Selection for High Oridonin Yield in the Chinese Medicinal Plant Isodon (Lamiaceae) Using a Combined Phylogenetics and Population Genetics Approach

PLoS ONE

Volumn 7, Issue 11, 2012, Pages

  Harris, Eric S J ^a   Cao, Shugeng ^a   Schoville, Sean D ^b   Dong, Chengming ^c   Wang, Wenquan ^d   Jian, Zaiyou ^e   Zhao, Zhongzhen ^f   Eisenberg, David M ^a   Clardy, Jon ^a  

^a HARVARD MEDICAL SCHOOL   (United States)

^b UNIV GRENOBLE ALPES   (France)

^c HENAN UNIVERSITY OF CHINESE MEDICINE   (China)

^d BEIJING UNIVERSITY OF CHINESE MEDICINE   (China)

^e HENAN INSTITUTE OF SCIENCE AND TECHNOLOGY   (China)

^f HONG KONG BAPTIST UNIVERSITY   (Hong Kong)

Author keywords

[No Author keywords available]

Indexed keywords

ORIDONIN;

ARTICLE; BIOSYNTHESIS; CHINA; GENE FLOW; GENE SEQUENCE; GENETIC DISTANCE; GENETIC SELECTION; GENOTYPE; GENUS; HERITABILITY; ISODON; ISODON JAPONICUS; ISODON RUBESCENS; NONHUMAN; PHYLOGENY; PLANT YIELD; POPULATION GENETICS;

DITERPENES, KAURANE; GENETICS, POPULATION; ISODON; PHYLOGENY; PLANTS, MEDICINAL;

ISODON; ISODON JAPONICUS; LAMIACEAE; RABDOSIA RUBESCENS;

EID: 84870266095     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0050753     Document Type: Article

References (56)

