Accessing anti-cancer natural products by plant cell culture

Natural Products and Cancer Drug Discovery

Volumn , Issue , 2013, Pages 193-211

  Leone, Lisa M ^a   Roberts, Susan C ^a  

^a University of Massachusetts   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84915824169     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1007/978-1-4614-4654-5_8     Document Type: Chapter

References (80)

1. Ajikumar PK, Xiao W-H, Tyo KEJ et al (2010) Isoprenoid pathway optimization for taxol precursor overproduction in Escherichia coli. Science (New York, NY) 330:70-74. doi:10.1126/science.1191652.
2. Baebler Š, Hren M, Camloh M et al (2005) Establishment of cell suspension cultures of yew (Taxus × media Rehd.) and assessment of their genomic stability. In Vitro Cell Dev Biol Plant 41:338-343. doi:10.1079/IVP2005642.
3. Bernhardt P, McCoy E, O'Connor SE (2007) Rapid identification of enzyme variants for reengineered alkaloid biosynthesis in periwinkle. Chem Biol 14:888-897. doi:10.1016/j. chembiol.2007.07.008.
4. Booth DR (1999) The hedgehog signalling pathway and its role in basal cell carcinoma. Cancer Metastasis Rev 18:261-284.
5. Bräutigam A, Gowik U (2010) What can next generation sequencing do for you? Next generation sequencing as a valuable tool in plant research. Plant Biol (Stuttg) 12:831-841. doi:10.1111/j.1438-8677.2010.00373.x.
6. Bringi V, Kadkade PG, Prince CL, Roach BL (2007) Enhanced production of taxol and taxanes by cell cultures of Taxus species. Patent# 7264951.
7. Chemler JA, Koffas MAG (2008) Metabolic engineering for plant natural product biosynthesis in microbes. Curr Opin Biotechnol 19:597-605. doi:10.1016/j.copbio.2008.10.011.
8. Chen JK, Taipale J, Cooper MK, Beachy PA (2002) Inhibition of hedgehog signaling by direct binding of cyclopamine to Smoothened. Genes Dev 16:2743-2748. doi:10.1101/gad.1025302.
9. Cheng A-X, Y-gen L, Y-bo M et al (2007) Plant terpenoids: biosynthesis and ecological functions. J Integr Plant Biol 49:179-186. doi:10.1111/j.1672-9072.2006.00395.x.
10. Christen A, Gibson DM, Bland J (1991) Production of taxol or taxol-like compounds in cell culture. Patent# 5019504.
11. Cooper MK, Porter JF, Young KE, Beachy PA (1998) Teratogen-mediated inhibition of target tissue response to Shh signaling. Science 280:1603-1607. doi:10.1126/science.280.5369.1603.
12. Cragg G, Snader K (1991) Taxol: the supply issue. Cancer Cells 3:233-235.
13. Cragg GM, Schepartz SA, Suffness M, Grever MR (1993) The taxol supply crisis. New NCI policies for handling the large-scale production of novel natural product anticancer and anti-HIV agents. J Nat Prod 56:1657-1668.
14. Cragg GM, Boyd MR, Grever MR et al (1995) Pharmaceutical prospecting and the potential for pharmaceutical crops. Natural product drug discovery and development at the United States National Cancer Institute. Ann Mo Bot Gard 82:47-53.
15. Croteau R, Ketchum REB, Long RM et al (2006) Taxol biosynthesis and molecular genetics. Phytochem Rev 5:75-97. doi:10.1007/s11101-005-3748-2.
16. Denis J-N, Greene AE, Guenard D et al (1988) A highly efficient, practical approach to natural taxol. J Am Chem Soc 110:5917-5919.
17. Dietrich JA, Yoshikuni Y, Fisher KJ et al (2009) A novel semi-biosynthetic route for artemisinin production using engineered substrate-promiscuous P450(BM3). ACS Chem Biol 4:261-267. doi:10.1021/cb900006h.
18. Eibl R, Eibl D (2007) Design of bioreactors suitable for plant cell and tissue cultures. Phytochem Rev 7:593-598. doi:10.1007/s11101-007-9083-z.
