Adventitious root cultures of Castilleja tenuiflora Benth. as a source of phenylethanoid glycosides

Industrial Crops and Products

Volumn 36, Issue 1, 2012, Pages 188-195

  Gómez Aguirre, Yenny Adriana ^a   Zamilpa, Alejandro ^b   González Cortazar, Manasés ^b   Trejo Tapia, Gabriela ^a  

^a INSTITUTO POLITÉCNICO NACIONAL   (Mexico)

^b INSTITUTO MEXICANO DEL SEGURO SOCIAL   (Mexico)

Author keywords

Acteoside; Adventitious root cultures; Auxins; Castilleja tenuiflora; Isoacteoside; Phenylethanoid glycosides

Indexed keywords

ACTEOSIDE; ADVENTITIOUS ROOT; AUXINS; CASTILLEJA TENUIFLORA; ISOACTEOSIDE; PHENYLETHANOID GLYCOSIDES;

ACETIC ACID; BIOCHEMISTRY; BIOMASS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; TISSUE;

SUGARS;

ADVENTITIOUS ROOT; BIOACTIVITY; BIOMASS; CHEMICAL COMPOUND; CONIFEROUS TREE; CROP YIELD; ESTER; GROWTH REGULATOR; HERB; LIQUID CHROMATOGRAPHY; MEDICINAL PLANT; TOXICITY TEST;

MEXICO [NORTH AMERICA];

CASTILLEJA TENUIFLORA;

EID: 80054095474     PISSN: 09266690     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.indcrop.2011.09.005     Document Type: Article

References (76)

