Influence of auxins and sucrose in monoterpenoid oxindole alkaloid production by Uncaria tomentosa cell suspension cultures

Biotechnology Progress

Volumn 21, Issue 1, 2005, Pages 198-204

  Luna Palencia, Gabriela R ^a   Cerda García Rojas, Carlos M ^a   Rodríguez Monroy, Mario ^b   Ramos Valdivia, Ana C ^a  

^a DEPARTAMENTO DE FÍSICA   (Mexico)

^b INSTITUTO POLITÉCNICO NACIONAL   (Mexico)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID; ACIDS; BIOMASS; CELL CULTURE; CELLS; GROWTH KINETICS; SUGAR (SUCROSE);

2,4-DICHLOROPHENOXYACETIC ACIDS; DRY WEIGHT (DW); OXINDOLE ALKALOIDS; UNCARIA TOMENTOSA CELLS;

SUSPENSIONS (FLUIDS);

ALKALOID; INDOLE DERIVATIVE; INDOLEACETIC ACID DERIVATIVE; SUCROSE; TERPENE;

ARTICLE; BIOSYNTHESIS; CELL CULTURE; CHEMISTRY; CONFORMATION; CULTURE MEDIUM; CYTOLOGY; DRUG EFFECT; SUSPENSION; TIME; UNCARIA TOMENTOSA;

ALKALOIDS; CAT'S CLAW; CELLS, CULTURED; CULTURE MEDIA; INDOLEACETIC ACIDS; INDOLES; MOLECULAR CONFORMATION; MONOTERPENES; SUCROSE; SUSPENSIONS; TIME FACTORS;

UNCARIA TOMENTOSA;

EID: 13544258767     PISSN: 87567938     EISSN: None     Source Type: Journal    
DOI: 10.1021/bp0497031     Document Type: Article

References (43)

