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Published July 31, 2020 | Version v1
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Sites of biosynthesis and storage of Taxol in Taxus media (Rehder) plants: Mechanism of accumulation

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  • 1. ∗ & Research Institute for Medical and Health Sciences, and College of Pharmacy, University of Sharjah, Sharjah, P.O.Box 27272, United Arab Emirates & ∗ & Faculty of Pharmacy, Zagazig University, Zagazig, Egypt

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Soliman, Sameh S.M., Raizada, Manish N. (2020): Sites of biosynthesis and storage of Taxol in Taxus media (Rehder) plants: Mechanism of accumulation. Phytochemistry (112369) 175: 1-10, DOI: 10.1016/j.phytochem.2020.112369, URL: http://dx.doi.org/10.1016/j.phytochem.2020.112369

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urn:lsid:plazi.org:pub:FD4CFFFF0A13576DD409FFF3D92FFFE0

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Figure: 10.5281/zenodo.8295219 (DOI)
Figure: 10.5281/zenodo.8295221 (DOI)
Figure: 10.5281/zenodo.8295223 (DOI)
Figure: 10.5281/zenodo.8295225 (DOI)
Figure: 10.5281/zenodo.8295229 (DOI)
Figure: 10.5281/zenodo.8295231 (DOI)
Figure: 10.5281/zenodo.8295235 (DOI)

