Establishment of hairy root cultures of rhaponticum carthamoides (Willd.) Iljin for the production of biomass and caffeic acid derivatives

BioMed Research International

Volumn 2015, Issue , 2015, Pages

  Skała, Ewa ^a   Kicel, Agnieszka ^a   Olszewska, Monika A ^a   Kiss, Anna K ^b   Wysokińska, Halina ^a  

^a MEDICAL UNIVERSITY OF LODZ   (Poland)

^b MEDICAL UNIVERSITY OF WARSAW   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

3,5 DI O CAFFEOYLQUINIC ACID; CAFFEIC ACID DERIVATIVE; CAFFEOYLQUINIC ACID; CAFFEOYLQUINIC ACID DERIVATIVE; CHLOROGENIC ACID; FLAVONOID GLYCOSIDE; LUTEOLIN; METHANOL; PATULETIN HEXOSIDE; QUERCETAGETIN; QUERCETIN; TRACE ELEMENT; TRICAFFEOYLQUINIC ACID DERIVATIVE; UNCLASSIFIED DRUG; CAFFEIC ACID; CULTURE MEDIUM; ECDYSTERONE; PLANT DNA; POLYPHENOL;

AQUEOUS SOLUTION; ARTICLE; ASTERACEAE; BACTERIAL STRAIN; BIOMASS; BIOSYNTHESIS; DRUG SYNTHESIS; FRESH WEIGHT; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIQUID CULTURE; MACRONUTRIENT; NONHUMAN; PLANT ROOT; QUANTITATIVE ANALYSIS; RHAPONTICUM CARTHAMOIDES; RHIZOBIUM RHIZOGENES; AGROBACTERIUM; CULTURE MEDIUM; ELECTROSPRAY MASS SPECTROMETRY; GROWTH, DEVELOPMENT AND AGING; ISOLATION AND PURIFICATION; LEUZEA; METABOLISM; POLYMERASE CHAIN REACTION; PROCEDURES; TISSUE CULTURE TECHNIQUE;

AGROBACTERIUM RHIZOGENES;

AGROBACTERIUM; BIOMASS; CAFFEIC ACIDS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CULTURE MEDIA; DNA, PLANT; ECDYSTERONE; LEUZEA; PLANT ROOTS; POLYMERASE CHAIN REACTION; POLYPHENOLS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; TISSUE CULTURE TECHNIQUES;

EID: 84924559483     PISSN: 23146133     EISSN: 23146141     Source Type: Journal    
DOI: 10.1155/2015/181098     Document Type: Article

References (88)

