, respectively; D, ligutatus furnished dictyol E (6) in 0.5% yield.
Mass spectral data;4, m/e 306 (2, M+), 288 (18), 270 (49), 177 (71), 175 (51), 159 (47) and 69 (100);5, m/e 304 (3, M+), 286 (2), 268 (3), 175 (7), 173 (6), 157 (10) and 69 (100).
J. B. Stothers, in: Carbon-13 NMR Spectroscopy. Academic Press, New York 1972; C. Konno and H. Hikino, Tetrahedron32, 325 (1976).
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Danise, B., Minale, L., Riccio, R. et al. Further perhydroazulene diterpenes from marine organisms. Experientia 33, 413–415 (1977). https://doi.org/10.1007/BF01922182
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DOI: https://doi.org/10.1007/BF01922182