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MeSH Review

Taxus

 
 
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Disease relevance of Taxus

 

High impact information on Taxus

  • Methyl jasmonate-induced overproduction of paclitaxel and baccatin III in Taxus cell suspension cultures [4].
  • A PCR-based differential display-cloning approach, using Taxus (yew) cells induced for Taxol production, yielded a family of related cytochrome P450 genes, one of which was assigned as a taxane 10 beta-hydroxylase by functional expression in yeast [5].
  • The biosynthesis of taxol (paclitaxel) and related taxoids in Pacific yew (Taxus brevifolia) is thought to involve the cyclization of geranylgeranyl diphosphate to a taxadiene followed by extensive oxygenation of this diterpene olefin intermediate [6].
  • Dhurrin, I ((S)-p-hydroxymandelonitrile-beta-D-glucopyranoside), and taxiphyllin, II (the (R) epimer), occur in the genera Sorghum and Taxus, respectively [7].
  • A sensitive method for the detection and characterization of basic taxoids from the ethyl acetate extract of Taxus wallichiana has been described [8].
 

Biological context of Taxus

  • To identify the side chain transferase of Taxol biosynthesis, a set of transacylases obtained from an enriched cDNA library (constructed from mRNA isolated from Taxus cuspidata cells induced with methyl jasmonate for Taxol production) was screened [9].
  • Oxidative burst, jasmonic acid biosynthesis, and taxol production induced by low-energy ultrasound in Taxus chinensis cell suspension cultures [10].
  • Here we describe the cell free acetylation of 10-DAB in crude extracts from roots of Taxus baccata saplings using 14C-or 3H-labeled acetyl-coenzyme A as the acetyl donor [11].
  • To investigate the factors affecting instability of secondary metabolite production, high Taxol (paclitaxel)-producing Taxus cultures induced by methyl jasmonate elicitation and their low Taxol-producing counterparts were compared with respect to growth and Taxol production kinetics [12].
  • Comparison of JNK (c-Jun N-terminal kinase)-like MAPK (mitogen-activated protein kinase) phosphorylation between immobilized cultures and Couette-type shear reactor cultures of Taxus cuspidata (Japanese yew) cells [13].
 

Anatomical context of Taxus

 

Associations of Taxus with chemical compounds

  • Docetaxel (Taxotere; Rhône-Poulenc Rorer, Antony, France) is prepared by semisynthesis from 10-deacetyl baccatin III, an inactive taxoid precursor extracted from the needles of the European yew Taxus baccata [17].
  • Four new 11(15-->1)-abeotaxoids with an opened oxetane ring system, taxuyunnanines S, T, U and V (1 - 4) were isolated from the bark of Taxus yunnanensis [18].
  • The Taxol biosynthetic pathway, arising from the primary isoprenoid precursors isopentenyl diphosphate and dimethylallyl diphosphate in yew (Taxus), consists of approximately twenty steps, at least nine of which are thought to be cytochrome P450-mediated oxygenations [19].
  • Abietane diterpenoids from callus cultures of Taxus baccata [20].
  • Nitric oxide is involved in methyl jasmonate-induced defense responses and secondary metabolism activities of Taxus cells [21].
 

Gene context of Taxus

  • Suspension cultures of Taxus baccata (CSTB and CFGTB) and Taxus x Media (CSTM and CFGTM) were maintained at 25 degrees C on a MS medium with two weeks transfers [22].
  • The incidence for Cypher, Taxus, and bare metal stents was 0%, 1.5%, and 0.3%, respectively (p = 0.0007) [23].
  • Cloning and functional expression of a cDNA encoding geranylgeranyl diphosphate synthase from Taxus canadensis and assessment of the role of this prenyltransferase in cells induced for taxol production [24].
  • Multidrug resistance reversal activity of taxoids from Taxus cuspidata in KB-C2 and 2780AD cells [25].
  • In addition to the anticancer drug Taxol, yew (Taxus) species produce a large variety of other taxane diterpenoids which differ mainly in the type of acyl and aroyl groups appended to the many hydroxyl functions on the taxane core; acetate esters are particularly common [26].
 

