Structure and conformation of the procyanidin B-2 dimer

Magnetic Resonance in Chemistry

Volumn 35, Issue 12, 1997, Pages 854-858

  Khan, M Lokman ^a,b   Haslam, Edwin ^a   Williamson, Michael P ^a  

^a UNIVERSITY OF SHEFFIELD   (United Kingdom)

^b BANGOR UNIVERSITY   (United Kingdom)

Author keywords

13C NMR; 1H NMR; Molecular modelling; NMR; Procyanidin; Tannin

Indexed keywords

DIHEDRAL ANGLE; DIMERS; FLAVONOIDS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

13C NMR; 1H NMR; EPICATECHIN; EQUATORIAL POSITIONS; HETERONUCLEAR; NMR-SPECTROSCOPY; PROANTHOCYANIDINS; PROCYANIDINS; TWO-DIMENSIONAL;

CONFORMATIONS;

EID: 0001322064     PISSN: 07491581     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1097-458x(199712)35:12<854::aid-omr184>3.0.co;2-n     Document Type: Article

References (25)

1. K. Weinges, W. Kaltenhauser, H.-D. Marx, E. Nader, F. Nader, J. Perner and D. Seiler, Liebigs Ann. Chem. 711, 184 (1968).
2. E. Haslam, Plant Polyphenols - Vegetable Tannins Revisited. Cambridge University Press, Cambridge (1989).
3. R. S. Thompson, D. Jacques, E. Haslam and R. J. N. Tanner, J. Chem. Soc., Perkin Trans. 1 1387 (1972).
4. A. C. Fletcher, L. J. Porter, E. Haslam and R. K. Gupta, J. Chem. Soc., Perkin Trans. 1 1628 (1977).
5. E. Haslam, Phytochemistry 16, 1625 (1977).
6. K. Weinges, K. Goritz and F. Nader, Liebigs Ann. Chem. 715, 164 (1968).
7. L. J. Porter, R. H. Newman, L. Y. Foo, H. Wong and R. W. Hemingway, J. Chem. Soc., Perkin Trans. 1 1217 (1982).
8. V. N. Viswanadhan and W. L. Mattice, J. Comput. Chem. 7, 711 (1986).
9. V. N. Viswanadhan and W. L. Mattice, J. Chem. Soc., Perkin Trans. 2 739 (1987).
10. G.-I. Nonaka, F.-L. Hsu and I. Nishioka, J. Chem. Soc., Chem. Commun. 781 (1981); H. K. L Hundt and D. G. Roux, J. Chem. Soc., Perkin Trans. 1 1227 (1981); R. H. Newman, L. J. Porter, L. Y. Foo, S. R. Johns and R. I. Willing, Magn. Reson. Chem. 25, 118 (1987).
11. G.-I. Nonaka, F.-L. Hsu and I. Nishioka, J. Chem. Soc., Chem. Commun. 781 (1981); H. K. L Hundt and D. G. Roux, J. Chem. Soc., Perkin Trans. 1 1227 (1981); R. H. Newman, L. J. Porter, L. Y. Foo, S. R. Johns and R. I. Willing, Magn. Reson. Chem. 25, 118 (1987).
12. G.-I. Nonaka, F.-L. Hsu and I. Nishioka, J. Chem. Soc., Chem. Commun. 781 (1981); H. K. L Hundt and D. G. Roux, J. Chem. Soc., Perkin Trans. 1 1227 (1981); R. H. Newman, L. J. Porter, L. Y. Foo, S. R. Johns and R. I. Willing, Magn. Reson. Chem. 25, 118 (1987).
13. R. W. Hemingway, L. Y. Foo and L. J. Porter, J. Chem. Soc., Perkin Trans. 1 1209 (1982).
14. P. K. Agrawal (Ed.), Carbon-13 NMR of Flavonoids. Elsevier, Amsterdam, p. 68 (1989).
15. G. W. McGraw, J. P. Steynberg and R. W. Hemingway, Tetrahedron Lett. 34, 987 (1992).
16. L. Balas and J. Vercauteren, Magn. Reson. Chem. 32, 386 (1994).
17. L. Balas, J. Vercauteren and M. Laguerre, Magn. Reson, Chem. 33, 85 (1995).
18. A. L. Davis, Y. Cai and A. P. Davies, Magn. Reson. Chem. 33, 549 (1995).
19. R. W. Hemingway, F. L. Tobiason, G. W. McGraw and J. P. Steynberg, Magn. Reson. Chem. 34, 424 (1996).
20. T. de Bruyne, L. A. C. Pieters, R. A. Dommisse, H. Kolodziej, V. Wray, T. Domke and A. J. Vlietinck, Phytochemistry 43, 265 (1996).
21. K. Weinges, H. D. Marx and K. Goritz, Chem. Ber. 103, 2336 (1970).
22. L. Jurd and R. Lundin, Tetrahedron 24, 2653, 1968.
23. I. C. du Preez, A. C. Rowan, D. G. Roux and J. Feeny, J. Chem. Soc., Chem. Commun. 315 (1971).
24. F. Mohamadi, N. G. J. Richards, W. C. Guida, R. Liskamp, M. Lipton, C. Caufield, G. Chang, T. Hendrickson and W. C. Still, J. Comput. Chem. 11, 440 (1990).
25. C. A. G. Haasnoot, F. A. A. M. de Leeuw and C. Altona, Tetrahedron 36, 2783 (1980).