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Volumn 66, Issue 6, 2002, Pages 1262-1269

Stereochemical diversity in lignan biosynthesis of arctium lappa L

Author keywords

Arctium lappa; Biosynthesis; Enantioselective; Lignan; Secoisolariciresinol

Indexed keywords

LIGNAN;

EID: 0036616918     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.66.1262     Document Type: Article
Times cited : (51)

References (34)
  • 1
    • 0009736326 scopus 로고
    • Biological activities of lignans
    • MacRae, W. D. and Towers, G. H. N., Biological activities of lignans. Phytochemistry, 23, 1207-1220 (1984).
    • (1984) Phytochemistry , vol.23 , pp. 1207-1220
    • Macrae, W.D.1    Towers, G.H.N.2
  • 2
    • 0141800140 scopus 로고    scopus 로고
    • Biological activity and biosynthesis of lignans
    • (in Japanese)
    • Umezawa, T., Biological activity and biosynthesis of lignans. Mokuzai Gakkaishi (in Japanese), 42, 911-920 (1996).
    • (1996) Mokuzai Gakkaishi , vol.42 , pp. 911-920
    • Umezawa, T.1
  • 3
    • 0002039022 scopus 로고    scopus 로고
    • Lignans
    • “, ” ed. Higuchi, T., Springer-Verlag, Berlin
    • Umezawa, T., Lignans. In “Biochemistry and molecular biology of wood,” ed. Higuchi, T., Springer-Verlag, Berlin, pp. 181-194 (1997).
    • (1997) Biochemistry and Molecular Biology of Wood , pp. 181-194
    • Umezawa, T.1
  • 4
    • 0002735369 scopus 로고    scopus 로고
    • Stereochemical diversity in lignan biosynthesis
    • Umezawa, T., Okunishi, T., and Shimada, M., Stereochemical diversity in lignan biosynthesis. Wood Research, 84, 62-75 (1997).
    • (1997) Wood Research , vol.84 , pp. 62-75
    • Umezawa, T.1    Okunishi, T.2    Shimada, M.3
  • 5
    • 0002591755 scopus 로고    scopus 로고
    • Biosynthesis of lignans and related phenylpropanoid compounds
    • (in Japanese)
    • Umezawa, T., Biosynthesis of lignans and related phenylpropanoid compounds. Regul. Plant Growth Dev. (in Japanese), 36, 57-67 (2001).
    • (2001) Regul. Plant Growth Dev , vol.36 , pp. 57-67
    • Umezawa, T.1
  • 6
    • 0025078252 scopus 로고
    • Formation of the lignan, (-)-secoisolariciresinol, by cell free extracts of Forsythia intermedia
    • Umezawa, T., Davin, L. B., and Lewis, N. G., Formation of the lignan, (-)-secoisolariciresinol, by cell free extracts of Forsythia intermedia. Biochem. Biophys. Res. Commun., 171, 1008-1014 (1990).
    • (1990) Biochem. Biophys. Res. Commun. , vol.171 , pp. 1008-1014
    • Umezawa, T.1    Davin, L.B.2    Lewis, N.G.3
  • 7
    • 0025830371 scopus 로고
    • Formation of lignans (-)-secoisolariciresinol and (-)-matairesinol with Forsythia intermedia cell-free extracts
    • Umezawa, T., Davin, L. B., and Lewis, N. G., Formation of lignans (-)-secoisolariciresinol and (-)-matairesinol with Forsythia intermedia cell-free extracts. J. Biol. Chem., 266, 10210-10217 (1991).
    • (1991) J. Biol. Chem. , vol.266 , pp. 10210-10217
    • Umezawa, T.1    Davin, L.B.2    Lewis, N.G.3
  • 9
    • 0026955945 scopus 로고
    • On the stereoselective synthesis of (+)-pinoresinol in Forsythia suspensa from its achiral precursor, coniferyl alcohol