1. L. Kokoska and D. Janovska, "Chemistry and pharmacology of Rhaponticum carthamoides: a review," Phytochemistry, Vol. 70, no. 7, pp. 842-855, 2009.
2. Y. Kim, B. E. Wyslouzil, and P. J. Weathers, "Secondary metabolism of hairy root cultures in bioreactors," In Vitro Cellular and Developmental Biology - Plant, Vol. 38, no. 1, pp. 1-10, 2002.
3. S. Chandra and R. Chandra, "Engineering secondary metabolite production in hairy roots," Phytochemistry Reviews, Vol. 10, no. 3, pp. 371-395, 2011.
4. I. V. Orlova, N. S. Zakharchenko, E. G. Semenyuk, A. M. Nosov, V. V. Volodin, and Y. I. Bur'yanov, "The initiation of transformed root culture from Rhaponticum carthamoides," Russian Journal of Plant Physiology, Vol. 45, no. 3, pp. 339-341, 1998.
5. T. Murashige and F. Skoog, "A revised medium for rapid growth and bioassays with tobacco tissue cultures," Physiologia Plantarum, Vol. 15, no. 3, pp. 473-497, 1962.
6. G. Vervliet, M. Holsters, H. Teuchy, M. Van Montagu, and J. Schell, "Characterization of different plaque forming and defective temperate phages in Agrobacterium strains," Journal of General Virology, Vol. 26, no. 1, pp. 33-48, 1975.
7. O. L. Gamborg, R. A. Miller, and K. Ojima, "Nutrient requirements of suspension cultures of soybean root cells," Experimental Cell Research, Vol. 50, no. 1, pp. 151-158, 1968.
8. R. U. Schenk and A. C. Hildebrandt, "Medium and techniques for induction and growth of monocotyledonous and dicotyledonous plant cell cultures," Canadian Journal of Botany, Vol. 50, no. 1, pp. 199-204, 1972.
9. G. B. Lloyd and B. H. McCown, "Commercially-feasible micropropagation of mountain lamel Kalmia latifolia by use of shoot-tip culture," in Proceedings of the International Plant Propagator's Society, Vol. 30, pp. 421-427, 1980.
10. P. C. Verma, L. U. Rahman, A. S. Negi, D. C. Jain, S. P. S. Khanuja, and S. Banerjee, "Agrobacterium rhizogenes-mediated transformation of Picrorhiza kurroa Royle ex Benth.: establishment and selection of superior hairy root clone," Plant Biotechnology Reports, Vol. 1, no. 3, pp. 169-174, 2007.
11. R. P. Chandran and V. P. Potty, "Different inducer molecules and strains of Agrobacterium rhizogenes on enhancing transformation frequency in host plants," Biotechnology, Vol. 10, no. 2, pp. 203-208, 2011.
12. S. B. Gelvin, "Agrobacterium and plant genes involved in T-DNA transfer and integration," Annual Review of Plant Biology, Vol. 51, pp. 223-256, 2000.
13. W. W. Bhat, S. K. Lattoo, S. Rana et al., "Efficient plant regeneration via direct organogenesis and Agrobacterium tumefaciens-mediated genetic transformation of Picrorhiza kurroa: an endangered medicinal herb of the alpine Himalayas," In Vitro Cellular and Developmental Biology - Plant, Vol. 48, no. 3, pp. 295-303, 2012.
14. P. A. G. Santos, A. C. Figueiredo, M. M. Oliveira et al., "Growth and essential oil composition of hairy root cultures of Levisticum officinale W.D.J. Koch (lovage)," Plant Science, Vol. 168, no. 4, pp. 1089-1096, 2005.
15. A. Merkli, P. Christen, and I. Kapetanidis, "Production of diosgenin by hairy root cultures of Trigonella foenum-graecum L.," Plant Cell Reports, Vol. 16, no. 9, pp. 632-636, 1997.
16. I. Weremczuk-Jezyna, I. Grzegorczyk-Karolak, B. Frydrych, A. Królicka, and H. Wysokińska, "Hairy roots of Dracocephalum moldavica: rosmarinic acid content and antioxidant potential," Acta Physiologiae Plantarum, Vol. 35, no. 7, pp. 2095-2103, 2013.
17. M. Kino-oka, H. Nagatome, and M. Taya, "Characterization and application of plant hairy roots endowed with photosynthetic functions," Advances in Biochemical Engineering/Biotechnology, Vol. 72, pp. 183-218, 2001.
18. A. Jacob and N. Malpathak, "Green hairy root cultures of Solanum khasianum Clarke - a new route to in vitro solasodine production," Current Science, Vol. 87, no. 10, pp. 1442-1447, 2004.