References

  • Abal, M., Andreu, J.M., Barasoain, I., 2003. Taxanes: microtubule and centrosome targets, and cell cycle dependent mechanisms of action. Curr. Cancer Drug Targets 3, 193-203.
  • Bedon, F., Bomal, C., Caron, S., Levasseur, C., Boyle, B., Mansfield, S.D., Schmidt, A., Gershenzon, J., Grima-Pettenati, J., Seguin, A., MacKay, J., 2010. Subgroup 4 R2R3- MYBs in conifer trees: gene family expansion and contribution to the isoprenoid- and flavonoid-oriented responses. J. Exp. Bot. 61, 3847-3864.
  • Bestoso, F., Ottaggio, L., Armirotti, A., Balbi, A., Damonte, G., Degan, P., Mazzei, M., Cavalli, F., Ledda, B., Miele, M., 2006. In vitro cell cultures obtained from different explants of Corylus avellana produce Taxol and taxanes. BMC Biotechnol. 6 45-45.
  • Brukhin, V.B., Moleva, I.R., Filonova, L.H., Grakhov, V.P., Blume, Y.B., Bozhkov, P.V., 1996. Proliferative activity of callus cultures of Taxus baccata L. in relation to anticancer diterpenoid Taxol biosynthesis. Biotechnol. Lett. 18, 1309-1314.
  • Brunakova, K., Kosuth, J., 2009. Gene expression profiling in Taxus baccata L. seedlings and cell cultures. In: Saxena, K.P., Jain, M.S. (Eds.), Protocols for in Vitro Cultures and Secondary Metabolite Analysis of Aromatic and Medicinal Plants. Humana Press, Totowa, NJ, pp. 249-262.
  • Cheng, G.-Y., Gao, F., Ge, C.-H., Tang, X.-J., 2005. Variation regularity of Taxol content in natural populations of Taxus cuspidata Sieb. et Zucc. in China. 28. J Beijing Forest Univ., pp. 7-11.
  • Croteau, R., Ketchum, R.E.B., Long, R.M., Kaspera, R., Wildung, M.R., 2006. Taxol biosynthesis and molecular genetics. Phytochemistry Rev. 5, 75-97.
  • de Jong, F., Hanley, S.J., Beale, M.H., Karp, A., 2015. Characterisation of the willow phenylalanine ammonia-lyase (PAL) gene family reveals expression differences compared with poplar. Phytochemistry 117, 90-97.
  • Denis, J.N., Greene, A.E., Guenard, D., Gueritte-Voegelein, F., Mangatal, L., Potier, P., 1988. Highly efficient, practical approach to natural Taxol. J. Am. Chem. Soc. 110, 5917-5919.
  • Duval, B., Shetty, K., Thomas, W., 1999. Phenolic compounds and antioxidant properties in the snow alga Chlamydomonas nivalis after exposure to UV light. J. Appl. Phycol. 11, 559-566.
  • Fleming, P.E., Mocek, U., Floss, H.G., 1993. Biosynthesis of taxoids. Mode of formation of the Taxol side chain. J. Am. Chem. Soc. 115, 805-807.
  • Fleming, P.E., Knaggs, A.R., He, X.-G., Mocek, U., Floss, H.G., 1994. Biosynthesis of taxoids. Mode of attachment of the Taxol side chain. J. Am. Chem. Soc. 116, 4137-4138.
  • Fu, Y.-J., Sun, R., Zu, Y.-G., Li, S.-M., Liu, W., Efferth, T., Gu, C.-B., Zhang, L., Luo, H., 2009. Simultaneous determination of main taxoids in Taxus needles extracts by solidphase extraction-high-performance liquid chromatography with pentafluorophenyl column. Biomed. Chromatogr. 23, 63-70.
  • Gamborg, O., Miller, R., Ojima, K., 1968. Nutrient requirements of suspension cultures of soybean root cells. Exp. Cell Res. 50, 151-158.
  • Gibson, D., Ketchum, R., Vance, N., Christen, A., 1993. Initiation and growth of cell lines of Taxus brevifolia (Pacific yew). Plant Cell Rep. 12, 479-482.
  • Gratani, L., 2014. Plant phenotypic plasticity in response to environmental factors. Adv Bot 17 2014.
  • Hahlbrock, K., Scheel, D., 1989. Physiology and molecular biology of phenylpropanoid metabolism. Annu. Rev. Plant Physiol. Plant Mol. Biol. 40, 347-369.
  • Hao, D.C., Ge, G., Xiao, P., Zhang, Y., Yang, L., 2011. The first insight into the tissue specific Taxus transcriptome via illumina second generation sequencing. PloS One 6, 1-15.
  • Kelsey, R.G., Harmon, M.E., 1989. Distribution and variation of extractable total phenols and tannins in the logs of four conifers after 1 year on the ground. Can. J. Res. 19, 1030-1036.
  • Koepp, A.E., Hezari, M., Zajicek, J., Vogel, B.S., LaFever, R.E., Lewis, N.G., Croteau, R., 1995. Cyclization of geranylgeranyl diphosphate to taxa-4 , 11 -diene is the committed step of Taxol biosynthesis in pacific yew. J. Biol. Chem. 270, 8686-8690.
  • Koksal, M., Jin, Y., Coates, R.M., Croteau, R., Christianson, D.W., 2011. Taxadiene synthase structure and evolution of modular architecture in terpene biosynthesis. Nature 469, 116-120.
  • Kucukboyaci, N., Sener, B., 2000. Taxoids from the heartwood of Taxus baccata L. growing in Turkey. Nat Prod Sci 6, 96-101.
