Antitumor activity and stereochemistry of acetylenic alcohols from the sponge cribrochalina vasculum

Journal of Natural Products

Volumn 58, Issue 12, 1995, Pages 1801-1807

  Hallock, Yali F ^a   Cardellina, John H ^a   Balaschak, Michael S ^a   Alexander, Mark R ^a   Prather, Tanya R ^a   Shoemaker, Robert H ^a   Boyd, Michael R ^a  

^a NATIONAL CANCER INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENIC ALCOHOL; ALCOHOL DERIVATIVE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CYTOTOXICITY; LIPOPHILICITY; NONHUMAN; PURIFICATION; SPONGE (PORIFERA); STEREOCHEMISTRY;

ALKYNES; ANIMALS; ANTINEOPLASTIC AGENTS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CIRCULAR DICHROISM; DRUG SCREENING ASSAYS, ANTITUMOR; FATTY ALCOHOLS; HUMANS; MAGNETIC RESONANCE SPECTROSCOPY; MICE; NEOPLASM TRANSPLANTATION; PORIFERA; STEREOISOMERISM; TUMOR CELLS, CULTURED;

EID: 0029588526     PISSN: 01633864     EISSN: 15206025     Source Type: Journal    
DOI: 10.1021/np50126a001     Document Type: Article

References (24)

1. N. Fusetani, T. Shiragski, S. Mastunaga, and K. Hashimoto, Tetrahedron Lett., 28, 4313 (1987).
2. G. Cimino, A. De Giulio, S. De Rosa, and V. Di Marzo, J. Nat. Prod., 53, 345 (1990).
3. G. Cimino, A. De Giulio, S. De Rosa, and V. Di Marzo, Tetrahedron Lett., 30, 3563 (1989).
4. G. Cimino, A. De Giulio, S. De Rosa, S. De Stefano, and G. Sodano, J. Nat. Prod., 48, 22 (1985).
5. N. Fusetani, Y. Kato, S. Mastunaga, and K. Hashimoto, Tetrahedron Lett., 24, 4313 (1983).
6. E. Quinoa and P. Crews, Tetrahedron Lett., 29, 2037 (1988).
7. N. Fusetani, M. Sugano, S. Mastunaga, and K. Hashimoto, Tetrahedron Lett., 28, 4311 (1987).
8. M. Rotem and Y. Kashman, Tetrahedron Lett., 3193 (1979).
9. G. Cimino and S. De Stefano, Tetrahedron Lett., 1325 (1977).
10. A.E. Wright, O.J. Mcconnell, S. Kohmoto, M.S. Lui, W. Thompson, and K.M. Snader, Tetrahedron Lett., 28, 1377 (1987).
11. S.P. Gunasekera and G.T. Faircloth, J. Org. Chem., 55, 6223 (1990).
12. A. Aiello, E. Fattorusso, M. Menna, and M. Pansini, J. Nat. Prod., 55, 1275 (1992).
13. E. Breitmaier and W. Voelter, Eds., “Carbon-13 Nmr Spectroscopy,” VCH, New York, 1990, 3rd Ed., p. 192.
14. S.C. Shim, H.Y. Koh, and S. Chang, Tetrahedron Lett., 26, 5775 (1985).
15. Y. Guo, M. Gavagnin, E. Trivellone, and G. Cimino, Tetrahedron, 46, 13261 (1994).
16. I. Ohtani, T. Kusukmi, Y. Kashman, and H. Kakisawa, J. Org. Chem., 56, 1296 (1991).
17. I. Ohtani, T. Kusukmi, Y. Kashman, and H. Kakisawa, J. Am. Chem. Soc., 113, 4092 (1991).
18. M.J. Rieser, Y. Hui, J.K. Rupprecht, J.F. Kozlowski, K.V. Wood, J.L. Mclaughlin, P.R. Hanson, Z. Zhuang, and T.R. Hoye, J. Am. Chem. Soc., 113, 4092 (1991).
19. M.W. Bernart, Y.F. Hallock, J.H. Cardellina II, and M.R. Boyd, Tetrahedron Lett., 35, 993 (1994).
20. J.H. Cardellina II, H.R. Bokesch, T.C. Mckee, and M.R. Boyd, BioMed. Chem. Lett., 5, 1011 (1995).
21. M. Ochi, S. Ariki, A. Tatsukawa, H. Kotsuki, Y. Fukuyama, and K. Shibata, Chem. Lett., 89, (1994).
22. N.C. Gonnella, K. Nakanishi, V.S. Martin, and K.B. Sharpless, J. Am. Chem. Soc., 104, 3775 (1982).
23. A. Monks, D. Scudiero, P. Skehan, R. Shoemaker, K. Paull, D. Vistica, C. Hose, J. Langley, P. Cronise, A. Viagro-Wolfe, M. Gray-Goodrich, H. Campbell, and M.R. Boyd, J. Natl. Cancer Inst., 83, 757(1991).
24. S. Coval, G. Saucy, R.D. Wood, R.C. Desai, G.P. Gunawardana, R.E. Longley, and N. Burres, United States Patent, 5, 166, 379 (1992).