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Pakistan Journal of Biological Sciences

Year: 2004 | Volume: 7 | Issue: 10 | Page No.: 1788-1792
DOI: 10.3923/pjbs.2004.1788.1792
Isolation of Phenylisoserine Methyl Ester from the Bark of Taxus mairei
Sanro Tachibana, Etsuko Watanabe, Yu Chang Su, Jui Chung Shieh and Hung Kuei Lee

Abstract: From the methanolic extracts of bark of Taxus mairei, phenylisoserine methyl ester (2) was isolated along with paclitaxel (taxol) (1). This is the first time that phenylisoserine methyl ester (2) has been isolated from T. mairei. Compound 2 was also isolated from the ethanolic extracts of bark of T. mairei.

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How to cite this article
Sanro Tachibana, Etsuko Watanabe, Yu Chang Su, Jui Chung Shieh and Hung Kuei Lee, 2004. Isolation of Phenylisoserine Methyl Ester from the Bark of Taxus mairei. Pakistan Journal of Biological Sciences, 7: 1788-1792.

Keywords: phenylisoserine methy ester, paclitaxel (taxol), taxus mairei and genus taxus

REFERENCES

  • Tachibana, S., 1995. Utilization of biologically active substances in trees. Mokuzai Gakkaishi, 41: 967-977.


  • Wani, M.C., H.L. Taylor, M.E. Wall, P. Coggon and A.T. Mcphail, 1971. Plant antitumor agents: VI. The isolation and structure of taxol, a novel antileukemic and antitumor agent from Taxus brevifolia. J. Am. Chem. Soc., 93: 2325-2327.
    PubMed    


  • De Furia, M.D., 1997. Paclitaxel (Taxol 7) A new natural product with major anticancer activity. Phytomedicine, 4: 273-282.


  • Eisenhauer, E.A. and J.B. Vermorken, 1998. The taxoids comparative clinical pharmacology and therapeutic potential. Drugs, 55: 5-30.
    Direct Link    


  • Baloglu, E. and D.G.I. Kingston, 1999. The taxane diterpenoids. J. Nat. Prod., 62: 1448-1472.
    CrossRef    


  • Guritte, F., 2001. General and recent aspects of the chemistry and structure-activity relationships of taxoids. Curr. Pharm. Design, 7: 1229-1249.


  • Tachibana, S., A. Matsuo, K. Itoh and T. Oki, 1994. Extractives in the leaves and bark of Taxus cuspidata Sieb and Zucc. var. nana Rehder. Mokuzai Gakkaishi, 40: 1008-1013.


  • Kurose, K., K. Itoh, S. Tachibana K. Irie and T. Oki, 1995. Extractives of Taxus cuspidata Sieb. et. Zucc. leaves and chemotaxonomy of trees of genus taxus. Bull. Ehime Univ. For., 33: 1-16.


  • Muranaka, T., J. Ueno, K. Itoh, I. Matsumoto and S. Tachibana, 1997. Studies on utilization of extractives from the genus taxus tree (2). Antifungal activities of taxinine and its derivatives against Colletotrichum fragariae, Botrytis cinerea and Corynespora cassiicola. Bull. Ehime Univ. For., 35: 45-53.


  • Muranaka, T., K. Kurose, K. Itoh and S. Tachibana, 1999. Utilization of extractives from genus taxus tree. I. Antifungal activities of flavonoids, taxinine and its derivatives against Cochiliobolus miyabeanus and Altenaria kikuchiana. Mokuzai Gakkaishi, 45: 42-50.


  • Tachibana, S., E. Watanabe, K. Itoh and T. Oki, 1994. Formation of taxol in Taxus cuspidata Sieb. et Zucc. var. nana Rehder callus cultures. Mokuzai Gakkaishi, 40: 1254-1258.