  • Kusumoto, D., Suzuki, K., 2003. Spatial distribution and time-course of polyphenol accumulation as a defense response induced by wounding in the phloem of Chamaecyparis obtusa. New Phytol. 159, 167-173.
  • Li, Y.-C., Tao, W.-Y., 2009. Effects of paclitaxel-producing fungal endophytes on growth and paclitaxel formation of Taxus cuspidata cells. Plant Growth Regul. 58, 97-105.
  • Mossor, T., Schramm, R.W., 1972. Colorimetric assay of shikimic acid against quinic acid. Anal. Biochem. 47, 39-45.
  • Mukherjee, S., Ghosh, B., Jha, T.B., S J, 2002. Variation in content of Taxol and related taxanes in Eastern Himalayan populations of Taxus wallichiana. Planta Med. 68, 757-759.
  • Naill, M.C., Kolewe, M.E., Roberts, S.C., 2012. Paclitaxel uptake and transport in Taxus cell suspension cultures. Biochem. Eng. J. 63, 50-56.
  • Ohl, S., Hedrick, S.A., Chory, J., Lamb, C.J., 1990. Functional properties of a phenylalanine ammonia-lyase promoter from Arabidopsis. Plant Cell 2, 837-848.
  • Osakaba, Y., Nishikubo, N., Osakabe, K., 2007. Phenylalanine ammonia lyase in woody plants: a key switch of carbon accumulation in biomass. Jpn. J. Plant Sci. 1, 103-108.
  • Osakabe, Y., Nanto, K., Kitamura, H., Kawai, S., Kondo, Y., Fujii, T., Takabe, K., Katayama, Y., Morohoshi, N., 1996. Immunocytochemical localization of phenylalanine ammonia-lyase in tissues of Populus kitakamiensis. Planta 200, 13-19.
  • Pfaffl, M.W., Horgan, G.W., Dempfle, L., 2002. Relative expression software tool (REST©) for group-wise comparison and statistical analysis of relative expression results in real-time PCR. Nucleic Acids Res. 30, 36-46.
  • Phu, D.H., Trong, P.N.H., Uyen, P.T.T., Nhan, N.T., 2013. Taxane diterpenoids from the heart wood of Taxus wallichiana zucc. (Taxaceae). J. Sci. Technol. 51, 195-199.
  • Reid, A.J., Rogers, A.C., Greenwood, J.S., 2001. Rapid plastic embedding is compatible with colorimetric detection following whole mount in situ hybridization in plant specimens. Biotech. Histochem. 76, 3-9.
  • Roberts, S.C., 2007. Production and engineering of terpenoids in plant cell culture. Nat. Chem. Biol. 3, 387-395.
  • Silvestrini, R., Zaffaroni, N., Orlandi, L., Oriana, S., 1993. In vitro cytotoxic activity of Taxol' and taxotere on primary cultures and established cell lines of human ovarian cancer. Stem Cell. 11, 528-535.
  • Soliman, S.S.M., Tsao, R., Raizada, M.N., 2011. Chemical inhibitors suggest endophytic fungal paclitaxel is derived from both mevalonate and non-mevalonate-like pathways. J. Nat. Prod. 74, 2497-2504.
  • Soliman, S.S., Trobacher, C.P., Tsao, R., Greenwood, J.S., Raizada, M.N., 2013. A fungal endophyte induces transcription of genes encoding a redundant fungicide pathway in its host plant. BMC Plant Biol. 13, 93.
  • Soliman, Sameh S.M., Greenwood, John S., Bombarely, A., Mueller, Lukas A., Tsao, R., Mosser, Dick D., Raizada, Manish N., 2015. An endophyte constructs fungicide-containing extracellular barriers for its host plant. Curr. Biol. 25, 2570-2576.
  • Souza, J.P., Prado, C.H.B.A., Albino, A.L.S., Damascos, M.A., 2009. Shoot-foliage relationships in deciduous, semideciduous, and evergreen cerrado tree species. Braz. J. Plant Physiol. 21, 76-86.
  • Szymanski, W., Wu, B., Weiner, B., de Wildeman, S., Feringa, B.L., Janssen, D.B., 2009. Phenylalanine aminomutase-catalyzed addition of ammonia to substituted cinnamic acids: a route to enantiopure α- and β- amino acids. J. Org. Chem. 74, 9152-9157.
  • Thomas, P.A., Polwart, A., 2003. Taxus baccata L. J. Ecol. 91, 489-524.
  • Vance, N.C., Kelsey, R.G., Sabin, T.E., 1994. Seasonal and Tissue Variation in Taxane Concentrations of Taxus Brevifolia. Phytochemistry 36, 1241-1244.
  • Vidensek, N., Lim, P., Campbell, A., Carlson, C., 1990. Taxol content in bark, wood, root, leaf, twig, and seedling from several Taxus species. J. Nat. Prod. 53, 1609-1610.
  • Wagner, L.J., Flores, H.E., 1994. Effect of Taxol and related compounds on growth of plant pathogenic fungi. Biochem. Cell. Biol. 84, 1173-1178.
  • Walker, K., Croteau, R., 2001. Taxol biosynthetic genes. Phytochemistry 58, 1-7.
  • Walker, K.D., Floss, H.G., 1998. Detection of a phenylalanine aminomutase in cell-free extracts of Taxus brevifolia and preliminary characterization of its reaction. J. Am. Chem. Soc. 120, 5333-5334.
  • Zar, J., 1984. Chapter 18 of. In: Zar, J. (Ed.), Biostatistical Analysis. Prentice-Hall.
  • Zobel, B.J., Buijtenen, J.P.v., 2012. Wood Variation: its Causes and Control. Springer- Verlag, Berlin Heidelberg.