19. n identification of chlorogenic acids," Journal of Agricultural and Food Chemistry, Vol. 51, no. 10, pp. 2900-2911, 2003.
20. S.-G. Liao, L.-J. Zhang, C.-B. Li et al., "Rapid screening and identification of caffeic acid and its esters in Erigeron breviscapus by ultra-performance liquid chromatography/tandem mass spectrometry," Rapid Communications in Mass Spectrometry, Vol. 24, no. 17, pp. 2533-2541, 2010.
21. L.-Z. Lin and J. M. Harnly, "Identification of hydroxycin-namoylquinic acids of Arnica flowers and burdock roots using a standardized LC-DAD-ESI/MS profiling method," Journal of Agricultural and Food Chemistry, Vol. 56, no. 21, pp. 10105-10114, 2008.
22. I. Parejo, O. Jáuregui, F. Viladomat, J. Bastida, and C. Codina, "Characterization of acylated flavonoid-O-glycosides and methoxylated flavonoids from Tagetes maxima by liquid chro-matography coupled to electrospray ionization tandem mass spectrometry," Rapid Communications in Mass Spectrometry, Vol. 18, no. 23, pp. 2801-2810, 2004.
23. M. N. Clifford, T. Williams, and D. Bridson, "Chlorogenic acids and caffeine as possible taxonomic criteria in Coffea and Psilanthus," Phytochemistry, Vol. 28, no. 3, pp. 829-838, 1989.
24. n," Journal of Agricultural and Food Chemistry, Vol. 53, no. 10, pp. 3821-3832, 2005.
25. E. Varga, G. Sarik, K. Szendrei, and I. Pelczer, "Flavonoids from Leuzea carthamoides DC," Herba Hungarica, Vol. 29, no. 1-2, pp. 51-55, 1990.
26. M. Sharaf, A. Skiba, Z. Weglarz, and M. A. El-Ansari, "Two flavonol 5-O-glycosides from the roots of Leuzea carthamoides," Fitoterapia, Vol. 72, no. 8, pp. 940-942, 2001.
27. G. Miliauskas, T. A. van Beek, P. de Waard, R. P. Venskutonis, and E. J. R. Sudhölter, "Identification of radical scavenging compounds in Rhaponticum carthamoides by means of LC-DAD-SPE-NMR," Journal of Natural Products, Vol. 68, no. 2, pp. 168-172, 2005.
28. D. Tsimogiannis, M. Samiotaki, G. Panayotou, and V. Oreopoulou, "Characterization of flavonoid subgroups and hydroxy substitution by HPLC-MS/MS," Molecules, Vol. 12, no. 3, pp. 593-606, 2007.
29. 3 method for qualitative and quantitative standardization of polyphenols in Agrimoniae eupatoriae herba (Ph. Eur)," Journal of Pharmaceutical and Biomedical Analysis, Vol. 86, pp. 112-122, 2013.
30. H. Shibata, Y. Sakamoto, M. Oka, and Y. Kono, "Natural anti-oxidant, chlorogenic acid, protects against DNA breakage caused by monochloramine," Bioscience, Biotechnology and Biochemistry, Vol. 63, no. 7, pp. 1295-1297, 1999.
31. M. D. dos Santos, M. C. Almeida, N. P. Lopes, and G. E. P. de Souza, "Evaluation of the anti-inflammatory, analgesic and antipyretic activities of the natural polyphenol chlorogenic acid," Biological and Pharmaceutical Bulletin, Vol. 29, no. 11, pp. 2236-2240, 2006.
32. A. Gugliucci and D. H. M. Bastos, "Chlorogenic acid protects paraoxonase 1 activity in high density lipoprotein from inactivation caused by physiological concentrations of hypochlorite," Fitoterapia, Vol. 80, no. 2, pp. 138-142, 2009.
33. W. Shen, R. Qi, J. Zhang et al., "Chlorogenic acid inhibits LPS-induced microglial activation and improves survival of dopaminergic neurons," Brain Research Bulletin, Vol. 88, no. 5, pp. 487-494, 2012.
34. H.-J. Park, "Chemistry and pharmacological action of caffeoylquinic acid derivatives and pharmaceutical utilization of chwinamul (Korean Mountainous Vegetable)," Archives of Pharmacal Research, Vol. 33, no. 11, pp. 1703-1720, 2010.
35. B. H. Abbasi, C.-L. Tian, S. J. Murch, P. K. Saxena, and C.-Z. Liu, "Light-enhanced caffeic acid derivatives biosynthesis in hairy root cultures of Echinacea purpurea," Plant Cell Reports, Vol. 26, no. 8, pp. 1367-1372, 2007.
36. J. Malarz, A. Stojakowska, and W. Kisiel, "Long-term cultured hairy roots of chicory - a rich source of hydroxycinnamates and 8-deoxylactucin glucoside," Applied Biochemistry and Biotechnology, Vol. 171, no. 7, pp. 1589-1601, 2013.
