• Natural Product Sciences
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• 제6권2호
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• pp.96-101
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• 2000

The ethanolic extract of the heartwood of Taxus baccata L. afforded six taxoids, belonging to the skeletally three different groups, $2{\alpha},\;5{\alpha},\;10{\beta}-triacetoxy-14{\beta}-(2-methyl)-butryloxy-4(20)$,11-taxadiene (1), taxusin (2), baccatin VI (3), baccatin III (4), $1{\beta}-hydroxybaccatin$ I (5) and taxol (6). The isolation and structure elucidation of three taxoids (3-5) have been presented in this study. This is the first report for the presence of these taxoids in Taxus baccata L. growing in Turkey.

• Natural Product Sciences
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• 제4권4호
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• pp.185-202
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• 1998

A large number of chemical constituents have been reported from the Himalayan yew [Taxus baccata (Linn) or T. wallichiana (Zucc)]. These constituents are mainly taxoids and phenolics. Taxol, a lead anticancer agent, is the most important constituent. Other compounds have also been found to possess interesting biological properties. The literature concerning the chemistry and bioactivity of the constituents of the Himalayan yew has been briefly reviewed.

• Natural Product Sciences
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• 제4권2호
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• pp.78-83
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• 1998

Chemical investigation on a sample of the needles of Himalayan Taxus baccata has resulted in the isolation of several taxoids including taxol (1) 10-deacetyl-baccatin III (2) and 2-deacetoxytaxinine J (3) along with different lignans (6 and 7) and simple phenolics (8, 9, 10, 11 and 12). The occurrence of 4-(4'-hydroxyphenyl)-butane-2-one and 4-(4'-hydroxyphenyl)-trans-but 3-ene-2-one (8) in Taxus species is reported for the first time. The $^{13}C-NMR$ spectral data of two rearranged taxiod constituents, brevifoliol (4) and 13-decinnamoyltaxchinin B (5) are presented. The acid-catalyzed decomposition of taxol has been discussed. The synthesis of other two constituents, rhododendrol (10) and hibalactone (7) has been described.

• Journal of Microbiology and Biotechnology
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• 제11권2호
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• pp.204-210
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• 2001

Paclitaxel can be produced in high yield and with a high degree of purify from plant cell cultures of Taxus chinensis. The complete purification method was systematically established and described. This method was an efficient procedure for the purification of paclitaxel from crude paclitaxel, consisting or reverse-phase chromatography, followed by a normal-phase chromatography. The two-stage HPLC purification scheme serves as an effective and economical approach for resolving paclitaxel from complex mixtures of taxoids, with high purify (>99%) and low impurities (<0.1%). The process is readily scalable to a pilot plant and eventually to a production environment where multikilogram quantities of material are expected to be produced. The process has been optimized to minimize solvent usage, complexity, and operating costs.

• KSBB Journal
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• 제15권4호
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• pp.398-401
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• 2000

Taxus chinensis 식물세포 배양에 의한 paclitaxel대량 생산의 경우 biomass내 paclitaxel이외에 다른 많은 유도체들이 확 인 되었다. 이를 목표 물질로 선정하여 Prep-LC를 이용하여 분리/정제하고 NMR, MS 등으로 화학구조분석을 하여 이들 물질들에 대한 동정을 하였다. 또한 Taxus chinensis 식물세포 배양에 의한 paclitaxel 대량 생산의 경우 paclitaxel 생산량에 따른 여러가지 유도체들의 생산 경향을 조사하였으며, paclitaxel의 생산량이 증가할 수록 유도체들의 생산량은 상대 적으로 감소함을 알 수 있었다. 이러한 연구는 결국 paclitaxel 이외의 새로운 유용성분 및 전구체 확인, 분리/정제 방법의 개발, paclitaxel 생산에서의 품질관리에 유용하게 사용되어 질 수 있다.

• Journal of Applied Biological Chemistry
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• 제43권3호
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• pp.176-179
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• 2000

Nonpolar taxoides extracted from a large-scale cell culture of Taxus chinensis were isolated through the normal and reverse phase column chromatographies, and their compounds were identified via NMR spectroscopy. The complete separation method was systematically established and described. In dichloromethane, dissolved paclitaxel and other taxoids with hexane were precipitated during the purification of paclitaxel from the plant cell culture of T. chinensis through a large-scale process while the relatively nonpolar taxane derivatives remained dissolved in the hexane phase. 13-Deoxy baccatin III (I), baccatin VI (II), taxchinin I (III), $2{\alpha}$, $5{\alpha}$, $10{\beta}$, $14{\beta}$-tetraacetoxy-4(20), 11-taxadiene(IV), 1-deoxy baccatinVI(V), and taxayuntin C (VI) were isolated through column chromatography and identified via NMR spectroscopy. Compounds I and IV were found to the major components, aside from paclitaxel, in the plant cell culture of T. chinensis. The concentrations of I and IV were compared with the that concentration of the paclitaxel in each of plant cell culture. The possible applications of compounds I, II, IV, and V were discussed.

• Archives of Pharmacal Research
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• 제25권4호
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• pp.550-555
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• 2002

The discovery and development of the taxane class of antitumor compounds represent significant advances in the treatment of patients with a variety of malignancies. These drugs are effectively used in the treatment of breast cancer. In this study we evaluated the efficacy of fractionated usage of both paclitaxel and docetaxel as a single agent in the breast cancer cell line MCF-7. It has been shown that the cytotoxic effect of paclitaxel was increased when the divided $IC_{50}$ concentrations were used sequentially and in contrast to paclitaxel, cytotoxic effect of docetaxel was decreased with the same schema and the single dose of $IC_{50}$ concentration was optimal. The cause of the difference between the cytotoxic effects of two agents with this schedule is obscure. Demonstrating mechanisms, which are responsible for these differences, will be important for more rational use of taxoids and to provide basis for the following clinical trials.