1. Obregón-Vilches, L. E. Género Uncaria: Estudios botánicos, químicos y farmacológicos de Uncaria tomentosa (Willd) DC y Uncaria guianensis; Instituto de Fitoterapia Americano: Lima, Peru, 1995; pp 12-119.
2. Keplinger, K.; Laus, G.; Wurm, M.; Dierich, M. P.; Teppner, H. Uncaria tomentosa (Willd.) DC. Ethnomedicinal use and new pharmacological, toxicological and botanical results. J. Ethnopharmacol. 1999, 64, 23-34.
3. Laus, G.; Brösser, D.; Kleplinger, K. Alkaloids of Peruvian Uncaria tomentosa. Phytochemistry 1997, 45, 855-860.
4. Wurm, M.; Kacani, L.; Laus, G.; Keplinger, K.; Dierich, M. P. Pentacyclic oxindole alkaloids from Uncaria tomentosa induce human endothelial cells to release a lymphocyte-proliferation-regulating factor. Planta Med. 1998, 64, 701-704.
5. Winkler, C.; Wirleitner, B.; Schroecksnadel, K.; Schennach, H.; Mur, E.; Fuchs, D. In vitro effects of two extracts and two pure alkaloid preparations of Uncaria tomentosa on peripheral blood mononuclear cells. Planta Med. 2004, 70, 205-210.
6. Sheng, Y.; Pero, R. W.; Amiri, A.; Bryngelsson, C. Induction of apoptosis and inhibition of proliferation in human tumor cells treated with extracts of Uncaria tomentosa. Anticancer Res. 1998, 18, 3363-3368.
7. Mustalish, R. W.; Evans, B.; Tucker, C.; Klein, K. Development of a phytohabitat index for medicinal plants in the Peruvian Amazon. Acta Hortic. 1996, 426, 123-132.
8. Shellard, E. J.; Phillipson, J. D.; Gupta, D. The Mitragyna species of Asia. The alkaloids from bark of Mitragyna parvifolia (Roxb) Korth and a possible biogenetic route for the oxindole alkaloids. Planta Med. 1969, 17, 146-163.
9. Verpoorte, R.; van der Heijden, R.; Moreno, P. R. H. Biosynthesis of terpenoid indole alkaloids in Catharanthus roseus cells. In The Alkaloids; Cordell, G. A., Ed.; Academic Press: San Diego, CA, 1997; Vol. 49, pp 221-299.
10. Blechert, S.; Brodschelm, W.; Holder, S.; Kammerer, L.; Kutchan, T.; Mueller, J. M.; Xia, Z. Q.; Zenk, M. H. The octadecanoic pathway: Signal molecules for the regulation of secondary pathways. Proc. Natl. Acad. Sci. 1995, 92, 4099-4105.
11. Panda, A. K.; Mishra, S.; Bisaria, V. S. Alkaloid production by plant cell suspension cultures of Holarrhena antidysenterica: I. Effect of major nutrients. Biotechnol. Bioeng. 1992, 39, 1043-1051.
12. Flores-Sánchez, I. J.; Ortega-López, J.; Montes-Horcasitas, M. C.; Ramos-Valdivia, A. C. Biosynthesis of sterols and triterpenes in cell suspension cultures of Uncaria tomentosa. Plant Cell Physiol. 2002, 43, 1502-1509.
13. Arvy, M. P.; Imbault, N.; Naudascher, F.; Thiersault, M.; Doireau, P. 2,4-D and alkaloid accumulation in periwinkle cell suspensions. Biochimie 1994, 76, 410-416.
14. Gundlach, H.; Müller, M. J.; Kutchan, T. M.; Zenk, M. H. Jasmonic acid is a signal transducer in elicitor-induced plant cell cultures. Proc. Natl. Acad. Sci. U.S.A. 1992, 89, 2389-2393.
15. Aerts, R. J.; Gisi, D.; De Carolis, E.; De Luca, V.; Baumann, T. W. Methyl jasmonate vapor increase the developmentally controlled synthesis of alkaloids in Catharanthus and Cinchona seedlings. Plant J. 1994, 5, 635-643.
16. Gantet, P.; Imbault, N.; Thiersault, M.; Doireau, P. Inhibition of alkaloid accumulation by 2,4-D in Catharanthus roseus cell suspension is overcome by methyl jasmonate. Acta Bot. Gall. 1997, 144, 501-508.
17. Gantet, P.; Imbault, N.; Thiersault, M.; Doireau, P. Necessity of a functional octadecanoic pathway for indole alkaloid synthesis by Catharanthus roseus cell suspension cultured in an auxin-starved medium. Plant Cell Physiol. 1998, 39, 220-225.
18. Mérillon, J. M.; Rideau, M.; Chenieux, C. Influence of sucrose on levels of ajmalicine, serpentine and tryptamine in Catharanthus roseus cells in vitro. Planta Med. 1984, 48, 497-502.
19. Morris, P.; Rudge, K.; Cresswell, R.; Fowler, M. W. Regulation of product synthesis in cell cultures of Catharanthus roseus V. Long-term maintenance cells on a production medium. Plant Cell, Tissue Organ Cult. 1989, 17, 79-90.