37. C.-Z. Liu, B. H. Abbasi, M. Gao, S. J. Murch, and P. K. Saxena, "Caffeic acid derivatives production by hairy root cultures of Echinacea purpurea," Journal of Agricultural and Food Chemistry, Vol. 54, no. 22, pp. 8456-8460, 2006.
38. Y. K. Kim, X. Li, H. Xu et al., "Production of phenolic compounds in hairy root culture of tartary buckwheat (Fagopyrum tataricum Gaertn)," Journal of Crop Science and Biotechnology, Vol. 12, no. 1, pp. 53-58, 2009.
39. M. Thiruvengadam, N. Praveen, E.-H. Kim, S.-H. Kim, and I.-M. Chung, "Production of anthraquinones, phenolic compounds and biological activities from hairy root cultures of Polygonum multiflorum Thunb.," Protoplasma, Vol. 251, no. 3, pp. 555-566, 2014.
40. M. Sidwa-Gorycka, A. Krolicka, A. Orlita et al., "Genetic transformation of Ruta graveolens L. by Agrobacterium rhizogenes: hairy root cultures a promising approach for production of coumarins and furanocoumarins," Plant Cell, Tissue and Organ Culture, Vol. 97, no. 1, pp. 59-69, 2009.
41. Y. Zhou, M. Hirotani, T. Yoshikawa, and T. Furuya, "Flavonoids and phenylethanoids from hairy root cultures of Scutellaria baicalensis," Phytochemistry, Vol. 44, no. 1, pp. 83-87, 1997.
42. M. S. Islam, M. Yoshimoto, and O. Yamakawa, "Distribution and physiological functions of caffeoylquinic acid derivatives in leaves of sweetpotato genotypes," Journal of Food Science, Vol. 68, no. 1, pp. 111-116, 2003.
43. S. M. Kim, J.-S. Jeon, S. W. Kang, Y.-J. Jung, L. N. Ly, and B.-H. Um, "Content of antioxidative caffeoylquinic acid derivatives in field-grown Ligularia fischeri (Ledeb.) Turcz and responses to sunlight," Journal of Agricultural and Food Chemistry, Vol. 60, no. 22, pp. 5597-5603, 2012.
44. T. Matsui, S. Ebuchi, T. Fujise et al., "Strong antihyperglycemic effects of water-soluble fraction of Brazilian propolis and its bioactive constituent, 3,4,5-tri-O-caffeoylquinic acid," Biological and Pharmaceutical Bulletin, Vol. 27, no. 11, pp. 1797-1803, 2004.
45. L. Kokoska and D. Janovska, "Chemistry and pharmacology of Rhaponticum carthamoides: a review," Phytochemistry, Vol. 70, no. 7, pp. 842-855, 2009.
46. Y. Kim, B. E. Wyslouzil, and P. J. Weathers, "Secondary metabolism of hairy root cultures in bioreactors," In Vitro Cellular and Developmental Biology - Plant, Vol. 38, no. 1, pp. 1-10, 2002.
47. S. Chandra and R. Chandra, "Engineering secondary metabolite production in hairy roots," Phytochemistry Reviews, Vol. 10, no. 3, pp. 371-395, 2011.
48. I. V. Orlova, N. S. Zakharchenko, E. G. Semenyuk, A. M. Nosov, V. V. Volodin, and Y. I. Bur'yanov, "The initiation of transformed root culture from Rhaponticum carthamoides," Russian Journal of Plant Physiology, Vol. 45, no. 3, pp. 339-341, 1998.
49. T. Murashige and F. Skoog, "A revised medium for rapid growth and bioassays with tobacco tissue cultures," Physiologia Plantarum, Vol. 15, no. 3, pp. 473-497, 1962.
50. G. Vervliet, M. Holsters, H. Teuchy, M. Van Montagu, and J. Schell, "Characterization of different plaque forming and defective temperate phages in Agrobacterium strains," Journal of General Virology, Vol. 26, no. 1, pp. 33-48, 1975.
51. O. L. Gamborg, R. A. Miller, and K. Ojima, "Nutrient requirements of suspension cultures of soybean root cells," Experimental Cell Research, Vol. 50, no. 1, pp. 151-158, 1968.
52. R. U. Schenk and A. C. Hildebrandt, "Medium and techniques for induction and growth of monocotyledonous and dicotyledonous plant cell cultures," Canadian Journal of Botany, Vol. 50, no. 1, pp. 199-204, 1972.
53. G. B. Lloyd and B. H. McCown, "Commercially-feasible micropropagation of mountain lamel Kalmia latifolia by use of shoot-tip culture," in Proceedings of the International Plant Propagator's Society, Vol. 30, pp. 421-427, 1980.
54. P. C. Verma, L. U. Rahman, A. S. Negi, D. C. Jain, S. P. S. Khanuja, and S. Banerjee, "Agrobacterium rhizogenes-mediated transformation of Picrorhiza kurroa Royle ex Benth.: establishment and selection of superior hairy root clone," Plant Biotechnology Reports, Vol. 1, no. 3, pp. 169-174, 2007.