    • Davin, L. B., Bedgar, D. L., Katayama, T., and Lewis, N. G., On the stereoselective synthesis of (+)-pinoresinol in Forsythia suspensa from its achiral precursor, coniferyl alcohol. Phytochemistry, 31, 3869-3874 (1992).
    • (1992) Phytochemistry , vol.31 , pp. 3869-3874
    • Davin, L.B.1    Bedgar, D.L.2    Katayama, T.3    Lewis, N.G.4
  • 10
    • 0027756968 scopus 로고
    • Stereospecificity of (+)-pinoresinol and (+)-lariciresinol reductases from Forsythia intermedia
    • Chu, A., Dinkova, A., Davin, L. B., Bedgar, D. L., and Lewis, N. G., Stereospecificity of (+)-pinoresinol and (+)-lariciresinol reductases from Forsythia intermedia. J. Biol. Chem., 268, 27026-27033 (1993).
    • (1993) J. Biol. Chem. , vol.268 , pp. 27026-27033
    • Chu, A.1    Dinkova, A.2    Davin, L.B.3    Bedgar, D.L.4    Lewis, N.G.5
  • 12
    • 0029825803 scopus 로고    scopus 로고
    • (+)-Pinoresinol/(+)-lariciresinol reductase from Forsythia intermedia: Protein purification, cDNA cloning, heterologous expression and comparison to isoflavone reductase
    • Dinkova-Kostova, A. T., Gang, D. R., Davin, L. B., Bedgar, D. L., Chu, A., and Lewis, N. G., (+)-Pinoresinol/(+)-lariciresinol reductase from Forsythia intermedia: protein purification, cDNA cloning, heterologous expression and comparison to isoflavone reductase. J. Biol. Chem., 271, 29473-29482 (1996).
    • (1996) J. Biol. Chem. , vol.271 , pp. 29473-29482
    • Dinkova-Kostova, A.T.1    Gang, D.R.2    Davin, L.B.3    Bedgar, D.L.4    Chu, A.5    Lewis, N.G.6
  • 13
    • 0031031957 scopus 로고    scopus 로고
    • Stereoselective bimolecular phenoxy radical coupling by an auxiliary (Dirigent) protein without an active center
    • Davin, L. B., Wang, H. B., Crowell, A. L., Bedgar, D. L., Martin, D. M., Sarkanen, S., and Lewis, N. G., Stereoselective bimolecular phenoxy radical coupling by an auxiliary (dirigent) protein without an active center. Science, 275, 362-366 (1997).
    • (1997) Science , vol.275 , pp. 362-366
    • Davin, L.B.1    Wang, H.B.2    Crowell, A.L.3    Bedgar, D.L.4    Martin, D.M.5    Sarkanen, S.6    Lewis, N.G.7
  • 14
    • 0009446954 scopus 로고    scopus 로고
    • Enantiomeric composition of (-)-pinoresinol, (+)-matairesinol and (+)-wikstromol isolated from Wikstroemia Sikokiana
    • Umezawa, T. and Shimada, M., Enantiomeric composition of (-)-pinoresinol, (+)-matairesinol and (+)-wikstromol isolated from Wikstroemia sikokiana. Mokuzai Gakkaishi, 42, 180-185 (1996).
    • (1996) Mokuzai Gakkaishi , vol.42 , pp. 180-185
    • Umezawa, T.1    Shimada, M.2
  • 15
    • 0542372800 scopus 로고    scopus 로고
    • Stereochemical differences in lignan biosynthesis between Arctium lappa, Wikstroemia sikokiana, and Forsythia spp
    • Lewis, N. G., and Sarkanen, S., The American Chemical Society, Washington, DC, pp
    • Umezawa, T., Okunishi, T., and Shimada, M., Stereochemical differences in lignan biosynthesis between Arctium lappa, Wikstroemia sikokiana, and Forsythia spp. In “ACS symposium series 697: Lignin and lignan biosynthesis,” eds. Lewis, N. G., and Sarkanen, S., The American Chemical Society, Washington, DC, pp. 377-388 (1998).
    • (1998) ACS Symposium Series 697: Lignin and Lignan Biosynthesis , pp. 377-388
    • Umezawa, T.1    Okunishi, T.2    Shimada, M.3
  • 16
    • 0013276633 scopus 로고    scopus 로고
