• 제목/요약/키워드: baccatin III

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울릉도 주목(Tiaxus cuspidata var. latifolia)의 Taxol 및 관련 화합물의 함량분석 (Analysis of Taxol and Related Compounds in Ullung Island Yew (Taxus cuspidata var. latifolia))

  • 최명석;곽상수박용구유장렬
    • KSBB Journal
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    • 제9권2호
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    • pp.186-190
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    • 1994
  • 울릉도주목(Taxus cuspidata var. latifolia, 일명 회솔나무)의 각 부위에 함유되어 있는 taxol 및 관련 화합물의 함량을 조사한 결과 taxol 및 cephalomannine함량은 잎에서 높았고, 전구물질인 10-deacetyl baccatin III(10- DAB III), baccatin III의 함량은 수피에서 높았으며, 신초줄기와 종자에 서의 taxane 함량은 매우 낮았다. 또한 울릉도 전역에 자생 또는 재식되어 있는 주목의 taxol 및 전구 물질 10-DAB III의 함량변이를 조사한 결과, 5개 지역(나라분지, 태화령, 현포, 통구미, 도동)의 잎과 수피에서 이틀의 함량은 개체뿐 아니라 지역 사이에 큰 변이를 나타내였다. 분석개체 전체의 잎에서의 평균 taxol 함량( 건물 중 기준으로 0.017% )은 수 피의 것( 0.003 % )보다 월등히 높았으며, 전구물질 1 10-DAB III의 전체 평균함량은 수피(0.073%)가 잎(0.054% ) 보다 약간 높았다. 특히 섬 북서지역에 위 치한 현포지 역 주목 잎의 평균 taxol 함량은 약 0 0.024 %로 이는 보고된 태평양주목의 수피의 것보다 높은 것이며, 전구물질의 함량도 0.049%로 비교적 높았다. 이상의 결과로 지속적으로 채취가 가능한 울릉도주목 잎은 taxol 생산을 위한 중요한 자원이 될 수 있을 것으로 기대된다.

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Taxoids from the Heartwood of Taxus baccata L. Growing in Turkey

  • Erdemoglu, Nurgun;Sener, Bilge
    • 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.

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Isolation and Identification of Nonpolar Taxane Derivatives from the Plant Cell Culture of Taxus chinensis

  • Gi, Un-Sook;Min, Bumchan;Hong, Seung-Suh;Lee, Hyun-Soo;Kim, Jin-Hyun
    • 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.

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외래주목의 Taxol 및 관련화합물의 분석 (Analysis of Taxol and the Related Compound in Exotic Yew (Taxus Spp.))

  • 최명석;백기현;곽상수
    • Journal of the Korean Wood Science and Technology
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    • 제27권3호
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    • pp.91-98
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    • 1999
  • 우리나라에 식재된 외래주목의 taxol 및 전구체인 10-deacetyl baccatin III(10-DAB III)의 함랑을 조사하기 위해 천리포수목원에 식재된 외래주목의 잎과 줄기로부터 추출하여 HPLC로 정량분석하였다. 외래주목의 잎과 줄기의 taxol 함량은 종간 및 종내, 그리고 부위에 따라 상당한 변이를 보였다. Taxol 함량은 T. X media cv. Vcrmulcun, T. baccata cv. Washingtonii, T. X cuspidata cv. Nana을 제외하고 잎에서 놓았으며, 전구체인 10-deacetyl baccatin III(10-DAB III)는 모든 종의 잎에서 높았다. 그 중 4월에 채집한 T. cuspidata cv. Nigra의 잎의 taxol 함량은 건물중 당 1,027 ${\mu}g$, 10-DAB III 의 함량은 건물중 당 267 ${\mu}g$로 보고된 태평양주목의 함량보다 월등히 높았다. 이종의 부위별 tax이 함량은 생장점 및 자방 조직보다 잎에서 높았으며, 이 결과들은 조직 및 세포배양의 재료로 널리 이용할 수 있을 것이다.

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Genotoxicity of Taxol and 10-Deacetyl Baccatin III Using Single Cell Gel Electrophoresis (Comet Assay) in Chinese Hamster Lung Fibroblast

  • Kim, Hyun-Joo;Kim, Kyung-Ran;Youn, Ji-Youn;Kim, Min-Hee;Ryu, Jae-Chun
    • 한국환경독성학회:학술대회논문집
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    • 한국환경독성학회 1996년도 제19회정기학술대회(The 19th Symposium of the Korean Society of Environmental Toxicology)
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    • pp.61-61
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    • 1996
  • Taxol is used as cancer therapeutic agent. It has been known as weak posotive of chromosome aberration assay in vitro in our previous results (Ryu et al., 1996) and potent clastogens in the mouse bone marrow micronucleus (Tinwell and Ashby, 1994). We performed microgel electrophoresis to determine the effect of taxol and it's precursor 10-deacetyl baccatin III(DAB) on DNA. Microgel electrophoresis is useful, rapid, simple, visual, and sensitive technique for measuring DNA breakage and repair mechanisms in mammalian 근ells. The range of concentration used for taxol were 854, 427, 213.5, 106.8, 53.4 Ug/ml, for DAB 910 ,455, 227.5 U9/ml, Cell viability always exceed 85%. We analyzed the results by using the special software of image analyzer for this comet assay (Komet 3.0). By using this image analyzer software , we can get the result as the tail moment ((mean of tail length - mean of head lengh) x tail%DNA/100). A slight increase in DNA migration was observed for taxol at the concentration of 854 Ug/m4 in the absence of S9 mixture. No increased DNA migration was observed after treatment with DAB.