55. R. P. Chandran and V. P. Potty, "Different inducer molecules and strains of Agrobacterium rhizogenes on enhancing transformation frequency in host plants," Biotechnology, Vol. 10, no. 2, pp. 203-208, 2011.
56. S. B. Gelvin, "Agrobacterium and plant genes involved in T-DNA transfer and integration," Annual Review of Plant Biology, Vol. 51, pp. 223-256, 2000.
57. W. W. Bhat, S. K. Lattoo, S. Rana et al., "Efficient plant regeneration via direct organogenesis and Agrobacterium tumefaciens-mediated genetic transformation of Picrorhiza kurroa: an endangered medicinal herb of the alpine Himalayas," In Vitro Cellular and Developmental Biology - Plant, Vol. 48, no. 3, pp. 295-303, 2012.
58. P. A. G. Santos, A. C. Figueiredo, M. M. Oliveira et al., "Growth and essential oil composition of hairy root cultures of Levisticum officinale W.D.J. Koch (lovage)," Plant Science, Vol. 168, no. 4, pp. 1089-1096, 2005.
59. A. Merkli, P. Christen, and I. Kapetanidis, "Production of diosgenin by hairy root cultures of Trigonella foenum-graecum L.," Plant Cell Reports, Vol. 16, no. 9, pp. 632-636, 1997.
60. I. Weremczuk-Jezyna, I. Grzegorczyk-Karolak, B. Frydrych, A. Królicka, and H. Wysokińska, "Hairy roots of Dracocephalum moldavica: rosmarinic acid content and antioxidant potential," Acta Physiologiae Plantarum, Vol. 35, no. 7, pp. 2095-2103, 2013.
61. M. Kino-oka, H. Nagatome, and M. Taya, "Characterization and application of plant hairy roots endowed with photosynthetic functions," Advances in Biochemical Engineering/Biotechnology, Vol. 72, pp. 183-218, 2001.
62. A. Jacob and N. Malpathak, "Green hairy root cultures of Solanum khasianum Clarke - a new route to in vitro solasodine production," Current Science, Vol. 87, no. 10, pp. 1442-1447, 2004.
63. n identification of chlorogenic acids," Journal of Agricultural and Food Chemistry, Vol. 51, no. 10, pp. 2900-2911, 2003.
64. S.-G. Liao, L.-J. Zhang, C.-B. Li et al., "Rapid screening and identification of caffeic acid and its esters in Erigeron breviscapus by ultra-performance liquid chromatography/tandem mass spectrometry," Rapid Communications in Mass Spectrometry, Vol. 24, no. 17, pp. 2533-2541, 2010.
65. L.-Z. Lin and J. M. Harnly, "Identification of hydroxycin-namoylquinic acids of Arnica flowers and burdock roots using a standardized LC-DAD-ESI/MS profiling method," Journal of Agricultural and Food Chemistry, Vol. 56, no. 21, pp. 10105-10114, 2008.
66. I. Parejo, O. Jáuregui, F. Viladomat, J. Bastida, and C. Codina, "Characterization of acylated flavonoid-O-glycosides and methoxylated flavonoids from Tagetes maxima by liquid chro-matography coupled to electrospray ionization tandem mass spectrometry," Rapid Communications in Mass Spectrometry, Vol. 18, no. 23, pp. 2801-2810, 2004.
67. M. N. Clifford, T. Williams, and D. Bridson, "Chlorogenic acids and caffeine as possible taxonomic criteria in Coffea and Psilanthus," Phytochemistry, Vol. 28, no. 3, pp. 829-838, 1989.
68. n," Journal of Agricultural and Food Chemistry, Vol. 53, no. 10, pp. 3821-3832, 2005.
69. E. Varga, G. Sarik, K. Szendrei, and I. Pelczer, "Flavonoids from Leuzea carthamoides DC," Herba Hungarica, Vol. 29, no. 1-2, pp. 51-55, 1990.
70. M. Sharaf, A. Skiba, Z. Weglarz, and M. A. El-Ansari, "Two flavonol 5-O-glycosides from the roots of Leuzea carthamoides," Fitoterapia, Vol. 72, no. 8, pp. 940-942, 2001.
71. G. Miliauskas, T. A. van Beek, P. de Waard, R. P. Venskutonis, and E. J. R. Sudhölter, "Identification of radical scavenging compounds in Rhaponticum carthamoides by means of LC-DAD-SPE-NMR," Journal of Natural Products, Vol. 68, no. 2, pp. 168-172, 2005.
72. D. Tsimogiannis, M. Samiotaki, G. Panayotou, and V. Oreopoulou, "Characterization of flavonoid subgroups and hydroxy substitution by HPLC-MS/MS," Molecules, Vol. 12, no. 3, pp. 593-606, 2007.