    • Enantiomeric compositions and biosynthesis of Wikstroemia sikokiana lignans
    • Okunishi, T., Umezawa, T., and Shimada, M., Enantiomeric compositions and biosynthesis of Wikstroemia sikokiana lignans. J. Wood Sci., 46, 234-242 (2000).
    • (2000) J. Wood Sci. , vol.46 , pp. 234-242
    • Okunishi, T.1    Umezawa, T.2    Shimada, M.3
  • 17
    • 0009292826 scopus 로고    scopus 로고
    • Isolation and enzymatic formation of lignans of Daphne genkwa and Daphne odora
    • Okunishi, T., Umezawa, T., and Shimada, M., Isolation and enzymatic formation of lignans of Daphne genkwa and Daphne odora. J. Wood Sci., 47, 383-388 (2001).
    • (2001) J. Wood Sci. , vol.47 , pp. 383-388
    • Okunishi, T.1    Umezawa, T.2    Shimada, M.3
  • 18
    • 0344828908 scopus 로고
    • Uber die Bestandteile des Arctium lappa L
    • (in Japanese)
    • Shinoda, J. and Kawagoye, M., Uber die Bestandteile des Arctium lappa L. Yakugaku Zasshi (in Japanese), 49, 565-575 (1929).
    • (1929) Yakugaku Zasshi , vol.49 , pp. 565-575
    • Shinoda, J.1    Kawagoye, M.2
  • 19
    • 4544321383 scopus 로고
    • Das Lignanglykosid Arctiin als chemotaxonomisches Merkmal in der Familie Compositae
    • Hansel, R., Shultz, H., and Leuckert, C., Das Lignanglykosid Arctiin als chemotaxonomisches Merkmal in der Familie Compositae. Z. Naturforsch, 19, 727-734 (1964).
    • (1964) Z. Naturforsch , vol.19 , pp. 727-734
    • Hansel, R.1    Shultz, H.2    Leuckert, C.3
  • 20
    • 0017052550 scopus 로고
    • On the constituents of the fruit of Arctium lappa
    • (in Japanese)
    • Yamanouchi, S., Takido, M., Sankawa, U., and Shibata, S., On the constituents of the fruit of Arctium lappa. Yakugaku Zasshi (in Japanese), 96, 1492-1493 (1976).
    • (1976) Yakugaku Zasshi , vol.96 , pp. 1492-1493
    • Yamanouchi, S.1    Takido, M.2    Sankawa, U.3    Shibata, S.4
  • 21
    • 0027953215 scopus 로고
    • A butyrolactone lignan dimer from Arctium lappa
    • Han, B. H., Kang, Y. H., Yang, H. O., and Park, M. K., A butyrolactone lignan dimer from Arctium lappa. Phytochemistry, 37, 1161-1163 (1994).
    • (1994) Phytochemistry , vol.37 , pp. 1161-1163
    • Han, B.H.1    Kang, Y.H.2    Yang, H.O.3    Park, M.K.4
  • 22
    • 0542431565 scopus 로고
    • About the containing of the arctiin in the Arctium leiospermum seeds
    • Yakhontova, L. D. and Kibalchich, P. N., About the containing of the arctiin in the Arctium leiospermum seeds. Khim. Prir. Soedin., 7, 299-301 (1971).
    • (1971) Khim. Prir. Soedin. , vol.7 , pp. 299-301
    • Yakhontova, L.D.1    Kibalchich, P.N.2
  • 23
    • 0004460644 scopus 로고
    • Structures of lappaol F and H, dilig-nans from Arctium lappa L
    • Ichihara, A., Kanai, S., Nakamura, Y., and Sakamura, S., Structures of lappaol F and H, dilig-nans from Arctium lappa L. Tetrahedron Lett., 3035-3038 (1978).
    • (1978) Tetrahedron Lett. , pp. 3035-3038
    • Ichihara, A.1    Kanai, S.2    Nakamura, Y.3    Sakamura, S.4
  • 24
  • 25
    • 0017659545 scopus 로고
    • New sesquilignans from Arctium lappa L. The structure of lappaol C, D and E
    • Ichihara, A., Numata, Y., Kanai, S., and Sakanuma, S., New sesquilignans from Arctium lappa L. The structure of lappaol C, D and E. Agric. Biol. Chem., 41, 1813-1814 (1977).
