Production of biologically active taxoids by a callus culture of Taxus cuspidata
| Autor: | Liwei Fu, Akihiro Tomida, Mutumi Kitabatake, Jiao Bai, Shujun Zhang, Masayoshi Ando, Jungui Dai, Takao Yamori, Takashi Tsuruo, Kazuki Toyoizumi, Jun-ichi Sakai, Katutoshi Hirose |
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| Rok vydání: | 2004 |
| Předmět: |
Paclitaxel
Stereochemistry Pharmaceutical Science Biology Analytical Chemistry Tissue culture chemistry.chemical_compound Japan Cell Line Tumor Drug Discovery Humans Abietane Pharmacology Methyl jasmonate Plants Medicinal Molecular Structure Organic Chemistry Cephalomannine biology.organism_classification Antineoplastic Agents Phytogenic Complementary and alternative medicine Taxus chemistry Biochemistry Callus Molecular Medicine Diterpene Drug Screening Assays Antitumor Taxus cuspidata |
| Zdroj: | Journal of natural products. 67(1) |
| ISSN: | 0163-3864 |
| Popis: | Ten known taxoids, paclitaxel, 7-epi-taxol, taxol C, baccatin VI, taxayuntin C, taxuyunnanine C and its analogues (2-5), and yunnanxane (6), and an abietane, taxamairin A, were produced in the callus culture of Taxus cuspidata cultivated on a modified Gamborg's B5 medium in the presence of 0.5 mg/L NAA. After stimulation with 100 microM methyl jasmonate, five more taxoids, cephalomannine, 1beta-dehydroxybaccatin VI, taxinine NN-11 (1), baccatin I, and 2alpha-acetoxytaxusin, and one more abietane, taxamairin C, were found in addition to the above-mentioned compounds. It was also observed that the content of the products increased over three times. Taxinine NN-11 (1) is a new taxane whose structure was assigned as 5alpha,13alpha-diacetoxy-9alpha-cinnamoyloxy-4(20),11-taxadien-10beta-ol by analysis of its spectral data. Taxinine NN-11 (1) exhibited significant MDR reversal activity toward 2780 AD tumor cells. The results of primary screening based on 39 human cancer cell lines suggest that 1 also belongs to a new mechanistic class. Efficient production of 1 was investigated using the callus culture of T. cuspidata. |
| Databáze: | OpenAIRE |
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