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Plant-Environment Interactions

Enhanced artemisinin accumulation and metabolic profiling of transgenic Artemisia annua L. plants over-expressing by rate-limiting enzymes from isoprenoid pathway

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Pages 655-665 | Received 07 Nov 2013, Accepted 06 Feb 2014, Published online: 10 Mar 2014

References

  • Abdin MZ, Israr M, Rehman RU, Jain SK. 2003. Artemisinin, a novel antimalarial drug: biochmical and molecular approaches for enhanced production. Planta Med. 69:289–299. 10.1055/s-2003-38871
  • Akhila A. 2007. Metabolic engineering of biosynthetic pathways leading to isoprenoids: mono- and sesquiterpenes in plastids and cytosol. J Plant Interact. 2:195–204. 10.1080/17429140701670953
  • Akhila A, Kumkum R, Thakur RS. 1990. Biosynthesis of artemisinic acid in Artemisia annua. Phytochemistry. 29:2129–2132. 10.1016/0031-9422(90)83020-2
  • Alam P, Abdin MZ. 2011. Over-expression of HMG-CoA reductase and amorpha-4, 11-diene synthase genes in Artemisia annua L. and its influence on artemisinin content. Plant Cell Rep. 30:1919–1928. 10.1007/s00299-011-1099-6
  • Aquil S, Husaini AM, Abdin MZ, Rather GM. 2009. Overexpression of the HMG-CoA reductase gene leads to enhanced artemisinin biosynthesis in transgenic Artemisia annua plants. Planta Med. 75:1–6. 10.1055/s-0029-1185775
  • Arsenault PR, Vail DR, Wobbe KK, Weathers PJ. 2010. Effect of sugars on artemisinin production in Artemisia annua L.: transcription and metabolite measurements. Molecules. 15:2302–2318. 10.3390/molecules15042302
  • Banerjee S, Zehra M, Gupta MM, Kumar S. 1997. Agrobacterium rhizogenes-mediated transformation of Artemisia annua: production of transgenic plants. Planta Med. 63:467–469. 10.1055/s-2006-957737
  • Bertea CM, Freije JR, van der Woude H, Verstappen FW, Perk L, Marquez V, De Kraker JW, Posthumus MA, Jansen BJ, de Groot A, Franssen MC, Bouwmeester HJ. 2005. Identification of intermediates and enzymes involved in the early steps of artemisinin biosynthesis in Artemisia annua. Planta Med. 71:40–47. 10.1055/s-2005-837749
  • Brown GD. 2010. The biosynthesis of artemisinin (Qinghaosu) and the phytochemistry of Artemisia annua L. (Qinghao). Molecules. 15:7603. 10.3390/molecules15117603
  • Brown GD, Sy LK. 2004. In vivo transformations of dihydroartemisinic acid in Artemisia annua plants. Tetrahedron. 60:1139–1159. 10.1016/j.tet.2003.11.070
  • Brown GD, Sy LK. 2007. In vivo transformations of artemisinic acid in Artemisia annua plants. Tetrahedron. 63:9548–9566. 10.1016/j.tet.2007.06.062
  • Chen D, Ye H, Li G. 2000. Expression of a chimeric farnesyl diphosphate synthase gene in Artemisia annua L. transgenic plants via Agrobacterium tumefaciens-mediated transformation. Plant Sci. 155:179–185. 10.1016/S0168-9452(00)00217-X
  • Chen DH, Liu CJ, Ye HC, Li GF, Liu BY, Meng YL, Chen XY. 1999. Ri-mediated transformation of Artemisia annua with a recombinant farnesyl diphosphate synthase gene for artemisinin production. Plant Cell Tissue Organ Cult. 7:157–162. 10.1023/A:1006326818509
  • Christen P, Veuthey JL. 2001. New trends in extraction, identification and quantification of artemisinin and its derivatives. Curr Med Chem. 8:1827–1839. 10.2174/0929867013371563
  • Geng S, Ma M, Ye HC, Liu BY, Li GF, Chong K. 2001. Effects of ipt gene expression on the physiological and chemical characteristics of Artemisia annua L. Plant Sci. 160:691–698. 10.1016/S0168-9452(00)00453-2
  • Jha P, Ram M, Khan MA, Kiran U, Mahamooduzzafar, Abdin MZ. 2010. Impact of organic manure and chemical fertilizers on artemisinin content and yield in Artemisia annua L. Ind Crops Prod. 33:296–301. 10.1016/j.indcrop.2010.12.011
  • Kudakasseril GJ, Lam L, Staba EJ. 1987. Effect of sterol inhibitors on the incorporation of 14C-isopentenyl pyrophosphate into artemisinin by a cell-free system from Artemisia annua tissue cultures and plants. Planta Med. 53:280–284. 10.1055/s-2006-962706
  • Liersch R, Soicke H, Stehr C, Tullner HV. 1986. Formation of artemisinin in Artemisia annua during one vegetation period. Planta Med. 52:387–390. 10.1055/s-2007-969193
  • Ma C, Wang H, Lu X, Xu G, Liu B. 2008. Metabolic fingerprinting investigation of Artemisia annua L. in different stages of development by gas chromatography and gas chromatography-mass spectrometry. J Chromatogr A. 1186:412–419. 10.1016/j.chroma.2007.09.023
  • Meyer P. 1995. Understanding and controlling transgene expression. Trends Biotechnol. 13:332–337. 10.1016/S0167-7799(00)88977-5
  • Morales MR, Charles DJ, Simon JE. 1993. Seasonal accumulation of artemisinin in Artemisia annua L. Acta Hort. 344:416–420.