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Production, Purification, and Characterization of Taxol and 10-DABIII from a new Endophytic Fungus Gliocladium sp. Isolated from the Indian Yew Tree, Taxus baccata

  • Sreekanth, D.;Syed, A.;Sarkar, S.;Sarkar, D.;Santhakumari, B.;Ahmad, A.;Khan, M.I.
    • Journal of Microbiology and Biotechnology
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    • 제19권11호
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    • pp.1342-1347
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    • 2009
  • We have isolated endophytic fungi from the Indian yew tree, Taxus baccata, and then screened for taxol production. Out of the 40 fungal cultures screened, one fungus Gliocladium sp. was found to produce taxol and 10-DABIII (10-deacetyl baccatin III). These compounds were purified by TLC and HPLC and characterized using UV-spectroscopy, ESI-MS, MS/MS, and proton NMR. One liter of Gliocladium sp. culture yielded $10\;{\mu}g$ of taxol and $65\;{\mu}g$ of 10-DABIII. The purified taxol from the fungus showed cytotoxicity towards cancer lines HL-60 (leukemia), A431 (epidermal carcinoma), and MCF-7 (breast cancer).

Taxoids, Lignans, and Simple Phenolic Compounds from a Sample of the Needles of Himalayan Taxus baccata

  • Das, Biswanath;Anjani, G.;Kashinatham, A.;Venkataiah, B.;Rao, S. Padma
    • 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.

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Studies on Anti-cancerous Substances from Higher Plane in East Asian Region

  • Takeya, Koichi
    • 한국자원식물학회:학술대회논문집
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    • 한국자원식물학회 1999년도 The 6th International Symposium on the Development of Anti-Cancer Resource from Plants
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    • pp.1-45
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    • 1999
  • To date many kinds of compounds have been obtained from plants kingdom as antineoplastic and anti-cancerous agents. However, there is no special type of compounds for ncancer therapy. Various types of substances are effective for various types of cancers and tumors: for instance, alkaloids, lignans, terpenes and steroids etc. Curcumol obtained from Curcuma aromatica was tested and noticed to be effective against cancer of the uterine cervix clinically Oridonin isolated from Rabdosia ssp.is now investigated for clinical trials in China. Moreover, camptothecine isolated from Camptotheca acuminata is also antineoplastic alkaloid, but is very toxic. Chemical modification has been tried to decrease its toxicity. This compound is now using as clinical agent. Harringtonin was investigated as an anticancerous drug in China. Taxol, a compound with a taxane ring isolated from the bark of Taxus brevifolia, has been demonstrated to have substantial anticancer activity in patients with solid tumors refractory standard chemotherapy. Supply of this drug has severely limited full exploration of its antineoplastic potential. Some efforts are continued in National Cancer Institute NCI) Washington for surveying various Taxus species for optimal taxol content, improvement in semi-synthesis from baccatin III, improvement in method of extraction, and development of alternative renewable resources. Further, there are many compounds which have been reported as antineoplastic agents. On the other hand, we have screened on higher plants collected in Japan, China, Korea, Southeast Asia and South America for antineoplastic activity, which has been done using Sarcoma 180 ascites in mice, P388 Iymphocytic leukemia in mice, Chinese hamster lung V-79 cells, P388 cells and nasopharynx carcinoma (KB) cells in our laboratory, as primary screening. In this meeting, I will present on antitumor and cytotoxic substances of the higher plants (Rubia cordifolia, Ailanfhus Vilmoriniana, Aster tataricus, Taxus cuspidata var. nana, Cephalotaxus harringtonia var drupacea, etc.) selected from above screening tests.

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식물세포 Taxus chinensis 배양으로부터의 Paclitaxel 대량 정제 및 특성 (Purification and Characterization of Paclitaxel from Plant Cell Cultures of Taxus chinensis in Large-Scale Process)

  • 김진현;기은숙;민범찬;최형균;홍승서;이현수
    • KSBB Journal
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    • 제15권5호
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    • pp.537-540
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    • 2000
  • 일반적으로 paclitaxel과 유사한 구조를 가진 복잡한 유도체의 분리나 최종 제품에서의 엄격한 규정 등으로 인하여 한 단계의 HPLC system으로 정 제하는 것은 상당히 어렵다. 이러한 이유로 두 단계 HPLC system으로 식물세포 배양액으로 부터 paclitaxel의 대량 정제를 수행하였다. 즉, 첫번째 단계에 서 reverse-phase HPLC column, 두번째 단계에서 normal­p phase HPLC column을 사용하여 최종 제품을 얻었다. 또한 최종 정 제 된 paclitaxel 내 에 포함되어 있는 불순물 profile 확 언, 함량 분석, 그리고 이들 물질들에 대한 분리, 정제 및 동 정을 실시하였다 이들 불순물들 중에서 0.1% 이상되는 것은 모두 6종 (side chain derivative, baccatin III, 10-deacetyltaxol, cephalomannine, taxane derivative, 7-epitaxol)이며 NMR과 MS를 사용하여 화학구조를 분석한 결과 이미 알려진 pacli­t taxel 유도체 또는 전구체와 동일한 물칠로 밝혀 졌다. 본 연구 결과는 결국 paclitaxel 생산을 위한 품질관리 (quality con­t tr이)와 허가를 위한 자료로 유용하게 사용되어 진다.

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