Benzofuranoids with carbon frameworks reminiscent of products of benzylic acid rearrangement

Phytochemistry

Volumn 43, Issue 3, 1996, Pages 673-679

  Bekker, Riaan ^a   Smit, Rachel S ^a   Brandt, E Vincent ^a   Ferreira, Daneel ^a  

^a UNIVERSITY OF THE FREE STATE   (South Africa)

Author keywords

'complex flavonoids'; benzofuranoids; benzylic acid rearrangement; Berchemia zeyheri; heartwood; red ivory; Rhamnaceae

Indexed keywords

BENZILIC ACID; BENZOFURANOID DERIVATIVE; CARBOXYLIC ACID; CHALCONE; PLANT EXTRACT; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; STRUCTURE ACTIVITY RELATION;

EID: 0030266135     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/0031-9422(96)00298-1     Document Type: Article

References (30)

1. 1. Guise, G. B., Ritchie, E. and Taylor, W. C. (1962) Aust. J. Chem. 15, 314.
2. 2. Janes, N. F., King, F. E. and Morgan, J. W. W. (1963) J. Chem. Soc. 1356.
3. 3. Oyamada, T. (1939) Annalen 538, 44.
4. 4. Molho, D., Coillard, J. and Mentzer, C. (1954) Bull. Soc. Chim. France, 1397.
5. 5. Palgrave, K. C. (1983) in Trees of Southern Africa (Moll, E. J., ed.), p. 553. C. Struik Publishers, Cape Town.
6. 6. Volsteedt, F. du R. and Roux, D. G. (1971) Tetrahedron Letters 1647.
7. 7. Volsteedt, F. du R., Rall, G. J. H. and Roux, D. G. (1973) Tetrahedron Letters, 1001.
8. 8. Lam, J. and Wrang, P. (1975) Phytochemistry 14, 1621.
9. 9. Duddeck, H., Snatzke, G. and Yemul, S. S. (1978) Phytochemistry 17, 1369.
10. 10. Janes, N. F. and Morgan, J. W. W. (1960) J. Chem. Soc. 2560.
11. 11. Oesch, J. and Perkin, A. G. (1924) J. Chem. Soc. 105, 2350.
12. 12. Asen, S. and Plimmer, J. P. (1972) Phytochemistry 11, 2601.
13. 13. Hastings, J. S. and Heller, H. G. (1972) J. Chem. Soc., Perkin Trans. 1, 2128.
14. 14. Bohlman, F. and Suwita, A. (1979) Phytochemistry 18, 885.
15. 15. El-Feraly, F. S. (1984) J. Nat. Prod. 47, 89.
16. 16. Wagner, H., Seligmann, O., Chari, M. V., Wollenweber, E., Dietz, V. H., Donnelly, D. M. X., Meegan, M. J. and O'Connell, B. (1979) Tetrahedron Letters 4269.
17. 17. Favre-Bonvin, J., Jay, M., Wollenweber, E. and Dietz, V. H. (1980) Phytochemistry 19, 2043.
18. 18. Dietz, V. H., Wollenweber, E., Javre-Bonvin, J. and Gomez, L. D. (1980) Z. Naturforsch. 35c, 36.
19. 19. Donnelly, D. M. X., Fukuda, N., Wollenweber, E., Polonsky, J. and Prange, T. (1987) Phytochemistry 26, 1143.
20. 20. Iinuma, M., Matsuura, S. and Asai, F. (1983) Heterocycles 20, 1923.
21. 21. Iinuma, M., Hamada, K., Mizuno, H., Asai, F. and Wollenweber, E. (1986) Z. Naturforsch. 41c, 681.
22. 22. Asai, F., Iinuma, M., Tanaka, T. and Mizuno, M. (1990) Chem. Pharm. Bull. 38, 1079; (1991) Phytochemistry 30, 3091; (1992) Heterocycles 33, 229.
23. 22. Asai, F., Iinuma, M., Tanaka, T. and Mizuno, M. (1990) Chem. Pharm. Bull. 38, 1079; (1991) Phytochemistry 30, 3091; (1992) Heterocycles 33, 229.
24. 22. Asai, F., Iinuma, M., Tanaka, T. and Mizuno, M. (1990) Chem. Pharm. Bull. 38, 1079; (1991) Phytochemistry 30, 3091; (1992) Heterocycles 33, 229.
25. 23. Asai, F., Iinuma, M., Tanaka, T., Takenaka, M. and Mizuno, M. (1992) Phytochemistry 31, 2487.
26. 24. Iinuma, M., Tanaka, T. and Asai, F. (1994) Phytochemistry 36, 941.
27. 25. Donnelly, D. M. X. and Boland, G. M. (1995) Nat. Prod. Rep. 12, 321.
28. 26. Ferreira, D. and Roux, D. G. (1974) Phytochemistry 13, 2039 and refs cited therein.
29. 27. van der Westhuizen, J. H., Ferreira, D. and Roux, D. G. (1977) J. Chem. Soc., Perkin Trans. 1, 1517.
30. 28. Grieco, P. A. and Miyahita, M. (1974) J. Org. Chem. 39, 120.