1. Aloni R., Aloni E., Langhans M., Ullrich C.I. Role of cytokinin and auxin in shaping root architecture: regulating vascular differentiation, lateral root initiation, root apical dominance and root gravitropism. Ann. Bot. 2006, 97:883-893.
2. Alonso-Castro A.J., Villarreal M.L., Salazar-Olivo L.A., Gomez-Sanchez M., Dominguez F., Garcia-Carranca A. Mexican medicinal plants used for cancer treatment: pharmacological, phytochemical and ethnobotanical studies. J. Ethnopharmacol. 2011, 133:945-972.
3. Andary C., Wyldea R., Laffitea C., Privat G., Winternitz F. Structures of verbascoside and orobanchoside, caffeic acid sugar esters from Orobanche rapum-genistae. Phytochemistry 1982, 21:1123-1127.
4. Arthur H., Joubert E., De Beer D., Malherbe C.J., Witthuhn R.C. Phenylethanoid glycosides as major antioxidants in Lippia multiflora herbal infusion and their stability during steam pasteurisation of plant material. Food Chem. 2011, 127:581-588.
5. Avila J.G., de Liverant J.G., Martínez A., Martínez G., Muñoz J.L., Arciniegas A., Romo de Vivar A. Mode of action of Buddleja cordata verbascoside against Staphylococcus aureus. J. Ethnopharmacol. 1999, 66:75-78.
6. Béjar E., Reyes-Chilpa R., Jiménez-Estrada M. Bioactive compounds from selected plants used in the XVI century mexican traditional medicine. Stud. Nat. Prod. Chem. 2000, 24:799-844.
7. Cardinali A., Cicco N., Linsalata V., Minervini F., Pati S., Pieralice M., Tursi N., Lattanzio V. Biological activity of high molecular weight phenolics from olive mill wastewater. J. Agric. Food Chem. 2010, 58:8585-8590.
8. Cardinali A., Linsalata V., Lattanzio V., Ferruzzi M.G. Verbascosides from olive mill waste water: assessment of their bioaccessibility and intestinal uptake using an in vitro digestion/Caco-2 model system. J. Food Sci. 2011, 76:H48-H54.
9. Chen R.C., Su J.H., Yang S.M., Li J., Wang T.J., Zhou H. Effect of isoverbascoside, a phenylpropanoid glycoside antioxidant, on proliferation and differentiation of human gastric cancer cell. Acta Pharmacol. Sin. 2002, 23:997-1001.
10. Cui X.H., Chakrabarty D., Lee E.J., Paek K.Y. Production of adventitious roots and secondary metabolites by Hypericum perforatum L. in a bioreactor. Bioresour. Technol. 2010, 101:4708-4716.
11. Cui X.-H., Murthy H.N., Wu C.-H., Paek K.-Y. Adventitious root suspension cultures of Hypericum perforatum: effect of nitrogen source on production of biomass and secondary metabolites. In Vitro Cell. Dev. Plant 2010, 46:437-444.
12. Dembitsky V.M. Astonishing diversity of natural surfactants: 5 biologically active glycosides of aromatic metabolites. Lipids 2005, 40:869-900.
13. Dhakulkar S., Ganapathi T.R., Bhargava S., Bapat V.A. Induction of hairy roots in Gmelina arborea Roxb. and production of verbascoside in hairy roots. Plant Sci. 2005, 169:812-818.
14. Egger J.M. Nomenclatural changes and selected lectotypifications in Castilleja (Oronbanchaceae). Phytologia 2008, 90:63-82.
15. Esposito E., Dal Toso R., Pressi G., Bramanti P., Meli R., Cuzzocrea S. Protective effect of verbascoside in activated C6 glioma cells: possible molecular mechanisms. Naunyn-Schmied. Arch. Pharmacol. 2010, 381:93-105.
16. Estrada-Zúñiga M.E., Cruz-Sosa F., Rodríguez-Monroy M., Verde-Calvo J.R., Vernon-Carter E.J. Phenylpropanoid production in callus and cell suspension cultures of Buddleja cordata Kunth. Plant Cell Tissue Organ Cult. 2009, 97:39-47.
17. Fukaki H., Okushima Y., Tasaka M. Auxin mediated lateral root formation in higher plants. Int. Rev. Cytol. 2007, 256:111-137.
18. Gálvez M., Martín-Cordero C., Houghton P.J., Ayuso M.J. Antioxidant activity of methanol extracts obtained from Plantago species. J. Agric. Food Chem. 2005, 53:1927-1933.
19. Gamborg O.L., Miller R.A., Ojima K. Nutrient requirements of suspension cultures of soybean root cells. Exp. Cell Res. 1968, 50:151-158.
20. Gangopadhyay M., Dewanjee S., Chakraborty D., Bhattacharya S. Role of exogenous phytohormones on growth and plumbagin accumulation in Plumbago indica hairy roots and conservation of elite root clones via synthetic seeds. Ind. Crop Prod. 2011, 33:445-450.
