Biosynthesis and Stereochemistry of Lignans in Zanthoxylum ailanthoides I. (+)-Lariciresinol formation by enzymatic reduction of (±)-pinoresinols

Mokuzai Gakkaishi/Journal of the Japan Wood Research Society

Volumn 43, Issue 7, 1997, Pages 580-588

  Katayama, Takeshi ^a   Masaoka, Takeshi ^a   Yamada, Hiroshi ^a  

^a KAGAWA UNIVERSITY   (Japan)

Author keywords

Lariciresinol; Lignan biosynthesis; Pinoresinol; Secoisolariciresinol; Zanthoxylum ailanthoides

Indexed keywords

EID: 0000141137     PISSN: 00214795     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (28)

1. Whiting, D. A.: Nat. Pro. Rep., 2, 191-212 (1985).
2. MacRae, W. D.; Towers, G. H. N.: Phytochemistry, 23, 1207-1220 (1984).
3. Ayres, D. C.; Loike, J. D.: "Lignans: Chemical, biological and clinical properties", Cambridge Univ. Press, 1990, p. 85-112.
4. Davin, L. B.; Lewis, N. G.: "Recent Advances in Phytochemistry, Vol. 26: Phenolic Metabolism in Plants", Stafford, H. A. and Ibrahim, R. K. eds., Plenum Press, 1992, p. 325-375.
5. Umezawa, T.; Davin, L. B.; Lewis, N. G.: Biochem. Biophys. Res. Commun., 171, 1008-1014 (1990).
6. Umezawa, T.; Davin, L. B.; Yamamoto, E.; Kingston, D. G. I.; Lewis, N. G.: J. Chem. Soc., Chem. Commun., 1990, 1405-1408.
7. Umezawa, T.; Davin, L. B.; Lewis, N. G.: J. Biol. Chem., 266, 10210-10217 (1991).
8. Davin, L. B.; Bedgar, D. L.; Katayama, T.; Lewis, N. G.: Phytochemistty, 31, 3869-3874 (1992).
9. Katayama, T.; Davin, L. B.; Lewis, N. G.: ibid., 31, 3875-3881 (1992).
10. Lewis, N. G.; Davin, L. B.; Katayama, T.; Bedgar, D. L.: Bull. Liaison Groupe Polyphénols, 16, 98-103 (1992).
11. Katayama, T.; Davin, L. B.; Chu, A.; Lewis, N. G.: Phytochemistry, 33, 581-591 (1993).
12. Katayama, T.; Davin, L. B.; Bedgar, B. L.; Lewis, N. G.: Proceedings of Seventh International Symposium on Wood and Pulping Chemistry, Vol. 2, Beijing, 1993, p. 984-992.
13. Ozawa, S.; Davin, L. B.; Lewis, N. G.: Phytochemistry, 32, 643-652 (1993).
14. Chu, A.; Dinkova, A.; Davin, L. B.; Bedgar, D. L.; Lewis, N. G.: J. Biol. Chem., 268, 27026-27033 (1993).
15. Paré, P. W.; Wang, H. - B.; Davin, L. B.; Lewis, N. G.: Tetrahedron Lett., 35, 4731-4734 (1994).
16. Gottlieb, O. R.; Yoshida, M.: "Natural Products of Woody Plants I, Chemicals Extraneous to the Lignocellulosic Cell Wall", Rowe, J. W. ed., Springer-Verlag, 1989, p. 439-511.
17. Ayres, D. C.; Loike, J. D.: "Lignans: Chemical, biological and clinical properties", Cambridge Univ. Press, 1990, p. 12-84.
18. Freudenberg, K.: "Constitution and Biosynthesis of Lignin", Freudenberg, K. and Neish, A. C. eds., Springer-Verlag, 1968, p. 45-122.
19. Higuchi, T.: Wood Sci. Technol., 24, 23-63 (1990).
20. Dean, J. F. D.; Eriksson, K. - E. L.: Holzforschung, 48 Suppl., 21-33 (1994).
21. Yamaguchi, H.; Nakatsubo, F.; Katsura, Y.; Murakami, K.: ibid., 44, 381-385 (1990).
22. Chiba, M.; Tsukamoto, H.; Hisada, S.; Nishibe, S.: Shoyakugaku Zasshi, 33, 150-154 (1979).
23. Ishii, H.; Ishikawa, T.; Mihara, M.; Akaike, M.: Yakugaku Zasshi, 103, 279-292 (1983).
24. Weinges, K.: Chem. Ber., 94, 2522-2533 (1961).
25. Sakakibara, A.; Sudo, K.; Kishi, M.; Aoyama, M.; Hwang, B. H.: Mokuzai Gakkaishi, 26, 628-632 (1980).
26. Bradford, M. M.: Anal. Chem., 72, 248-252 (1976).
27. Katayama, T.; Masaoka, T.: Tech. Bull. Fac. Agr. Kagawa Univ., 46, 117-125 (1994).
28. Umezawa, T.; Shimada, M.: Biosci. Biotech. Biochem., 60, 736-737 (1996).