19. Evans BE, Rittle KE, Bock M et al (1988) Methods for drug discovery: development of potent, selective, orally effective cholecystokinin antagonists. J Med Chem 31:2235-2246.
20. Expósito O, Bonfill M, Moyano E et al (2009) Biotechnological production of taxol and related taxoids: current state and prospects. Anticancer Agents Med Chem 9:109-121.
21. Farkya S, Bisaria VS, Srivastava AK (2004) Biotechnological aspects of the production of the anticancer drug podophyllotoxin. Appl Microbiol Biotechnol 65:504-519. doi:10.1007/s00253-004-1680-9.
22. Firn RD, Jones CG (2003) Natural products? A simple model to explain chemical diversity. Nat Prod Rep 20:382. doi:10.1039/b208815k.
23. Fischbach MA, Clardy J (2007) One pathway, many products. Nat Chem Biol 3:353-355.
24. Gelvin SB (2003) Improving plant genetic engineering by manipulating the host. Trends Biotechnol 21:95-98.
25. Georgiev M, Pavlov A, Ilieva M (2006) Selection of high rosmarinic acid producing Lavandula vera MM cell lines. Process Biochem 41:2068-2071. doi:10.1016/j.procbio.2006.05.007.
26. Georgiev MI, Weber J, Maciuk A (2009) Bioprocessing of plant cell cultures for mass production of targeted compounds. Appl Microbiol Biotechnol 83:809-823. doi:10.1007/s00253-009-2049-x.
27. Georgiev MI, Ludwig-Muller J, Bley T (2010) Hairy root culture: copying nature in new bioprocesses. In: Arora R (ed) Medicinal plant biotechnology. CABI, Cambridge, MA, pp 156-175.
28. Giannis A, Heretsch P, Sarli V, Stössel A (2009) Synthesis of cyclopamine using a biomimetic and diastereoselective approach. Angew Chem Int Ed Engl 48:7911-7914. doi:10.1002/anie.200902520.
29. Gundlach H, Muller MJ, Kutchan TM, Zenk MH (1992) Jasmonic acid is a signal transducer in elicitor-induced plant cell cultures C. Plant Biol 89:2389-2393.
30. Hale V, Keasling JD, Renninger N, Diagana TT (2007) Microbially derived artemisinin: a biotechnology solution to the global problem of access to affordable antimalarial drugs. Am J Trop Med Hyg 77:198-202.
31. Harding K (2004) Genetic integrity of cryopreserved plant cells: a review. Cryoletters 25:3-22.
32. Hartmann T (2007) From waste products to ecochemicals: fifty years research of plant secondary metabolism. Phytochemistry 68:2831-2846. doi:10.1016/j.phytochem.2007.09.017.
33. Havnes M (2011) Plant may yield weapon in the war on cancer. Salt Lake Tribune.
34. Heretsch P, Tzagkaroulaki L, Giannis A (2010) Cyclopamine and hedgehog signaling: chemistry, biology, medical perspectives. Angew Chem Int Ed Engl 49:3418-3427. doi:10.1002/anie.200906967.
35. Holton RA, Somoza C, H-baik K et al (1994) First total synthesis of taxol. 1. Functionalization of the B ring. J Am Chem Soc 116:1597-1598.
36. Kim Y, Wyslouzil BE, Weathers PJ (2002) Secondary metabolism of hairy root cultures in bioreactors. In Vitro Cell Dev Biol Plant 38:1-10. doi:10.1079/IVP2001243.
37. Kingston DGI (1994) Taxol: the chemistry and structure-activity relationships of a novel anticancer agent. Trends Biotechnol 12:222-227.
38. Koehn FE, Carter GT (2005) The evolving role of natural products in drug discovery. Nat Rev Drug Discov 4:206-220. doi:10.1038/nrd1657.
39. Kolewe ME, Gaurav V, Roberts SC (2008) Pharmaceutically active natural product synthesis and supply via plant cell culture technology. Mol Pharm 5:243-256. doi:10.1021/mp7001494.
40. Kolewe ME, Henson MA, Roberts SC (2011) Analysis of aggregate size as a process variable affecting paclitaxel accumulation in Taxus suspension cultures. Biotechnol Prog 27:1365-1372. doi:10.1002/btpr.655.
