Synthesis of cytotoxic furonaphthoquinones: Regiospecific synthesis of diodantunezone and 2-ethylfuronaphthoquinones

Tetrahedron

Volumn 53, Issue 9, 1997, Pages 3195-3204

  Perry, Philip J ^a,c   Pavlidis, Vasilios H ^a   Hadfield, John A ^b  

^a DE MONTFORT UNIVERSITY   (United Kingdom)

^b CHRISTIE HOSPITAL   (United Kingdom)

^c INSTITUTE OF CANCER RESEARCH   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

1,4 NAPHTHOQUINONE DERIVATIVE; CYTOTOXIC AGENT;

ANIMAL CELL; ARTICLE; CELL LINE; CELL STRAIN KB; CONTROLLED STUDY; CYTOTOXICITY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IN VITRO STUDY; LEUKEMIA CELL; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; REACTION ANALYSIS; TUMOR CELL;

EID: 0031550872     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00030-6     Document Type: Article

References (21)

1. 1. X. A. Domínguez, R. Franco, G. Cano, Ma. Consue lo García F., X. A. Domínguez S. Jr. and L. de la Peña M., Planta Med., 1983, 49, 63.
2. 2. C. Abeygunawardena, V. Kumar, D. S. Marshall, R. H. Thomson and D. B. M. Wickramaratne, Phytochemistry, 1991, 30, 941.
3. 3. Y. Fujimoto, T. Eguchi, C. Murasaki, Y. Ohashi, K. Kakinuma, H. Takagaki, M. Abe, K. Inazawa, K. Yamazaki, N. Ikekawa, O. Yoshikawa and T. Ikekawa, J. Chem. Soc., Perkin Trans. 1, 1991, 2323.
4. 4. H. Wagner, B. Kreher, H. Lotter, M. O. Hamburger and G. A. Cordell, Helv. Chim. Acta, 1989, 72, 659.
5. 5. De Montfort University (V. H. Pavlidis and P. J. Perry), BP Appl. 9419235.8/1994.
6. 6. P. J. Perry, V. H. Pavlidis, J. A. Hadfield and I. G. C. Coutts, J. Chem. Soc., Perkin Trans, 1, 1995, 1085.
7. 7. R. H. Thomson, Naturally Occurring Quinones, 2nd edn, Academic Press, London, 1971; A. B. de Oliveira, D. S. Raslan, G. G. de Oliveira, J. G. S. Maia, Phytochemistry, 1993, 34, 1409.
8. 7. R. H. Thomson, Naturally Occurring Quinones, 2nd edn, Academic Press, London, 1971; A. B. de Oliveira, D. S. Raslan, G. G. de Oliveira, J. G. S. Maia, Phytochemistry, 1993, 34, 1409.
9. 8. M. Watanabe and V. Snieckus, J. Am. Chem. Soc., 1980, 102, 1457.
10. 9. P. Beak and R. A. Brown, J. Org. Chem., 1982, 47, 34.
11. 10. C. L. Zani, A. B. de Oliveira, and V. Snieckus, Tetrahedron Lett., 1987, 28, 6561.
12. 11. D. W. Knight and A. P. Nott, J. Chem. Soc., Perkin Trans. 1, 1981, 1125.
13. 12. P. J. Perry, V. H. Pavlidis and I. G. C. Coutts, Synth. Commun., 1996, 26, 101.
14. 13. S. O. de Silva, M. Watanabe and V. Snieckus, J. Org. Chem., 1979, 44, 4802.
15. 14. C. C. Lopes, R. S. C. Lopes, A. V. Pinto and P. R. R. Costa, J. Heterocycl. Chem., 1984, 21, 621; C. C. Lopes, E. L. S. Lima, A. J. Monteiro and P. R. R. Costa, Synth. Commun., 1988, 18, 1731.
16. 14. C. C. Lopes, R. S. C. Lopes, A. V. Pinto and P. R. R. Costa, J. Heterocycl. Chem., 1984, 21, 621; C. C. Lopes, E. L. S. Lima, A. J. Monteiro and P. R. R. Costa, Synth. Commun., 1988, 18, 1731.
17. 15. A. S. Kende and J. P. Rizzi, Tetrahedron, 1984, 40, 4693.
18. 16. P. J. Perry, V. H. Pavlidis and M. Naik, Appl. Organomet. Chem., 1996, 10(5), 389.
19. 17. J. S. Driscoll, G. F. Hazard, Jr., H. B. Wood, Jr., and A. Goldin, Cancer Chemother. Rep., 1974, 4(2), 1.
20. 18. W. C. Still, M. Kahn and A. Mitra, J. Org. Chem., 1978, 43, 2923.
21. 19. J. M. Edmondson, L. S. Armstrong and A. O. Martinez, J. Tissue Culture Methods, 1988, 11(1), 15.