73. 3 method for qualitative and quantitative standardization of polyphenols in Agrimoniae eupatoriae herba (Ph. Eur)," Journal of Pharmaceutical and Biomedical Analysis, Vol. 86, pp. 112-122, 2013.
74. H. Shibata, Y. Sakamoto, M. Oka, and Y. Kono, "Natural anti-oxidant, chlorogenic acid, protects against DNA breakage caused by monochloramine," Bioscience, Biotechnology and Biochemistry, Vol. 63, no. 7, pp. 1295-1297, 1999.
75. M. D. dos Santos, M. C. Almeida, N. P. Lopes, and G. E. P. de Souza, "Evaluation of the anti-inflammatory, analgesic and antipyretic activities of the natural polyphenol chlorogenic acid," Biological and Pharmaceutical Bulletin, Vol. 29, no. 11, pp. 2236-2240, 2006.
76. A. Gugliucci and D. H. M. Bastos, "Chlorogenic acid protects paraoxonase 1 activity in high density lipoprotein from inactivation caused by physiological concentrations of hypochlorite," Fitoterapia, Vol. 80, no. 2, pp. 138-142, 2009.
77. W. Shen, R. Qi, J. Zhang et al., "Chlorogenic acid inhibits LPS-induced microglial activation and improves survival of dopaminergic neurons," Brain Research Bulletin, Vol. 88, no. 5, pp. 487-494, 2012.
78. H.-J. Park, "Chemistry and pharmacological action of caffeoylquinic acid derivatives and pharmaceutical utilization of chwinamul (Korean Mountainous Vegetable)," Archives of Pharmacal Research, Vol. 33, no. 11, pp. 1703-1720, 2010.
79. B. H. Abbasi, C.-L. Tian, S. J. Murch, P. K. Saxena, and C.-Z. Liu, "Light-enhanced caffeic acid derivatives biosynthesis in hairy root cultures of Echinacea purpurea," Plant Cell Reports, Vol. 26, no. 8, pp. 1367-1372, 2007.
80. J. Malarz, A. Stojakowska, and W. Kisiel, "Long-term cultured hairy roots of chicory - a rich source of hydroxycinnamates and 8-deoxylactucin glucoside," Applied Biochemistry and Biotechnology, Vol. 171, no. 7, pp. 1589-1601, 2013.
81. C.-Z. Liu, B. H. Abbasi, M. Gao, S. J. Murch, and P. K. Saxena, "Caffeic acid derivatives production by hairy root cultures of Echinacea purpurea," Journal of Agricultural and Food Chemistry, Vol. 54, no. 22, pp. 8456-8460, 2006.
82. Y. K. Kim, X. Li, H. Xu et al., "Production of phenolic compounds in hairy root culture of tartary buckwheat (Fagopyrum tataricum Gaertn)," Journal of Crop Science and Biotechnology, Vol. 12, no. 1, pp. 53-58, 2009.
83. M. Thiruvengadam, N. Praveen, E.-H. Kim, S.-H. Kim, and I.-M. Chung, "Production of anthraquinones, phenolic compounds and biological activities from hairy root cultures of Polygonum multiflorum Thunb.," Protoplasma, Vol. 251, no. 3, pp. 555-566, 2014.
84. M. Sidwa-Gorycka, A. Krolicka, A. Orlita et al., "Genetic transformation of Ruta graveolens L. by Agrobacterium rhizogenes: hairy root cultures a promising approach for production of coumarins and furanocoumarins," Plant Cell, Tissue and Organ Culture, Vol. 97, no. 1, pp. 59-69, 2009.
85. Y. Zhou, M. Hirotani, T. Yoshikawa, and T. Furuya, "Flavonoids and phenylethanoids from hairy root cultures of Scutellaria baicalensis," Phytochemistry, Vol. 44, no. 1, pp. 83-87, 1997.
86. M. S. Islam, M. Yoshimoto, and O. Yamakawa, "Distribution and physiological functions of caffeoylquinic acid derivatives in leaves of sweetpotato genotypes," Journal of Food Science, Vol. 68, no. 1, pp. 111-116, 2003.
87. S. M. Kim, J.-S. Jeon, S. W. Kang, Y.-J. Jung, L. N. Ly, and B.-H. Um, "Content of antioxidative caffeoylquinic acid derivatives in field-grown Ligularia fischeri (Ledeb.) Turcz and responses to sunlight," Journal of Agricultural and Food Chemistry, Vol. 60, no. 22, pp. 5597-5603, 2012.
88. T. Matsui, S. Ebuchi, T. Fujise et al., "Strong antihyperglycemic effects of water-soluble fraction of Brazilian propolis and its bioactive constituent, 3,4,5-tri-O-caffeoylquinic acid," Biological and Pharmaceutical Bulletin, Vol. 27, no. 11, pp. 1797-1803, 2004.