21. Gardner D.R., Narum J., Zook D., Stermitz F.R. New iridoid glucosides from Castilleja and Besseya: 6 hydroxyadoxoside and 6 isovanillylcatapol. J. Nat. Prod. 1987, 50:485-489.
22. Georgiev M., Alipieva K., Orhan I., Abrashev R., Denev P., Angelova M. Antioxidant and cholinesterases inhibitory activities of Verbascum xanthophoeniceum Griseb. and its phenylethanoid glycosides. Food Chem. 2011, 128:100-105.
23. Georgiev M., Alipieva K., Pashova S., Denev P., Angelova M., Kerns G., Bley T. Antioxidant activity of Devil's claw cell biomass and its active constituents. Food Chem. 2010, 121:967-972.
24. Georgiev M., Ludwig-Müller J., Weber J., Stancheva N., Bley T. Bioactive metabolite production and stress-related hormones in Devil's claw cell suspension cultures grown in bioreactors. Appl. Microbiol. Biotechnol. 2011, 89:1683-1691.
25. Georgiev M.I., Ludwig-Müller J., Alipieva K., Lippert A. Sonication-assisted Agrobacterium rhizogenes-mediated transformation of Verbascum xanthophoeniceum Griseb. for bioactive metabolite accumulation. Plant Cell Rep. 2011, 30:859-866.
26. Grabkowska R., Królicka A., Mielicki W., Wielanek M., Wysokinska H. Genetic transformation of Harpagophytum procumbens by Agrobacterium rhizogenes: iridoid and phenylethanoid glycoside accumulation in hairy root cultures. Acta Physiol. Plant 2010, 32:665-673.
27. Gyurkovska V., Alipieva K., Maciuk A., Dimitrova P., Ivanovska N., Haas C., Bley T., Georgiev M. Anti-inflammatory activity of Devil's claw in vitro systems and their active constituents. Food Chem. 2011, 125:171-178.
28. Holmgren N.H. Four new species of mexican Castilleja (subgenus Castilleja, Scrophulariaceae) and their relatives. Brittonia 1976, 28:195-208.
29. Hu G.S., Hur Y.J., Jia J.M., Lee J.H., Chung Y.S., Yi Y.B., Yun D.J., Park S.K., Kim D.H. Effects of 2-aminoindan-2-phosphonic acid treatment on the accumulation of salidroside and four phenylethanoid glycosides in suspension cell culture of Cistanche deserticola. Plant Cell Rep. 2011, 30:665-674.
30. Hu G.S., Jia J.M., Hur Y.J., Chung Y.S., Lee J.H., Yun D.J., Chung W.S., Yi G.H., Kim T.H., Kim D.H. Molecular characterization of phenylalanine ammonia lyase gene from Cistanche deserticola. Mol. Biol. Rep. 2011, 38:3741-3750.
31. Hung J.Y., Yang C.J., Tsai Y.M., Huang H.W., Huang M.S. Antiproliferative activity of aucubin is through cell cycle arrest and apoptosis in human non-small cell lung cancer A549 cells. Clin. Exp. Pharmacol. Physiol. 2008, 35:995-1001.
32. Hwang S.J. Growth characteristics and catalpol production in chinese foxglove (Rehmannia glutinosa Liboschitz) hairy roots transformed with Agrobacterium rhizogenes ATCC15834. J. Plant Biol. 2005, 48:380-386.
33. Isacchi B., Iacopi R., Bergonzi M.C., Ghelardini C., Galeotti N., Norcini M., Vivoli E., Vincieri F.F., Bilia A.R. Antihyperalgesic activity of verbascoside in two models of neuropathic pain. J. Pharm. Pharmacol. 2011, 63:594-601.
34. Jimenez M., Padilla M.E., Reyes-Chilpa R., Espinosa L.M., Melendez E., Lira-Rocha A. Iridoid glycoside constituents of Castilleja tenuiflora. Biochem. Syst. Ecol. 1995, 23:455-456.
35. Kahraman C., Tatli I.I., Orhan I.E., Akdemir Z.S. Cholinesterase inhibitory and antioxidant properties of Verbascum mucronatum Lam. and its secondary metabolites. Z. Naturforsch. C 2010, 65:667-674.
36. Kawada T., Asano R., Makino K., Sakuno T. Synthesis of isoacteside, a dihydroxyphenylethyl gycoside. J. Wood Sci. 2002, 48:512-515.
37. Kernan M.R., Amarquaye A., Chen J.L., Chan J., Sesin D.F., Parkinson N., Ye Z.-J., Barrett M., Bales C., Stoddart C.A., Sloan B., Blanc P., Limbach C., Mrisho S., Rozhon E.J. Antiviral phenylpropanoid glycosides from the medicinal plant Markhamia lutea. J. Nat. Prod. 1998, 61:564-570.
38. Kim K.H., Kim S., Jung M.Y., Ham I.H., Whang W.K. Anti-inflammatory phenylpropanoid glycosides from Clerodendron trichotomum leaves. Arch. Pharm. Res. 2009, 32:7-13.
