Studies on quinones. Part. 33. Synthetic approach to podands containing quinone fragments

Synthetic Communications

Volumn 30, Issue 4, 2000, Pages 737-749

  Valderrama, Jaime A ^a   Leiva, Hilda ^a   Tapia, Ricardo ^a  

^a PONTIFICIA UNIVERSIDAD CATÓLICA DE CHILE   (Chile)

Author keywords

[No Author keywords available]

Indexed keywords

ALIZARIN; HETEROCYCLIC COMPOUND; INTERCALATING AGENT; QUINONE DERIVATIVE;

ARTICLE; BINDING AFFINITY; CHEMICAL STRUCTURE; DEMETHYLATION; DIMERIZATION; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0033970218     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397910008087376     Document Type: Article

References (15)

1. Part 32 of this series: Valderrama, J. A. and González, M. F. Tetrahedron 1999, 55, 6039.
2. Wakelin, L.P.G. "Polyfunctional DNA Intercalating Agents"; Medicinal Research Reviews, 1986, 6, 275-340, John Wiley & Sons, Inc.
3. For a review of podands see: Vögtle, F. and Weber, E. Angew. Chem. Int. Ed. Engl. 1979, 18, 753-776.
4. Giorgi-Renault, S., Renault, J., Baron, M., Gebel-Servolles, P., Delic, J., Cross, S. and Paoletti, C. Chem. Pharm. Bull. 1989,36, 3933.
5. Maruyama, K., Sohmiya, H. and Tsukube, H. Tetrahedron Lett., 1985, 26, 3583.
6. Maruyama, K., Sohmiya, H. and Tsukube, H. J. Chem. Soc., Perkin Trans. 1, 1986, 2069.
7. Valderrama, J., Fournet, A., Valderrama, C., Bastias, S., Astudillo, C., Rojas de Arias, A., Inchausti, A. and Yaluff, G. Chem. Pharm. Bull., in the press.
8. Dale, J., Kristiansen, P. O. Acta Chem. Scand. 1972, 26,1471.
9. Wriede, U., Fernández, M., West, K. F., Harcourt, D. and Moore H. W., J. Org. Chem., 1987, 52, 4485.
10. The synthesis of 8 has been reported by reduction of diethyl (o-phenylenedioxy) diacetate with lithium aluminium hydride followed by reaction of 7 with tosyl chloride : Hodgkinson, L. C. and Sutherland, I. O. J. Chem. Soc. Perkin 1, 1979,1908.
11. Errázuriz, B., Tapia R. and Valderrama, J. A. Tetrahedron Lett., 1985, 26,819,
12. a) Bérdy, J., Aszalos, A., Bostian, M. and McNitt, K. L. in "Quinone and Similar Antibiotics", Handbook of Antibiotic Compounds, Vol. III, CRC Press, Inc., 1980 and references therein;
13. b) Chang, P. and Chen, C-F. J. Heterocycl. Chem. 1996, 33, 367.
14. Chang P. and Lee, K-H. Phytochemistry 1984, 23, 1733.
15. Vögue, F. "Supramolecular Chemistry", John Wiley & Sons Ltda., 1990, 316.