  • Yoshida, M., M. Toshio, I. Kazutaka and T. Sanro, 2002. Stimulation of the production of taxol by oligosaccharides in Taxus cuspidate variety nana callus cultures. Pak. J. Biol. Sci., 5: 461-465.
    CrossRef    Direct Link    


  • Muranaka, T., M. Yoshida, K. Itoh andS. Tachibana, 2004. Effect of culture medium, elicitors, a plant growth regulator and a biogenetic precursor on taxol production in cell suspension cultures of Taxus cuspidate variety nana. Pak. J. Biol. Sci., 7: 399-405.
    CrossRef    Direct Link    


  • Tachibana, S., E. Watanabe, J. Ueno, K. Tokubuchi and K. Itoh, 2005. Isolation of phenylisoserine methyl ester from the leaves of Taxus cuspidata var. nana. J. Wood Sci., 51: 176-180.
    CrossRef    Direct Link    


  • Li, H.L., T.S. Huang, T. Koyama and C.E. de Vol, 1981. Flora of Taiwan. Vol. 1, Epoch Publishing Co. Ltd., Taipei, Taiwan, pp: 499-501


  • Yang, S.J., J.M. Fang and Y.S. Cheng, 1996. Taxanes from Taxus mairei. Phytochemistry, 43: 839-842.


  • Shen, Y.C. and C.Y. Chen, 1997. Taxanes from the roots of Taxus mairei. Phytochemistry, 44: 1527-1533.


  • Shen, Y.C., C.Y. Chen and Y.H. Kuo, 1998. A new taxane diterpenoid from Taxus mairei. J. Nat. Prod., 61: 838-840.


  • Shen, Y.C., C.Y. Chen and Y.J. Chen, 1999. Taxumairol M: A new bicyclic taxoid from seeds of Taxus mairei. Planta Med., 65: 582-584.


  • Yang, S.J., J.M. Fang and Y.S. Cheng, 1999. Abeo-taxanes from Taxus mairei. Phytochemistry, 50: 127-130.


  • Guo, D.M., Y.C. Liu and C.S. Chen, 1993. A partial chemoenzymatic synthesis of the taxol C-13 side chain n-Benzoyl-(2R, 3S)-3-phenylisoserine. J. Organ. Chem., 58: 1287-1299.


  • Croom, Jr. E.M., 1995. Taxus for Taxol and Taxoids, Section II Supply of Taxol. In: Taxol Science and Applications, Suffness, M. (Ed.). Chapter 3, CRC Press, New York, pp: 37-70


  • Suffness, M. and M.E. Wall, 1995. Discovery and Development of Taxol, Section I Introduction. In: TAXOL7 Science and Applications, Suffness, M. (Ed.). Ch. 1, CRC Press, New York, pp: 3-25


  • Ma, W., G.L. Park, G.A. Gomez, M.H. Nieder and T.L. Adams et al., 1994. New bioactive taxoids from cell cultures of taxus baccata. J. Nat. Prod., 57: 116-122.
    PubMed    Direct Link    


  • Yukumune, Y., H. Tabata, Y. Higashi and Y. Hara, 1996. Methyl jasmonate-induced overproduction of paclitaxel and baccatin III in Taxus cell suspension cultures. Nat. Biotechnol., 14: 1129-1132.
    CrossRef    


  • Fleming, P.E., U. Mocek and H.G. Floss, 1993. Biosynthesis of taxoids. Mode of formation of the taxol side chain. J. Am. Chem. Soc., 115: 805-807.


  • Fleming, P.E., A.R. Knaggs, X.G. He, U. Mocek and H.G. Floss, 1994. Biosynthesis of taxoids. Mode of attachment of the taxol side chain. J. Am. Chem. Soc., 116: 4137-4138.


  • Rohr, J., 1997. Biosynthesis of taxol. Angewandte Chem. Int. Edn. English, 36: 2190-2195.
    CrossRef    Direct Link    


  • Aizon, Y., Y. Fujiki and M. Funatsu, 1976. Purification of Rice Bran Lipase and its Multiple Form, Section III A Guide for Purification of Plant Enzymes and Proteins. In: Shokubutsu Koso Tanpakushitsu Kenkyuho, Morita, Y., M. Shin, K. Asada and S. Ido (Eds.). Kyoritsu Publisher Inc., Tokyo, pp: 209-216

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