Phenolic constituents of Taxus cuspidata I: Lignans from the roots

Journal of Wood Science

Volumn 46, Issue 2, 2000, Pages 167-171

  Kawamura, Fumio ^a,b   Kikuchi, Yoshinari ^a   Ohira, Tatsuro ^b   Yatagai, Mitsuyoshi ^b,c  

^a AKITA PREFECTURAL UNIVERSITY   (Japan)

^b FORESTRY AND FOREST PRODUCTS RESEARCH INSTITUTE   (Japan)

^c UNIVERSITY OF TOKYO   (Japan)

Author keywords

(+) Pinoresinol; (+) Taxiresinol; Enantiomer; Lignan; Taxus cuspidata root

Indexed keywords

TAXUS CUSPIDATA;

EID: 0034124979     PISSN: 14350211     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF00777366     Document Type: Article

References (18)

1. Wall ME, Wani MC (1994) Taxol: discovery to clinic: In: Wagner H, Farnsworth NR (eds) Economic medical plant reseach (vol. 6). Academic, London, pp 299-320
2. Kingston DGI (1994) Taxol: the chemistry and structure-activity relationships of a novel anticancer agent. Trends Biotechnol 12: 222-227
3. Kobayashi J, Ogiwara A, Hosoyama H, Shigemori H, Yoshida N, Sasaki T, Li Y, Iwasaki S, Naito M, Tsuruo T (1994) Taxuspines A-C, new taxoids from Japanese yew Taxus cuspidata: inhibiting drug transport activity of P-glycoprotein in multidrug-resistant cells. Tetrahedron 50:7401-7416
4. Maki Y, Sako M (1993) The chemistry of taxane diterpenoids: the present status of development of taxol as a new type of antitumor agent. J Synth Org Chem Jpn 51:298-307
5. Parmer VS, Vardhan A, Taneja P, Sinha R, Patnaik GK, Tripathi SC, Boll PM, Larsen S (1991) Absolute configuration of epirhododendrin and (-)-rhododendrol [= (-)-betuligenol] and X-ray crystal and molecular structure of rhododendrin [= betuloside], a hepatoprotective constituent of Taxus baccata. J Chem Perkin Trans 1:697-699
6. Vohora SB, Kumar I (1971) Studies on Taxus baccata. Planta Med 20:100-107
7. Mujumdar RB, Srinivasan R, Venkataraman K (1972) Taxiresinol. a new lignan in the heartwood of Taxus baccata. Indian J Chem 10:677-680
8. Umezawa T, Davin LB, Lewis NG (1991) Formation of lignans (-)-secoisolariciresinol and (-)-matairesinol with Forsythia intermedia cell-free extracts. J Biol Chem 266:10210-10217
9. Kawamura F, Ohashi H, Kawai S, Teratani F, Kai Y (1996) Photodiscoloration of Western hemlock (Tsuga heterophylla) sapwood. II. Structures of constituents causing photodiscoloration. Mokuzai Gakkaishi 42:301-307
10. Erdtman H, Tsuno K (1969) Taxus heartwood constituents. Phytochemistry 8:931-932
11. Erdtman H, Tsuno K (1969) The chemistry of the order cupressales. 56. Heartwood constituents of Fitzroya cupressoides. Acta Chem Scand 23:2021-2024
12. Ayres DC, Loike JD (1990) Lignans: chemical, biological and clinical properties. Cambridge University Press, Cambridge, pp 1-11
13. Katayama T, Davin LB, Chu A, Lewis NG (1993) Novel benzylic ether reductions in lignan biogenesis in Forsythia intermedia. Phytochemistry 33:581-591
14. Tazaki H, Hayashiba T, Ishikawa F, Taguchi D, Takasawa T, Nabeta K (1999) Lignan biosynthesis in liverworts Jamesoniella autumnalis and Lophocolea heterophylla. Tetrahedron Lett 40:101-104
15. Davin LB, Wang H-B, Crowell AL, Bedgar DL, Martin DM, Sarkanen S, Lewis NG (1997) Stereoselective bimolecular phenoxy radical coupling by an auxiliary (diligent) protein without an active center. Science 275:362-366
16. Katayama T, Masaoka T, Yamada H (1997) Biosynthesis and stereochemistry of lignans in Zanthoxylum ailanthoides. I. (+)-Lariciresinol formation by enzymatic reduction of (±)-pinoresinols. Mokuzai Gakkaishi 43:580-588
17. Umezawa T, Kuroda H, Isohata T, Higuchi T, Shimada M (1994) Enantioselective lignan synthesis by cell-free extracts of Forsythia koreana. Biosci Biotech Biochem 58:230-234
18. Aoyama T, Terasawa S, Sudo K, Shioiri T (1984) New methods and reagents in organic synthesis. 46. A convenient reagent for the O-methylation of phenols and enols. Chem Pharm Bull 32:3759-3760