Effect of MeJA and Light on the Accumulation of Betulin and Oleanolic Acid in the Saplings of White Birch (<i>Betula platyphylla</i> Suk.) — Oak Academic Publishing
Research ArticleOpen AccessGoogle Scholar indexed
Effect of MeJA and Light on the Accumulation of Betulin and Oleanolic Acid in the Saplings of White Birch (<i>Betula platyphylla</i> Suk.)
College of Life Science, Northeast Forestry University, Harbin, China
,
College of Life Science, Northeast Forestry University, Harbin, China
,
College of Life Science, Northeast Forestry University, Harbin, China
,
Heilongjiang Academy of Agricultural Sciences, Harbin, China
,
College of Life Science, Northeast Forestry University, Harbin, China
,
College of Life Science, Northeast Forestry University, Harbin, China
,
College of Life Science, Northeast Forestry University, Harbin, China
,
College of Life Science, Northeast Forestry University, Harbin, China
,
Maoershan Experimental Forestry Center, Northeast Forestry University, Harbin, China
1 College of Life Science, Northeast Forestry University, Harbin, China
2 College of Life Science, Northeast Forestry University, Harbin, China
3 College of Life Science, Northeast Forestry University, Harbin, China
4 Heilongjiang Academy of Agricultural Sciences, Harbin, China
5 College of Life Science, Northeast Forestry University, Harbin, China
6 College of Life Science, Northeast Forestry University, Harbin, China
7 College of Life Science, Northeast Forestry University, Harbin, China
8 College of Life Science, Northeast Forestry University, Harbin, China
9 Maoershan Experimental Forestry Center, Northeast Forestry University, Harbin, China
In this study, we investigated the effect of different types of light and MeJA treatment on the accumulation of betulin and oleanolic acid in various organs of white birch. Our results showed that betulin and oleanolic were accumulated mainly in the stalk skin. The content of both substances in the stalk skin was significantly affected by seasons with a peak accumulation in August. The content of oleanolic and betulin was significantly decreased in the stem skin treated with 4 types of light (red, yellow, blue and green) compared with the plant with normal illumination. In contrast, oleanolic acid in leaves was increased by 13.28 folds when the white birch was treated with green light. Betulin was increased by 1.959 folds in leaves of white birch treated with blue light. The highest content of betulin and oleanolic acid in various organs of birch with appropriate shading treatment (light transmittance: 50%) was increased by 45.09% and 30.50%, respectively, in comparison with those with non-shading treatment. Content of oleanolic acid and betulin can be significantly improved in various parts of birch after treatment with different concentration of MeJA. The study lays the foundation to metabolic regulation of oleanolic acid and betulin in birch.
R. Mukherjee, V. Kumar and S. K. Srivastava, “Betulinic Acid Derivatives as Anticancer Agents: Structure Activity Relationship,” Anti-Cancer Agents in Medicinal Chemistry, Vol. 6, No. 3, 2006, pp. 271-279. http://dx.doi.org/10.2174/187152006776930846
K. Yoshiki, S. Michiko and Y. Kimihisa, “Triterpenoids from the Floral Spikes of Betula platyphylla var. Japonica and Their Reversing Activity against Multidrug-Resistant Cancer Cells,” Journal of Natural Products, Vol. 70, No. 4, 2007, pp.623-627. http://dx.doi.org/10.1021/np060631s
E. H. Pisha, I. L. Chai and T. E. Chagwedera, “Discovery of Betulinic Acid as a Selective Inhibitor of Human Melanoma That Functions by Induction of Apoptosis,” Nature Medicine, Vol. 1, No. 10, 1995, pp. 1046-1051. http://dx.doi.org/10.1038/nm1095-1046
B. B. Saxena, L. Zhu and M. Hao, “Boc-Lysinate-Betulonic Acid: A Potent, Anti-Prostate Cancer Agent,” Medicinal Chemistry, Vol. 14, 2006, pp. 6249-6258.