39. Kim Y.-S., Hahn E.-J., Yeung E.C., Paek K.-Y. Lateral root development and saponin accumulation as affected by IBA or NAA in adventitious root cultures of Panax ginseng C.A. Meyer. In Vitro Cell Dev. Plant 2003, 39:245-249.
40. Lee Y., Lee D.-E., Lee H.-S., Kim S.-K., Lee W.S., Kim S.-H., Kim M.-W. Influence of auxins, cytokinins, and nitrogen on production of rutin from callus and adventitious roots of the white mulberry tree (Morus alba L.). Plant Cell Tissue Organ Cult. 2011, 105:9-19.
41. Li L., Tsao R., Liu Z., Liu S., Yang R., Young J.C., Zhu H., Deng Z., Xie M., Fu Z. Isolation and purification of acteoside and isoacteoside from Plantago psyllium L. by high-speed counter-current chromatography. J. Chromatogr. A 2005, 1063:161-169.
42. Lubbe A., Verpoorte R. Cultivation of medicinal and aromatic plants for specialty industrial materials. Ind. Crop Prod. 2011, 34:785-801.
43. Martin F., Hay A.-E., Quinteros V.R., Cressend D., Reist M., Gupta M.P., Carrupt P.A., Hostettmann K. Antioxidant phenylethanoid glycosides and a neolignan from Jacaranda caucana. J. Nat. Prod. 2009, 72:852-856.
44. Martínez-Bonfil B.P., Salcedo-Morales G., López-Laredo A.R., Ventura-Zapata E., Evangelista-Lozano S., Trejo-Tapia G. Shoot regeneration and determination of iridoid levels in the medicinal plant Castilleja tenuiflora Benth. Plant Cell Tissue Organ Cult. 2011, 10.1007/s11240-011-9970-2.
45. Martins F.O., Esteves P.F., Mendes G.S., Barbi N.S., Menezes F.S., Romanos M.T. Verbascoside isolated from Lepechinia speciosa has inhibitory activity against HSV-1 and HSV-2 in vitro. Nat. Prod. Commun. 2009, 4:1693-1696.
46. Mazzon E., Esposito E., Di Paola R., Riccardi L., Caminiti R., Dal Toso R., Pressi G., Cuzzocrea S. Effects of verbascoside biotechnologically produced by Syringa vulgaris plant cell cultures in a rodent model of colitis. Naunyn-Schmied. Arch. Pharmacol. 2009, 380:79-94.
47. Morikawa T., Pan Y., Ninomiya K., Imura K., Matsuda H., Yoshikawa M., Yuan D., Muraoka O. Acylated phenylethanoid oligoglycosides with hepatoprotective activity from the desert plant Cistanche tubulosa. Bioorg. Med. Chem. 2010, 18:1882-1890.
48. Nagao T., Abe F., Okabe H. Antiproliferative constituents in the plants 7. Leaves of Clerodendron bungei and leaves and bark of C. trichotomum. Biol. Pharm. Bull. 2001, 24:1338-1341.
49. Nandagopal S., Ranjitha-Kumari B.D. Effectiveness of auxin induced in vitro root culture in chicory. J. Cent. Eur. Agric. 2007, 8:73-80.
50. Nazemiyeh H., Rahman M.M., Gibbons S., Nahar L., Delazar A., Ghahramani M.-A., Talebpour A.-H., Sarker S.D. Assessment of the antibacterial activity of phenylethanoid glycosides from Phlomis lanceolata againts multiple-drug-resistant strains of Staphylococcus aureus. J. Nat. Med. 2008, 62:91-95.
51. Nesom G.L. Taxonomy of the Castilleja tenuiflora group (Scrophulariaceae) in Mexico, with an overview of sect. Castilleja. Phytologia 1992, 73:389-390.
52. Nguyen A.-T., Fontaine J., Malonne H., Claeys M., Luhmer M., Duez P. A sugar ester and an iridoid glycoside from Scrophularia ningpoensis. Phytochemistry 2005, 66:1186-1191.
53. Ouyang J., Wang X., Zhao B., Wang Y. Enhanced production of phenylethanoid glycosides by precursor feeding to cell culture of Cistanche deserticola. Process Biochem. 2005, 40:3480-3484.
54. Pettit G.R., Numata A., Takemura T., Ode R.H., Narula A.S., Schmidt J.M., Cragg G.M., Pase C.P. Antineoplastic agents, 107. Isolation of acteoside and isoacteoside from Castilleja linariaefolia. J. Nat. Prod. 1990, 53:456-458.
55. Reis R.V., Borges A.P.P.L., Chierrito T.P.C., de Souto E.R., de Souza L.M., Iacomini M., de Oliveira A.J.B., Gonçalves R.A.C. Establishment of adventitious root culture of Stevia rebaudiana Bertoni in a roller bottle system. Plant Cell Tissue Organ Cult. 2011, 106:329-335.
56. Saimaru H., Orihara Y. Biosynthesis of acteoside in cultured cells of Olea europaea. J. Nat. Med. 2009, 64:139-145.