  • Nafis T, Akmal M, Ram M, Alam P, Ahlawat S, Mohammad A, Abdin MZ. 2011. Enhancement of artemisinin content by constitutive expression of HMG-CoA reductase gene in high-yielding strain of Artemisia annua L. Plant Biotechnol Rep. 5:53–60. 10.1007/s11816-010-0156-x
  • NIST02. 2008. Mass spectral database. Gaithersburg (MD): National Institute of Standards and Technology.
  • Olsson ME, Olofsson LM, Lindahl AL, Lundgren A, Brodelius M, Brodelius PE. 2009. Localization of enzymes of artemisinin biosynthesis to the apical cells of glandular secretory trichomes of Artemisa annua L. Phytochemistry. 70:1123. 10.1016/j.phytochem.2009.07.009
  • Picaud S, Mercke P, He X, Sterner O, Brodelius M, Cane DE, Brodelius PE. 2006. Amorpha-4, 11-diene synthase: mechanism and stereochemistry of the enzymatic cyclization of farnesyl diphosphate. Arch Biochem Biophys. 448:150–155. 10.1016/j.abb.2005.07.015
  • Ram M, Khan MA, Jha P, Khan S. 2010. HMG-CoA reductase limits artemisinin biosynthesis and accumulation in Artemisia annua L. Plants Acta Physiol Plant. 32:859–866. 10.1007/s11738-010-0470-5
  • Reale S, Fasciani P, Pace L, De Angelis F, Marcozzi G. 2011. Volatile fingerprints of artemisinin-rich Artemisia annua cultivars by headspace solid-phase microextraction gas chromatography mass spectrometry. Rapid Commun Mass Spectrom. 25:2511–2516. 10.1002/rcm.5155
  • Schauer N, Fernie AR. 2006. Plant metabolomics: towards biological function and mechanism. Trends Plant Sci. 11:508–516. 10.1016/j.tplants.2006.08.007
  • Schramek N, Wang H, Römisch-Margl W, Keil B, Radykewicz T, Winzenhörlein B, Beerhues L, Bacher A, Rohdich F, Gershenzon J, Liu B, Eisenreich W. 2010. Artemisinin biosynthesis in growing plants of Artemisia annua. A 13CO2 study. Phytochemistry. 71:179–187. 10.1016/j.phytochem.2009.10.015
  • Sipahimalani AT, Fulzele DP, Heble MR. 1991. Rapid method for the detection and determination of artemisinin by gas chromatography. J Chromatogr. 538:452–455.
  • Spiker S, Thompson WF. 1996. Nuclear matric attachment regions and transgene expression in plants. Plant Physiol. 110:15–21.
  • Teoh KT, Polichuk DR, Reed DW, Covello PS. 2009. Molecular cloning of an aldehyde dehydrogenase implicated in artemisinin biosynthesis in Artemisia annua. Botany. 87:635–642. 10.1139/B09-032
  • Towler MJ, Weathers PJ. 2007. Evidence of artemisinin production from IPP stemming from both the mevalonate and the non mevalonate pathways. Plant Cell Rep. 26:2129–2136. 10.1007/s00299-007-0420-x
  • Van Nieuwerburgh FCW, Vande Casteele SRF, Maes L, Goossens A, Inze D, Van Bocxlaer J, Deforce DLD. 2006. Quantitation of artemisinin and its biosynthetic precursors in Artemisia annua L. by high performance liquid chromatography-electrospray quadrupole time-of-flight tandem mass spectrometry. J Chromatogr. 1118:180–187. 10.1016/j.chroma.2006.03.121
  • Wallaart TE, Bouwmeester HJ, Hille J, Poppinga L, Maijers NC. 2001. Amorpha-4, 11-diene synthase: cloning and functional expression of a key enzyme in the biosynthetic pathway of the novel anti-malarial drug artemisinin. Planta. 212:460–465. 10.1007/s004250000428
  • Wang H, Ge L, Ye HC, Chong K, Liu BY, Li GF. 2004. Studies on the effects of fpf1 gene on Artemisia annua flowering time and on the linkage between flowering and artemisinin biosynthesis. Planta Med. 70:347–352. 10.1055/s-2004-818947
  • Wang H, Liu Y, Chong K, Liu BY, Ye HC, Li ZQ, Yan F, Li GF. 2007. Earlier flowering induced by over-expression of CO gene does not accompany increase of artemisinin biosynthesis in Artemisia annua. Plant biol. 9:442–446. 10.1055/s-2006-924634
  • Weathers PJ, Arsenault PR, Covello PS, McMickle A, Teoh KH, Reed DW. 2011. Artemisinin production in Artemisia annua: studies in planta and results of a novel delivery method for treating malaria and other neglected diseases. Phytochem Rev. 10:173–182.
  • Wiley6. 1989. Registry of mass spectral data. In McLafferty FW, Stauffer DB, editors. Wiley/NBS Registry of Mass Spectral Data. New York (NY): John Wiley.
  • Wills RBH, Scurr EV. 1975. Mevalonic acid concentrations in fruit and vegetable tissues. Phytochem Rep. 14:1643.
  • Zhang Y, Teoh KH, Reed DW, Maes L, Goossens A, Olson DJ, Ross AR, Covello PS. 2008. The molecular cloning of artemisinic aldehyde Delta11(13) reductase and its role in glandular trichome dependent biosynthesis of artemisinin in Artemisia annua. J Biol Chem. 283:21501–21508. 10.1074/jbc.M803090200
  • Zhao SS, Zeng MY. 1986. Determination of qinghaosu in Artemisia annua L. by high performance liquid chromatography. Chin J Pharm Anal. 6:3–5.