M. C. Aguirre, C. Delporte and N. Backhouse, “Topical Anti-Inflammatory Activity of 2 Alpha-Hydroxy Pentacyclic Triterpene Acids from the Leaves of Ugni molinae,” Medicinal Chemistry, Vol. 14, No. 16, 2006, pp. 5673-5677. http://dx.doi.org/10.1016/j.bmc.2006.04.021
T. Fujioka, Y. Kashiwada and R. E. Kilkuskie, “Anti-AIDS Agents.11.Betulinic Acid and Platanic Acid as Anti-HIV Principles from Syzigium claviflorum, and the Anti-HIV Activity of Structurally Related Triterpenoids,” Journal of Natural Products (Lloydia), Vol. 57, No. 2, 1994, pp. 243-247. http://dx.doi.org/10.1021/np50104a008
L. Huang, K. H. Lee and C. H. Chen, “Synthesis and Anti-HIV Activity of Bi-Functional BA Derivatives,” Bioorganic & Medicinal Chemistry, Vol. 14, No. 7, 2006, pp. 2279-2289. http://dx.doi.org/10.1016/j.bmc.2005.11.016
N. G. Kyoko, Y. Koji and T. Masahiko, “Cancer Preventive Agents 9 Betulinic Acid Derivatives as Potent Cancer Chemopreventive Agents,” Bioorganic & Medicinal Chemistry Letters, Vol. 19, No. 13, 2009, pp. 3378-3381. http://dx.doi.org/10.1016/j.bmcl.2009.05.050
A. Falamas, S. Cinta and C. A. Pinzaru, “Betulin and Its Natural Resource as Potential Anticancer Drug Candidate Seen by FT-Raman and FT-IR Spectroscopy,” Journal of Raman Spectroscopy, Vol. 42, No. 1, 2011, pp. 97-107. http://dx.doi.org/10.1002/jrs.2658
T. Tsuruga, Y. T. Chun and Y. Ebizuka, “Biologically Active Constituents of Melaleuca leucadendron: Inhibitors of Induced Histamine Release from Rat Mast Cells,” Chemical & Pharmaceutical Bulletin, Vol. 39, No. 12, 1991, pp. 3276-3278. http://dx.doi.org/10.1248/cpb.39.3276
X. H. Ma, Y. C. Zhao and L. Yin, “Studies on the Effect of Oleanolic Acid on Experimental Liver Injury,” Acta Pharmacologica Sinica, Vol. 17, No. 2, 1982, pp. 93-97.
J. Liu, “Pharmacology of Oleanolic Acid and Ursolic Acid,” Journal of Ethnopharmacology, Vol. 49, No. 2, 1995, pp. 57-68. http://dx.doi.org/10.1016/0378-8741(95)90032-2
S. Balanehru and B. Nagarajan, “Protective Effect of Oleanolic Acid and Ursolic Acid against Lipid Peroxidation,” Biochemistry International, Vol. 24, No. 5, 1991, pp. 981-990.
S. Shibata, “Chemistry and Cancer Preventing Activities of Ginseng Saponins and Some Related Triterpenoid Compounds,” Journal of Korean Medical Science, Vol. 16, 2001, pp. 28-37.