57. Sakunphueak A., Panichayupakaranant P. Effects of donor plants and plant growth regulators on naphthoquinone production in root cultures of Impatiens balsamina. Plant Cell Tissue Organ Cult. 2010, 102:9-15.
58. Salcedo-Morales G., Rosas-Romero G., Nabor-Correa N., Bermúdez-Torres K., López-Laredo A.R., Trejo-Tapia G. Propagation and conservation of Castilleja tenuiflora Benth. (Hierba del cancer) through in vitro culture. Polibotánica 2009, 28:119-137.
59. Sarasan V., Kite G.C., Sileshi G.W., Stevenson P.C. Applications of phytochemical and in vitro techniques for reducing over-harvesting of medicinal and pesticidal plants and generating income for the rural poor. Plant Cell Rep. 2011, 30:1163-1172.
60. Scogin R. The distribution of acteoside among angiosperms. Biochem. Syst. Ecol. 1992, 20:477-480.
61. Shilpa K., Selvakkumar C., Senthil A.K., Lakshmi B.S. In vitro root culture of Ocimum sanctum L. and evaluation of its free radical scavenging activity. Plant Cell Tissue Organ Cult. 2010, 101:105-109.
62. Shindo K., Saito E., Sekiya M., Matsui T., Koike Y. Antioxidative activity of the flower of Torenia fournieri. J. Nat. Med. 2008, 62:247-248.
63. Sinaphet B., Noiarsa P., Rujirawat S., Otsuka H., Kanchanapoom T. Dolichandroside, a new phenolic triglycoside from Dolichandrone serrulata (DC.) Seem. J. Nat. Med. 2006, 60:251-254.
64. Singh N., Shukla N., Singh P., Sharma R., Rajendran S.M., Maurya R., Palit G. Verbascoside isolated from Tectona grandis mediates gastric protection in rats via inhibiting proton pump activity. Fitoterapia 2010, 81:755-761.
65. Sorin C., Bussell J.D., Camus I., Ljung K., Kowalczyk M., Geiss G., McKhann H., Garcion C., Vaucheret H., Sandberg G., Bellini C. Auxin and light control of adventitious rooting in Arabidopsis require ARGONAUTE1. Plant Cell 2005, 17:1343-1359.
66. Stancheva N., Weber J., Schulze J., Alipieva K., Ludwig-Müller J., Haas C., Georgiev V., Bley T., Georgiev M. Phytochemical and flow cytometric analyses of Devil's claw cell cultures. Plant Cell Tissue Organ Cult. 2011, 105:79-84.
67. Stermitz F.R., Ianiro T.T., Robinson R.D., Gardner D.R. 6-O-Acetylmelittoside and other iridoids from Castilleja species. J. Nat. Prod. 1991, 54:626-628.
68. Tank D.C., Egger J.M., Olmstead R.G. Phylogenetic classification of subtribe Castillejinae (Orobanchaceae). Syst. Bot. 2009, 34:182-197.
69. Thorne R.F. The classification and geography of the flowering plants: dicotyledons of the class angiospermae (subclasses Magnoliidae, Ranunculidae, Caryophyllidae, Dilleniidae, Rosidae, Asteridae, and Lamiidae). Bot. Rev. 2000, 66:441-647.
70. Tomilov A.A., Tomilova N.B., Abdallah I., Yoder J.I. Localized hormone fluxes and early haustorium development in the hemiparasitic plant Triphysaria versicolor. Plant Physiol. 2005, 138:1469-1480.
71. Trejo-Tapia G., Rosas-Romero G., López-Laredo A.R., Bermúdez-Torres K., Zamilpa A. In vitro organ cultures of the cancer herb Castilleja tenuiflora Benth. as potential sources of iridoids and antioxidant compounds. Biotechnological Production of Plant Secondary Metabolites 2011, 1-21. Bentham Science Publishers Ltd. I. Orhan (Ed.).
72. Wagner H., Bladt S., Zgainski E.M. Plant Drug Analysis. A Thin Layer Chromatography Atlas 1983, Springer-Verlag, Germany.
73. Wesselingh R.A., van Groenendael J.M. The biology of non-weedy hemiparasitic Orobanchaceae: synthesis and perspectives. Folia Geobot. 2005, 40:311-318.
74. Wysokinska H., Rozga M. Establishment of transformed root cultures of Paulownia tomentosa for verbascoside production. J. Plant Physiol. 1998, 152:78-83.
75. Yoshikawa M., Matsuda H., Morikawa T., Xie H., Nakamura S., Muraoka O. Phenylethanoid oligoglycosides and acylated oligosugars with vasorelaxant activity from Cistanche tubulosa. Bioorg. Med. Chem. 2006, 14:7468-7475.
76. Zuzarte M.R., Dinis A.M., Cavaleiro C., Salgueiro L.R., Canhoto J.M. Trichomes, essential oils and in vitro propagation of Lavandula pedunculata (Lamiaceae). Ind. Crop Prod. 2010, 32:580-587.