41. Kutchan TM (2005) A role for intra- and intercellular translocation in natural product biosynthesis. Curr Opin Plant Biol 8:292-300. doi:10.1016/j.pbi.2005.03.009.
42. Lee E-K, Jin Y-W, Park JH et al (2010) Cultured cambial meristematic cells as a source of plant natural products. Nat Biotechnol 28:1213-1217. doi:10.1038/nbt.1693.
43. Leonard E, Yan Y, Fowler ZL et al (2008) Strain improvement of recombinant Escherichia coli for efficient production of plant flavonoids. Mol Pharm 5:257-265. doi:10.1021/mp7001472.
44. Lipkus AH, Yuan Q, Lucas KA et al (2008) Structural diversity of organic chemistry. A scaffold analysis of the CAS registry. J Org Chem 73:4443-4451. doi:10.1021/jo8001276.
45. Ma R, Ritala A, Oksman-Caldentey K-M, Rischer H (2006) Development of in vitro techniques for the important medicinal plant Veratrum californicum. Planta Med 72:1142-1148. doi:10.1055/s-2006-946697.
46. Mas C, Ruiz Altaba A (2010) Small molecule modulation of HH-GLI signaling: current leads, trials and tribulations. Biochem Pharmacol 80:712-723. doi:10.1016/j.bcp. 2010.04.016.
47. Mustafa NR, de Winter W, van Iren F, Verpoorte R (2011) Initiation, growth and cryopreservation of plant cell suspension cultures. Nat Protoc 6:715-742. doi:10.1038/nprot.2010.144.
48. Naik R, Kattige SL, Bhat SV et al (1988) An antiinflammatory cum immunomodulatory piperidinylbenzopyranone from dysoxylum binectariferum: isolation, structure and total synthesis. Tetrahedron 44:2081-2086.
49. Naill MC, Roberts SC (2005a) Culture of isolated single cells from Taxus suspensions for the propagation of superior cell populations. Biotechnol Lett 27:1725-1730. doi:10.1007/s10529-005-2738-1.
50. Naill MC, Roberts SC (2005b) Flow cytometric identification of paclitaxel-accumulating subpopulations. Biotechnol Prog 21:978-983. doi:10.1021/bp049544l.
51. Nakagawa A, Minami H, Kim J-S et al (2011) A bacterial platform for fermentative production of plant alkaloids. Nat Commun 2:326. doi:10.1038/ncomms1327.
52. Newman DJ, Cragg GM (2007) Natural products as sources of new drugs over the last 25 years. J Nat Prod 70:461-477. doi:10.1021/np068054v.
53. Ni X, Wen S, Wang W, et al. (2011) Enhancement of camptothecin production in Camptotheca acuminata hairy roots by overexpressing ORCA3 gene. Journal of Applied Pharmaceutical Science 01:85-88.
54. Nicolau KC, Yang Z, Liu JJ et al (1994) Total synthesis of taxol. Nature 367:630-634.
55. Oatis JE, Brunsfeld P, Rushing JW et al (2008) Isolation, purification, and full NMR assignments of cyclopamine from Veratrum californicum. Chem Cent J 2:12. doi:10.1186/1752-153X-2-12.
56. Ortholand J-Y, Ganesan A (2004) Natural products and combinatorial chemistry: back to the future. Curr Opin Chem Biol 8:271-280. doi:10.1016/j.cbpa.2004.04.011.
57. Patil RA, Kolewe ME, Normanly J et al (2011) Taxane biosynthetic pathway gene expression in Taxus suspension cultures with different bulk paclitaxel accumulation patterns & a molecular approach to understand variability in paclitaxel accumulation. Biotechnol J 1-10. doi:10.1002/biot.201100183.
58. Pollier J, Moses T, Goossens A (2011) Combinatorial biosynthesis in plants: a (p)review on its potential and future exploitation. Nat Prod Rep 1897-1916. doi:10.1039/c1np00049g.
59. Read MA, Palombella VJ (2012) The hedgehog signaling pathway in cancer pathogenesis and therapy. In: Frank DA (ed) Signaling pathways in cancer pathogenesis and therapy. Springer, New York, NY, pp 55-79.
60. Ritala A, Rischer H, Oksman-Caldentey K-M (2007) Plant cell lines established from the medicinal plant Veratrum californicum. Patent# US 2009/0305338 A1.