F. Krewzaler and K. Hahlbrock, “Flavonoid Glycosides from Illuminated Cell Suspension Cultures of Petroselinum hortense,” Phytochemistry, Vol. 12, No. 5, 1976, pp. 1149-1152. http://dx.doi.org/10.1016/0031-9422(73)85031-9
J. J. Zhong, T. Seki and S. Kinoshita, “Effect of Light Irradiation on Anthocyanin Production by Suspended Culture of Perilla frutescens,” Biotechnology and Bioengineering, Vol. 38, No. 6, 1991, pp. 653-658. http://dx.doi.org/10.1002/bit.260380610
A. M. Shohael, M. B. Ali and Y. E. Hahn, “Effect of Light on Oxidative Stress, Secondary Metabolites and Induction of Antioxidant Enzymes in Eleutherococcus Senticosus Somatic Embryos in Bioreactor,” Process Biochemistry, Vol. 41, No. 5, 2006, pp. 1179-1185. http://dx.doi.org/10.1016/j.procbio.2005.12.015
J. J. Cheong and Y. D. Choi, “Methyl Jasmonate as a Vital Substance in Plants,” Trends in Genetics, Vol. 19, No. 7, 2003, pp. 409-413. http://dx.doi.org/10.1016/S0168-9525(03)00138-0
G. Arimura, R. Ozawa and T. Shimoda, “Herbivory-Induced Volatiles Elicit Defence Genes in Lima Bean Leaves,” Nature, Vol. 406, 2000, pp. 512-515. http://dx.doi.org/10.1038/35020072
H. Hiroaki, H. Pengyu and T. Satoko, “Differential Expression of Three Oxidosqualene Cyclase mRNAs in Glycyrrhiza glabra,” Biological & Pharmaceutical Bulletin, Vol. 27, No. 7, 2004, pp. 1086-1092. http://dx.doi.org/10.1248/bpb.27.1086
B. Arturo, L. J. Espina and R. T. Isidro, “Effect of Methyl Jasmonate on Properties of Intact Tomatofruit Monitored with Destructive and Nondestructive Tests,” Journal of Food Engineering, Vol. 80, No. 4, 2007, pp. 1086-1095. http://dx.doi.org/10.1016/j.jfoodeng.2006.09.001
K. M. Nkembo, J. B. Lee and T. Hayashi, “Selective Enhancement of Scopadulcic Acid B Production in the Cultured Tissues of Scoparia dulcis by Methyl Jasmonate,” Chemical & Pharmaceutical Bulletin, Vol. 53, No. 1, 2005, pp. 780-782. http://dx.doi.org/10.1248/cpb.53.780
Y. Y. Wang and X. H. Shang, “Effects of Field Light Intensity and Quality on Biomass and Salidroside Content in Roots of Rhodiola sachalinensis,” Acta Ecologica Sinica, Vol. 24, No. 4, 2004, pp. 674-679.
M. Diane, T. Dorothea and G. Jonathan, “Methyl Jasmonate Induces Traumatic Resin Ducts, Terpenoid Resin Biosynthesis, and Terpenoid Accumulation in Developing Xylem of Norway Spruce Stems,” Plant Physiology, Vol. 129, No. 3, 2002, pp. 1003-1018. http://dx.doi.org/10.1104/pp.011001
K. Yoshiki, S. Michiko and I. Yasumasa, “3-O-Glutaryldihydrobetulin and Related Monoacyl Derivatives as Potent Anti-HIV Agents,” Bioorganic & Medicinal Chemistry Letters, Vol. 14, No. 23, 2004, pp. 5851-5853. http://dx.doi.org/10.1016/j.bmcl.2004.09.033
G. L. Zhao, W. D. Yan and D. Cao, “Simultaneous Determination of Betulin and Betulinic Acid in White Birch Bark Using RP-HPLC,” Journal of Pharmaceutical and Biomedical Analysis, Vol. 43, No. 3, 2007, pp. 959-962. http://dx.doi.org/10.1016/j.jpba.2006.09.026
H. Hiroaki, H. Pengyu and I. Kenichiro, “Cloning and Characterization of a cDNA Encoding b-Amyrin Synthase Involved in Glycyrrhizin and Soyasaponin Biosyntheses in Licorice,” Biological & Pharmaceutical Bulletin, Vol. 24, No. 8, 2001, pp. 912-916. http://dx.doi.org/10.1248/bpb.24.912
C. Z. Liu, C. Guo and Y. C. Wang, “Effect of Light Irradiation on Hairy Root Growth and Artemisinin Biosynthesis of Artemisia Annual,” Process Biochemistry, Vol. 38, No. 4, 2002, pp. 581-585. http://dx.doi.org/10.1016/S0032-9592(02)00165-6
Q. Li, Q. Ren and Y. L. Zhang, “Effects of Ecological Environment, Collecting Stages and Storage Time on Chlorogenic Acid Content of Lonicera ferdinandii Franch,” China Journal of Chinese Materia Medica, Vol. 18, 1994, pp. 594-595.