    • (1977) Agric. Biol. Chem. , vol.41 , pp. 1813-1814
    • Ichihara, A.1    Numata, Y.2    Kanai, S.3    Sakanuma, S.4
  • 27
    • 0142098235 scopus 로고    scopus 로고
    • Stereochemical difference in secoisolariciresinol formation between cell-free extracts from petioles and from ripening seeds of Arctium lappa L
    • Suzuki, S., Umezawa, T., and Shimada, M., Stereochemical difference in secoisolariciresinol formation between cell-free extracts from petioles and from ripening seeds of Arctium lappa L. Biosci. Biotechnol. Biochem., 62, 1468-1470 (1998).
    • (1998) Biosci. Biotechnol. Biochem. , vol.62 , pp. 1468-1470
    • Suzuki, S.1    Umezawa, T.2    Shimada, M.3
  • 28
    • 0001363969 scopus 로고
    • Syntheses of (±)-lariciresinols
    • Umezawa, T. and Shimada, M., Syntheses of (±)-lariciresinols. Mokuzai Gakkaishi, 40, 231-235 (1994).
    • (1994) Mokuzai Gakkaishi , vol.40 , pp. 231-235
    • Umezawa, T.1    Shimada, M.2
  • 29
    • 0017184389 scopus 로고
    • A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding
    • Bradford, M., A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem., 72, 248-254 (1976).
    • (1976) Anal. Biochem. , vol.72 , pp. 248-254
    • Bradford, M.1
  • 30
    • 0000839931 scopus 로고    scopus 로고
    • Formation of the lignan (+)-secoisolariciresinol by cell-free extracts of Arctium lappa
    • Umezawa, T. and Shimada, M., Formation of the lignan (+)-secoisolariciresinol by cell-free extracts of Arctium lappa. Biosci. Biotechnol. Biochem., 60, 736-737 (1996).
    • (1996) Biosci. Biotechnol. Biochem. , vol.60 , pp. 736-737
    • Umezawa, T.1    Shimada, M.2
  • 31
    • 3643118643 scopus 로고
    • Linskens, H. F. and Jackson, J. F., SpringerVerlag, Berlin, pp
    • Umezawa, T. and Higuchi, T., In “Modern methods of plant analysis, New series, Vol. 10, Plant fibers,” eds. Linskens, H. F. and Jackson, J. F., SpringerVerlag, Berlin, pp. 161-185 (1989).
    • (1989) Modern Methods of Plant Analysis, New Series , vol.10 , pp. 161-185
    • Umezawa, T.1    Higuchi, T.2
  • 32
    • 0000141137 scopus 로고    scopus 로고
    • Biosynthesis and stereochemistry of lignans in Zan-thoxylum ailanthoides 1. (+)-Lariciresinol formation by enzymatic reduction of (±)-pinoresinols
    • Katayama, T., Masaoka, T., and Yamada, H., Biosynthesis and stereochemistry of lignans in Zan-thoxylum ailanthoides 1. (+)-Lariciresinol formation by enzymatic reduction of (±)-pinoresinols. Mokuzai Gakkaishi, 43, 580-588 (1997).
    • (1997) Mokuzai Gakkaishi , vol.43 , pp. 580-588
    • Katayama, T.1    Masaoka, T.2    Yamada, H.3
  • 33
    • 0033534466 scopus 로고    scopus 로고
    • Recombinant pinoresinol/lariciresinol reductases from western red cedar (Thuja plicata) catalyze opposite enantiospecific conversions
    • Fujita, M., Gang, D. R., Davin, L. B., and Lewis, N. G., Recombinant pinoresinol/lariciresinol reductases from western red cedar (Thuja plicata) catalyze opposite enantiospecific conversions. J. Biol. Chem., 274, 618-627 (1999).
    • (1999) J. Biol. Chem. , vol.274 , pp. 618-627
    • Fujita, M.1    Gang, D.R.2    Davin, L.B.3    Lewis, N.G.4


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