Analytical, diagnostic and therapeutic context of Taxus

  • We performed a prespecified subgroup analysis of the TAXUS IV study population to examine the effect of procedural glycoprotein IIb/IIIa inhibition during paclitaxel-eluting stent implantation on periprocedural creatine kinase-MB (CK-MB) levels [27].
  • Methyl jasmonate (MeJA), a methyl ester of jasmonic acid (JA), is a well-established signal molecule in plant defense responses and an effective inducer of secondary metabolite accumulation in plant cell cultures such as the valuable anticancer diterpenoid taxol (paclitaxel) in Taxus spp [21].
  • Absolute configuration of taxiresinol 1, a lignan from the heartwood of Taxus wallichiana has been determined as 8R, 8'R, and 7'R with the help of chemical correlation method and X-ray crystallography [28].
  • OBJECTIVES: The purpose of this study is to compare the stent strut distribution between Cypher and Taxus stents by using optical coherence tomography (OCT) in a phantom model [29].

References

  1. Interaction with the small subunit of geranyl diphosphate synthase modifies the chain length specificity of geranylgeranyl diphosphate synthase to produce geranyl diphosphate. Burke, C., Croteau, R. J. Biol. Chem. (2002) [Pubmed]
  2. Delayed severe multivessel spasm and aborted sudden death after Taxus stent implantation. Kim, J.W., Park, C.G., Seo, H.S., Oh, D.J. Heart (2005) [Pubmed]
  3. Comparison of short- and mid-term outcomes between CYPHER and TAXUS stents in patients with complex lesions of the coronary arteries. Chen, J.L., Gao, R.L., Yang, Y.J., Qiao, S.B., Qin, X.W., Yao, M., Liu, H.B., Xu, B., Wu, Y.J., Yuan, J.Q., Chen, J., Dai, J., You, S.J., Ma, W.H. Chin. Med. J. (2006) [Pubmed]
  4. Methyl jasmonate-induced overproduction of paclitaxel and baccatin III in Taxus cell suspension cultures. Yukimune, Y., Tabata, H., Higashi, Y., Hara, Y. Nat. Biotechnol. (1996) [Pubmed]
  5. Taxol biosynthesis: taxane 13 alpha-hydroxylase is a cytochrome P450-dependent monooxygenase. Jennewein, S., Rithner, C.D., Williams, R.M., Croteau, R.B. Proc. Natl. Acad. Sci. U.S.A. (2001) [Pubmed]
  6. Cyclization of geranylgeranyl diphosphate to taxa-4(5),11(12)-diene is the committed step of taxol biosynthesis in Pacific yew. Koepp, A.E., Hezari, M., Zajicek, J., Vogel, B.S., LaFever, R.E., Lewis, N.G., Croteau, R. J. Biol. Chem. (1995) [Pubmed]
  7. Stereochemical aspects of the biosynthesis of the epimeric cyanogenic glucosides dhurrin and taxiphyllin. Rosen, M.A., Farnden, K.J., Conn, E.E. J. Biol. Chem. (1975) [Pubmed]
  8. Detection and partial structure elucidation of basic taxoids from Taxus wallichiana by electrospray ionization tandem mass spectrometry. Stefanowicz, P., Prasain, J.K., Yeboah, K.F., Konishi, Y. Anal. Chem. (2001) [Pubmed]
  9. Molecular cloning and heterologous expression of the C-13 phenylpropanoid side chain-CoA acyltransferase that functions in Taxol biosynthesis. Walker, K., Fujisaki, S., Long, R., Croteau, R. Proc. Natl. Acad. Sci. U.S.A. (2002) [Pubmed]
  10. Oxidative burst, jasmonic acid biosynthesis, and taxol production induced by low-energy ultrasound in Taxus chinensis cell suspension cultures. Wu, J., Ge, X. Biotechnol. Bioeng. (2004) [Pubmed]
  11. Biosynthesis of taxol: enzymatic acetylation of 10-deacetylbaccatin-III to baccatin-III in crude extracts from roots of Taxus baccata. Zocher, R., Weckwerth, W., Hacker, C., Kammer, B., Hornbogen, T., Ewald, D. Biochem. Biophys. Res. Commun. (1996) [Pubmed]
  12. Effect of subculture and elicitation on instability of taxol production in Taxus sp. suspension cultures. Kim, B.J., Gibson, D.M., Shuler, M.L. Biotechnol. Prog. (2004) [Pubmed]
