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Production of Biologically Active Taxoids by a Callus Culture of Taxus cuspidata

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journal contribution
posted on 23.01.2004, 00:00 by Jiao Bai, Mutumi Kitabatake, Kazuki Toyoizumi, Liwei Fu, Shujun Zhang, Jungui Dai, Junichi Sakai, Katutoshi Hirose, Takao Yamori, Akihiro Tomida, Takashi Tsuruo, Masayoshi Ando
Ten known taxoids, paclitaxel, 7-epi-taxol, taxol C, baccatin VI, taxayuntin C, taxuyunnanine C and its analogues (25), 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 μM methyl jasmonate, five more taxoids, cephalomannine, 1β-dehydroxybaccatin VI, taxinine NN-11 (1), baccatin I, and 2α-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 5α,13α-diacetoxy-9α-cinnamoyloxy-4(20),11-taxadien-10β-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.