Six New Alkaloids from the Purple Red Sea Tunicate Eudistoma sp

Journal of Organic Chemistry

Volumn 54, Issue 22, 1989, Pages 5331-5337

  Rudi, Amira ^a   Kashman, Yoel ^a  

^a TEL AVIV UNIVERSITY   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000706074     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00283a029     Document Type: Article

References (11)

1. Rinehart, Jr., K. L.; et. al. J. Am. Chem. Soc. 1987, 109, 6846, and references therein. (b) Rinehart, Jr., K. L.; et al. J. Am. Chem. Soc. 1987, 109, 3378, and references therein. (c) Kobayashi, J.; et al. Tetrahedron Lett. 1988. 29. 1177.
2. Rudi, A.; Benayahu, Y.; Goldberg, I.; Kashman, Y. Tetrahedron Lett. 1988, 29, 3861.
3. Rudi, A.; Benayahu, Y.; Goldberg, I.; Kashman, Y. Tetrahedron Lett. 1988, 29, 6655.
4. Zabicky, J. The chemistry of amides, in the series of the chemistry of functional groups; Patai, S., Ed.; Interscience Publishers: New York, 1970; p 335.
5. Harada, N.; Nakanishi, K. CD Spectroscopy; University Science Books: New York. 1979.
6. Potonski, T. J. Chem. Soc., Perkin Trans. 1 1988, 629, 639.
7. Cooray, N. M.; Scheuer, P. J.; Parakanyi L.; Clardy, J. J. Org. Chem. 1988, 53, 4619.
8. We would expect to see a greater influence of substituting an aromatic proton by a bromine atom, e.g., see: Tsujii, S.; Rinehart, K. L.; Gunasekara, S. P.; Kashman, Y.; Cross, S. S.; Lui, M. S.; Pomponi, S. A.; Diaz, M. C. J. Org. Chem. 1988, 53, 5446. It might be that in case of 23, because of long relaxation time, the C-6 signal was overlooked.
9. Schmitz, F. J.; Agarwal, S. K.; Gunasekera, S. P. J. Am. Chem. Soc. 1983, 105, 4835. (b) Molinski, T. F.; Fahy, E.; Faulkner, D. J.; Van Duyne, G. D.; Clardy, J. J. Org. Chem. 1988, 53, 1341. (c) Kobayashi, J.; Cheng, J. F.; Nakamura, H.; Ohizumi, Y.; Hirata, Y.; Sasaki, T. Tetrahedron Lett. 1988, 29, 1177.
10. Thompson, T. E. J. Mar. Biol. Assoc. U. K. 1988, 68, 499.
11. De-Guzman, F. S.; Schmitz, F., J. Tetrahedron Lett. 1989, 30, 1069, and references therein.