61. Ro D-K, Paradise EM, Ouellet M et al (2006) Production of the antimalarial drug precursor artemisinic acid in engineered yeast. Nature 440:940-943. doi:10.1038/nature04640.
62. Roberts S, Kolewe M (2010) Plant natural products from cultured multipotent cells. Nat Biotechnol 28:1175-1176. doi:10.1038/nbt1110-1175.
63. Rubin LL, de Sauvage FJ (2006) Targeting the hedgehog pathway in cancer. Nat Rev Drug Discov 5:1026-1033. doi:10.1038/nrd2086.
64. Runguphan W, Qu X, O'Connor SE (2010) Integrating carbon-halogen bond formation into medicinal plant metabolism. Nature 468:461-464. doi:10.1038/nature09524.
65. Sánchez C, Zhu L, Braña AF et al (2005) Combinatorial biosynthesis of antitumor indolocarbazole compounds. Proc Natl Acad Sci U S A 102:461-466. doi:10.1073/pnas.0407809102.
66. Schäfer H, Wink M (2009) Medicinally important secondary metabolites in recombinant microorganisms or plants: progress in alkaloid biosynthesis. Biotechnol J 4:1684-1703. doi:10.1002/biot.200900229.
67. Schnur DM, Beno BR, Tebben AJ, Cavallaro C (2011) Methods for Combinatorial and Parallel Library Design. Chemoinformatics and Computational Chemical Biology. doi:10.1007/978-1-60761-839-3.
68. Senger RS, Phisalaphong M, Karim MN, Linden JC (2006) Development of a culture sub-population induction model: signaling pathways synergy and taxanes production by Taxus canadensis. Biotechnol Prog 22:1671-1682. doi:10.1021/bp0602552.
69. Solomon LD (2011) Synthetic biology: Science, Business, and Policy. 128-129.
70. Stitt M, Sulpice R, Keurentjes J (2010) Metabolic networks: how to identify key components in the regulation of metabolism and growth. Plant Physiol 152:428-444. doi:10.1104/pp. 109.150821.
71. Tremblay MR, Nevalainen M, Nair SJ et al (2008) Semisynthetic cyclopamine analogues as potent and orally bioavailable hedgehog pathway antagonists. J Med Chem 51:6646-6649. doi:10.1021/jm8008508.
72. Tremblay MR, Lescarbeau A, Grogan MJ et al (2009) Discovery of a potent and orally active hedgehog pathway antagonist (IPI-926). J Med Chem 52:4400-4418. doi:10.1021/jm900305z.
73. van der Fits L, Memelink J (2000) ORCA3, a jasmonate-responsive transcriptional regulator of plant primary and secondary metabolism. Science 289:295-297. doi:10.1126/science.289.5477.295.
74. Verpoorte R, Heijden RVD, Hoopen HJG, Memelink J (1999) Metabolic engineering of plant secondary metabolite pathways for the production of fine chemicals. Biotechnol Lett 21:467-479.
75. Weathers P, Liu C, Towler M, Wyslouzil B (2008) Mist reactors: principles, comparison of various systems, and case studies. Biotechnol Bioeng 3:29-37.
76. Werck-reichhart D, Feyereisen R (2000) Protein family review cytochromes P450: a success story. Genome 1:1-9.
77. Wilson RM, Danishefsky SJ (2006) Small molecule natural products in the discovery of therapeutic agents: the synthesis connection. J Org Chem 71:8329-8351. doi:10.1021/jo0610053.
78. Wilson SA, Roberts SC (2011) Recent advances towards development and commercialization of plant cell culture processes for the synthesis of biomolecules. Plant Biotechnol J 1-20. doi:10.1111/j.1467-7652.2011.00664.x.
79. Yukimune Y, Tabata H, Higashi Y, Hara Y (1996) Methyl jasmonate-induced overproduction of paclitaxel and baccatin III in Taxus cell suspension cultures. Nat Biotechnol 14:1129-1132.
80. Zhao J, Davis LC, Verpoorte R (2005) Elicitor signal transduction leading to production of plant secondary metabolites. Biotechnol Adv 23:283-333. doi:10.1016/j.biotechadv.2005.01.003.