  13. Comparison of JNK (c-Jun N-terminal kinase)-like MAPK (mitogen-activated protein kinase) phosphorylation between immobilized cultures and Couette-type shear reactor cultures of Taxus cuspidata (Japanese yew) cells. Cheng, J.S., Yuan, Y.J. Biotechnol. Appl. Biochem. (2006) [Pubmed]
  14. Jasmonic acid stimulates taxane production in cell suspension culture of yew (Taxus x media). Baebler, S., Camloh, M., Kovac, M., Ravnikar, M., Zel, J. Planta Med. (2002) [Pubmed]
  15. Reactive oxygen species, cell growth, and taxol production of Taxus cuspidata cells immobilized on polyurethane foam. Yin, D.M., Wu, J.C., Yuan, Y.J. Appl. Biochem. Biotechnol. (2005) [Pubmed]
  16. Gateways to clinical trials. Bayes, M., Rabasseda, X., Prous, J.R. Methods and findings in experimental and clinical pharmacology. (2005) [Pubmed]
  17. Preclinical evaluation of docetaxel (Taxotere). Lavelle, F., Bissery, M.C., Combeau, C., Riou, J.F., Vrignaud, P., André, S. Semin. Oncol. (1995) [Pubmed]
  18. Taxuyunnanines S-V, new taxoids from Taxus yunnanensis. Li, S.H., Zhang, H.J., Niu, X.M., Yao, P., Sun, H.D., Fong, H.H. Planta Med. (2002) [Pubmed]
  19. Molecular cloning and characterization of a cytochrome P450 taxoid 2alpha-hydroxylase involved in Taxol biosynthesis. Chau, M., Croteau, R. Arch. Biochem. Biophys. (2004) [Pubmed]
  20. Abietane diterpenoids from callus cultures of Taxus baccata. Monacelli, B., Pasqua, G., Botta, B., Vinciguerra, V., Gacs-Baitz, E., Monache, G.D. Planta Med. (2002) [Pubmed]
  21. Nitric oxide is involved in methyl jasmonate-induced defense responses and secondary metabolism activities of Taxus cells. Wang, J.W., Wu, J.Y. Plant Cell Physiol. (2005) [Pubmed]
  22. Cell lines of Taxus species as source of the anticancer drug taxol. Goleniowski, M.E. Biocell (2000) [Pubmed]
  23. Failure to retrieve undeployed paclitaxel-eluting coronary stents. Roffi, M., Luscher, T.F., Sutsch, G., Maier, W., Neuenschwanden, C., Ramteke, G.B., Corti, R., Eberli, F.R. Am. J. Cardiol. (2006) [Pubmed]
  24. Cloning and functional expression of a cDNA encoding geranylgeranyl diphosphate synthase from Taxus canadensis and assessment of the role of this prenyltransferase in cells induced for taxol production. Hefner, J., Ketchum, R.E., Croteau, R. Arch. Biochem. Biophys. (1998) [Pubmed]
  25. Multidrug resistance reversal activity of taxoids from Taxus cuspidata in KB-C2 and 2780AD cells. Kobayashi, J., Shigemori, H., Hosoyama, H., Chen, Z., Akiyama, S., Naito, M., Tsuruo, T. Jpn. J. Cancer Res. (2000) [Pubmed]
  26. Regioselectivity of taxoid-O-acetyltransferases: heterologous expression and characterization of a new taxadien-5alpha-ol-O-acetyltransferase. Chau, M., Walker, K., Long, R., Croteau, R. Arch. Biochem. Biophys. (2004) [Pubmed]
  27. Impact of platelet glycoprotein IIb/IIIa Inhibition on the paclitaxel-eluting stent in patients with stable or unstable angina pectoris or provocable myocardial ischemia (a TAXUS IV substudy). Teirstein, P.S., Kao, J., Watkins, M., Tannenbaum, M.A., Laufer, N., Chang, M., Mehran, R., Dangas, G., Russell, M.E., Ellis, S.G., Stone, G.W. Am. J. Cardiol. (2005) [Pubmed]
  28. Absolute configuration and anticancer activity of taxiresinol and related lignans of Taxus wallichiana. Chattopadhyay, S.K., Kumar, T.R., Maulik, P.R., Srivastava, S., Garg, A., Sharon, A., Negi, A.S., Khanuja, S.P. Bioorg. Med. Chem. (2003) [Pubmed]
  29. Drug-eluting stent strut distribution: a comparison between Cypher and Taxus by optical coherence tomography. Suzuki, Y., Ikeno, F., Yeung, A.C. The Journal of invasive cardiology. (2006) [Pubmed]
 
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