S. P. Serbin, D. N. Dillaway and E. L. Kruger, “Leaf Optical Properties Reflect Variation in Photosynthetic Metabolism and Its Sensitivity to Temperature,” Journal of Experimental Botany, Vol. 63, No. 1, 2012, pp. 489-502. http://dx.doi.org/10.1093/jxb/err294
Z. A. Zhang, K. Z. Xu and Y. Y. Ren, “Effect of Light intensity on Content of Soluble Sugar, Starch and Ginseng Saponin in Ginseng Plant,” Journal of Jilin Agricultural University, Vol. 16, No. 3, 1994, pp. 15-17.
Y. Wang, S. J. Dai and X. F. Yan, “Effects of Light Intensity on Secondary Metabolite Camptothecin Production in Leaves of Camptotheca acuminata Seedlings,” Acta Ecologica Sinica, Vol. 24, No. 6, 2004, pp. 1118-1122.
Y. T. Zhou, “Studies on the Effect of Different Light Intensity on the Photosynthesis and Secondary Metabolit of Catharanthus Roseus,” Master’s Thesis, Southwest University, Chongqing, 2008.
G. Shen, Y. Z. Pang and W. S. Wu, “Molecular Cloning, Characterization and Expression of a Novel Jasmonate-Dependent Defensin Gene from Ginkgo biloba,” Journal of Plant Physiology, Vol. 162, No. 10, 2005, pp. 1160-1168. http://dx.doi.org/10.1016/j.jplph.2005.01.019
P. H. Bart, J. Thommaa and K. Eggermonta, “Disease Development of Several Fungi on Arabidopsis Can Be Reduced by Treatment with Methyl Jasmonate,” Plant Physiology and Biochemistry, Vol. 38, No. 5, 2000, pp. 421-427. http://dx.doi.org/10.1016/S0981-9428(00)00756-7
S. Kondo, S. Setha and D. R. Rudell, “Aroma Volatile Biosynthesis in Apples Affected by 1-MCP and Methyl Jasmonate,” Mattheis Postharvest Biology and Technology, Vol. 36, No. 1, 2005, pp. 61-68. http://dx.doi.org/10.1016/j.postharvbio.2004.11.005
F. R. Terras, K. Eggermont and V. Kovaleve, “Small Cysteine-Rich Antifungal Proteins from Radish: Their Role in Host Defense,” Plant Cell, Vol. 7, No. 5, 1995, pp. 573-588.
L. I. Il’inskaya, E. V. Goenburg and G. I. Chalenko, “Involvement of Jasmonic Acid in the Induction of Potato Resistance to Phytophthora Infection,” Russian Journal of Plant Physiology, Vol. 43, No. 5, 1996, pp. 622-628.
Y. Xu, L. D. Chang and D. Liu, “Plant Defence Genes Are Synergistically Induced by Ethylene and Methyl Jasmonate,” Plant Cell, Vol. 6, No. 8, 1994, pp. 1077-1085.
R. A. Creelman and J. E. Mullet, “Biosynthesis and Action of Jasmonates in Plants,” Plant Molecular Biology, Vol. 48, No. 1, 1997, pp. 355-381.
H. Hiroaki, H. Pengyu and T. Satoko, “Differential Expression of Three Oxidosqualene Cyclase mRNAs in Glycyrrhiza glabra,” Biological & Pharmaceutical Bulletin, Vol. 27, No. 7, 2004, pp. 1086-1092. http://dx.doi.org/10.1248/bpb.27.1086
M. A. Naoumkina, L. V. Modolo and D. V. Huhman, “Genomic and Coexpression Analyses Predict Multiple Genes Involved in Triterpene Saponin Biosynthesis in Medicago truncatula,” The Plant Cell, Vol. 22, No. 3, 2010, pp. 850-866. http://dx.doi.org/10.1105/tpc.109.073270
H. Zhang, M. Shibuya and S. Yokota, “Oxidosqualene Cyclases from Cell Suspension Cultures of Betula platyphylla var. Japonica: Molecular Evolution of Oxidosqualene Cyclases in Higher Plants,” Biological & Pharmaceutical Bulletin, Vol. 26, No. 5, 2003, pp. 642-650. http://dx.doi.org/10.1248/bpb.26.642