Chemoenzymatic synthesis of (S)-eicos-(4E)-en-1-yn-3-ol, the cytotoxic principle of the marine sponge, Cribrochalina vasculum

Tetrahedron Asymmetry

Volumn 9, Issue 15, 1998, Pages 2635-2639

  Sharma, Anubha ^a   Chattopadhyay, Subrata ^a  

^a BHABHA ATOMIC RESEARCH CENTRE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

CYTOTOXIC AGENT; EICOSEN 1 YN 3 OL; NATURAL PRODUCT; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; DRUG CYTOTOXICITY; DRUG ISOLATION; DRUG STRUCTURE; DRUG SYNTHESIS; ENANTIOMER; MARINE ENVIRONMENT; NONHUMAN; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; SPONGE (PORIFERA); STEREOCHEMISTRY;

EID: 0032493771     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(98)00266-3     Document Type: Article

References (16)

1. (a) Fusetani, N.; Shiragaki, T.; Matsunaga, S.; Hashimoto, K. Tetrahedron Lett., 1987, 28, 4313.
2. (b) Cimino, G.; De Giulio, A.; De Rosa, S.; Di Marzo, V. J. Nat. Prod., 1990, 53, 345.
3. Quinoa, E.; Crews, P. Tetrahedron Lett., 1988, 29, 2037.
4. Fusetani, N.; Sugano, M.; Matsunaga, S.; Hashimoto, K. Tetrahedron Lett., 1987, 28, 4311.
5. Cimino, G.; De Stephane, S. Tetrahedron Lett., 1977, 1325.
6. Gunasekera, S. P.; Faircloth, G. T. J. Org. Chem., 1990, 55, 6223.
7. Kobayashi, M.; Mahmud, T.; Umezome, T.; Wang, W.; Murakami, N.; Kitagawa, I. Tetrahedron, 1997, 53, 15691.
8. Furumi, K.; Fujioka, T.; Fujii, H.; Okabe, H.; Nakano, Y.; Matsunaga, H.; Katano, M.; Mori, M.; Mihashi, K. Bioorg. Med. Chem. Lett., 1998, 8, 93.
9. Sharma, A.; Chattopadhyay, S. J. Org. Chem., in press.
10. Hallock, Y. F.; Cardellina II, J. H.; Balaschak, M. S.; Alexander, M. R.; Prather, T. R.; Shoemaker, R. H.; Boyd, M. R. J. Nat. Prod., 1995, 55, 1801.
11. Sharma, A.; Sankaranarayanan, S.; Chattopadhyay, S. Biotech. Lett., 1996, 18, 1391.
12. Chattopadhyay, S.; Mamdapur, V. R.; Chadha, M. S. J. Chem. Res. (S), 1990, 235.
13. Cristol, S. J.; Firth Jr., W. C. J. Org. Chem., 1961, 26, 280.
14. Varma, R. S.; Lamture, J. B.; Varma, M. Tetrahedron Lett., 1993, 34, 3029.
15. (a) Campbell, K. N.; Eby, L. T. J. Am. Chem. Soc., 1941, 63, 216.
16. (b) Warthen Jr., J. D.; Jacobson, M. Synthesis, 1973, 616.