20. Stepan-Sarkissian, G.; Fowler, M. W. The metabolism and utilization of carbohydrates by suspension cultures of plant cells. In Carbohydrate metabolism in cultured cells; Morgan, M. J., Ed.; Plenum: London, 1986; pp 151-181.
21. 2+-calmodulin requirement in Vitis vinifera cells producing anthocyanins. Phytochemistry 2000, 53, 659-665.
22. Wang, H. Q.; Yu, J. T.; Zhong, J. J. Significant improvement of taxane production in suspension cultures of Taxus chinensis by sucrose feeding strategy. Process Biochem. 2000, 35, 479-483.
23. Rothe, G.; Garske, U.; Dräger, B. Calystegines in root cultures of Atropa belladonna respond to sucrose, not to elicitation. Plant Sci. 2001, 160, 1043-1053.
24. Shanks, J. V.; Bhadra, R. Characteristics of selected hairy roots lines of Catharanthus roseus. In Hairy roots; Doran, P. M., Ed.; Harwood Academic: Chichester, U.K., 1997; pp 51-63.
25. Kimball, S. L.; Deversdrof, W. D.; Bingham, E. T. Influence of osmotic potential on the growth and development of soyabean tissue culture. Crop Sci. 1975, 15, 750-752.
26. Rolland, F.; Moore, B.; Sheen, J. Sugar sensing and signaling in plants. Plant Cell 2002, S185-S205.
27. Jang, J. C.; Leon, P.; Zhou, L.; Sheen, J. Hexokinase as a sugar sensor in higher plants. Plant Cell 1997, 9, 5-19.
28. Baerheim, A.; Verpoorte, R. TLC identification of Uncaria alkaloids and identification of Uncaria alkaloids on silica gel layers. In Chromatography of alkaloids. Part A: Thin-layer chromatography; Elsevier Scientific Publishing: Amsterdam, Oxford, and New York, 1983; pp 355-358.
29. Arbain, D.; Putri, M. M.; Sargent, M. V.; Syarif, M. The alkaloids of Uncaria glabrata. Austr. J. Chem. 1993, 46, 863-872.
30. Toure, H.; Babadjamian, A.; Balansard, G.; Faure, R.; Houghton, P. J. Complete H-1 and C-13 NMR chemical-shift assignments for some pentacyclic oxindole alkaloids. Spectrosc. Lett. 1992, 25, 293-300.
31. Beecham, A. F.; Hart, N. K.; Johns, S. R.; Lamberton, J. A. The stereochemistry of oxindole alkaloids: Uncarines A, B (formosanine), C (pteropodine), D (speciophylline), E (isopteropodine) and F. Austr. J. Chem. 1968, 21, 491-504.
32. Murashige, T.; Skoog, F. A revised medium for rapid growth and bioassays with tobacco tissue cultures. Physiol. Plant. 1962, 15, 473-479.
33. van der Handel, E. Direct microdetermination of sucrose. Anal. Biochem. 1968, 22, 280-283.
34. Ganzera, M.; Muhammad, I.; Khan, R. A.; Khan, I. A. Improved method for the determination of oxindole alkaloids in Uncaria tomentosa by high performance liquid chromatography. Planta Med. 2001, 67, 447-450.
35. Stuppner, H.; Sturm, S.; Konwalinka, G. HPLC analysis of the main oxindole alkaloids from Uncaria tomentosa. Chromatographia 1992, 34, 597-600.
36. Laus, G.; Keplinger, D. Separation of stereoisomeric oxindole alkaloids from Uncaria tomentosa by high performance liquid chromatography. J. Chromatogr. A 1994, 662, 243-249.
37. Smeekans, S. Sugar-induced signal transduction in plants. Annu. Rev. Plant Physiol. Plant Mol. Biol. 2000, 51, 49-81.
38. Morris, P.; Rudge, K.; Cresswell, R.; Fowler, M. W. Regulation of product synthesis in cell cultures of Catharanthus roseus II. Comparation of production media. Planta Med. 1986, 52, 121-126.
39. Kohda, H.; Namera, A.; Koyama, A.; Yamasaki, K.; Tani, T. Indole alkaloid production in callus cultures of Uncaria rhynchophylla. Chem. Pharm. Bull. 1996, 44, 352-357.
40. Stevens, L. H.; Schripsema, J.; Pennings, E. J. M.; Verpoorte, R. Activities of enzymes involved in indole alkaloid biosynthesis in suspension cultures of Catharanthus, Cinchona and Tabernaemontana species. Plant Physiol. Biochem. 1992, 30, 675-681.
41. Eilert, U.; Constabel, F.; Kurz, W. G. W. Elicitor-stimulation of monoterpene indole alkaloid formation in suspension cultures of Catharanthus roseus. J. Plant Physiol. 1986, 126, 11-22.
42. Verpoorte, R.; van der Heijden, R.; ten Hoopen, H. J. G.; Memelink, J. Metabolic engineering of plant secondary metabolite pathway for the production of fine chemicals. Biotechnol. Lett. 1999, 21, 467-479.
43. Luna-Palencia, G. R. Producción de alcaloides indolterpé nicos por cultivo de células de Uncaria tomentosa. Ms.Sc. thesis, CINVESTAV-IPN, Mexico City, 2002.