1. Ikezoe T, Chen SS, Tong XJ, Heber D, Taguchi H, et al. (2003) Oridonin induces growth inhibition and apoptosis of a variety of human cancer cells. Int J Oncol 23: 1187-1193.
2. Leung CH, Grill SP, Lam W, Han QB, Sun HD, et al. (2005) Novel mechanism of inhibition of nuclear factor-kappa B DNA-binding activity by diterpenoids isolated from Isodon rubescens. Mol Pharm 68: 286-297.
3. Bai NS, He K, Zhou Z, Tsai ML, Zhang L, et al. (2010) Ent-Kaurane diterpenoids from Rabdosia rubescens and their cytotoxic effects on human cancer cell lines. Planta Med 76: 140-145.
4. Chen S, Cooper M, Jones M, Madhuri TK, Wade J, et al. (2011) Combined activity of oridonin and wogonin in advanced-stage ovarian cancer cells. Cell Biol Toxicol 27: 133-147.
5. Cui Q, Tashiro SI, Onodera S, Minami M, Ikejima T, (2007) Autophagy preceded apoptosis in oridonin-treated human breast cancer MCF-7 cells. Biol Pharm Bull 30: 859-864.
6. Gao FH, Hu XH, Li W, Liu H, Zhang YJ, et al. (2010) Oridonin induces apoptosis and senescence in colorectal cancer cells by increasing histone hyperacetylation and regulation of p16, p21, p27 and c-myc. BMC Cancer 10: 610. Available: http://www.biomedcentral.com/1471-2407/10/610. Accessed 12 December 2011.
7. Kang N, Zhang JH, Qiu F, Chen S, Tashiro SI, et al. (2010) Induction of G(2)/M phase arrest and apoptosis by oridonin in human laryngeal carcinoma cells. J Nat Prod 73: 1058-1063.
8. Zhou GB, Chen SJ, Wang ZY, Chen Z, (2007) Back to the future of oridonin: again, compound from medicinal herb shows potent antileukemia efficacies in vitro and in vivo. Cell Res 17: 274-276.
9. Wang H, Ye Y, Chu JH, Zhu GY, Li YW, et al. (2010) Oridonin induces G2/M cell cycle arrest and apoptosis through MAPK and p53 signaling pathways in HepG2 cells. Oncol Rep 24: 647-651.
10. Meade-Tollin LC, Wijeratne EMK, Cooper D, Guild M, Jon E, et al. (2004) Ponicidin and oridonin are responsible for the antiangiogenic activity of Rabdosia rubescens, a constituent of the herbal supplement PCSPES. J Nat Prod 67: 2-4.
11. Fujita E, Fujita T, Katayama H, Shibuya M, (1967) Oridonin, a new diterpenoid from Isodon species. Chem Commun 6: 252.
12. Henan Institute of Medical Sciences (Chinese source) (1978) Oridonin: a new antitumor subject. Chin Sci Bull (Chinese source) 23: 53-56.
13. Sun H, Chao J, Lin Z, Marunaka T, Minami Y, et al. (1982) The structure of rubescensin-c- A new minor diterpenoid isolated from Rabdosia rubescens. Chem Pharm Bull 30: 341-343.
14. Chen S, Gao J, Halicka HD, Huang X, Traganos F, et al. (2005) The cytostatic and cytotoxic effects of oridonin (Rubescenin), a diterpenoid from Rabdosia rubescens, on tumor cells of different lineage. Int J Oncol 26: 579-588.
15. Ikezoe T, Yang Y, Bandobashi K, Saito T, Takemoto S, et al. (2005) Oridonin, a diterpenoid purified from Rabdosia rubescens, inhibits the proliferation of cells from lymphoid malignancies in association with blockade of the NF-kappa B signal pathways. Mol Cancer Ther 4: 578-586.
16. Wong AM, Zhang YJ, Kesler K, Deng M, Burhenn L, et al. (2010) Genomic and in vivo evidence of synergy of a herbal extract compared to its most active ingredient: Rabdosia rubescens vs. oridonin. Exp Ther Med 1: 1013-1017.
17. Sun HD, Huang SX, Han QB, (2006) Diterpenoids from Isodon species and their biological activities. Nat Prod Rep 23: 673-698.
18. Chinese Pharmacopoeia Commission (1979) Pharmacopoeia of the Peoples Republic of China: 1977. Beijing: People's Medical Publishing House.
19. Chinese Pharmacopoeia Commission (2010) Pharmacopoeia of the People's Republic of China: 2010 (Chinese Version). Beijing: China Medicine and Technology Publishing House. 3382 p.
20. Sun HD (2001) Diterpenoids from Isodon species (Chinese source). Beijing: Science Publishing House. 387 p.
21. Han J, Ye M, Chen HB, Dai SJ, Guo D, (2005) Determination of diterpenoids and flavonoids in Isodon rubescens by LC-ESI-MS-MS. Chromatographia 62: 203-207.
22. Li CY, Wang EQ, Cheng Y, Bao JK, (2011) Oridonin: An active diterpenoid targeting cell cycle arrest, apoptotic and autophagic pathways for cancer therapeutics. Int J Biochem Cell Biol 43: 701-704.
23. Li H, Pu JX, Li J (2012) Diterpenoids Chemodiversity of the Genus Isodon Spach from Lamiaceae (Chinese source). Plant Div Res (Chinese source) 34 In press.
24. Eisenberg DM, Harris ESJ, Littlefield BA, Cao SG, Craycroft JA, et al. (2011) Developing a library of authenticated Traditional Chinese Medicinal (TCM) plants for systematic biological evaluation - Rationale, methods and preliminary results from a Sino-American collaboration. Fitoterapia 82: 17-33.
25. Li HW, (1988) Taxonomic review of Isodon (Labiatae). J Arnold Arb 69: 289-400.
26. Li XW, Hedges IC (1994) Isodon. In: Wu, ZY and Raven, P, editors. Flora of China, Vol. 17 (Verbenaceae through Solanaceae). Beijing: Science Press, and St. Louis: Missouri Botanical Garden Press. 269-291.
27. Zhong JS, Li J, Li L, Conran JG, Li HW, (2010) Phylogeny of Isodon (Schrad. ex Benth.) Spach (Lamiaceae) and related genera inferred from nuclear ribosomal ITS, trnL-trnF region, and rps16 intron sequences and morphology. Syst Bot 35: 207-219.
28. Maki M, Yamashiro T, Dohzono I, Suzuki K, (2010) Molecular phylogeny of Isodon (Lamiaceae) in Japan using chloroplast DNA sequences: Recent rapid radiations or ancient introgressive hybridization? Plant Species Biol 25: 240-248.
29. Han QB, Li ML, Li SH, Mou YK, Lin ZW, et al. (2003) Ent-kaurane diterpenoids from Isodon rubescens var. lushanensis. Chem Pharm Bull 51: 790-793.
30. Han QB, Xiao WL, Shen YH, Sun HD, (2004) Ent-kaurane diterpenoids from Isodon rubescens var. rubescens. Chem Pharm Bull 52: 767-769.
31. Falconer D, Mackay TFC (1996) Introduction to quantitative genetics, 4th edition. Essex: Longman. 438 p.
32. Oxelman B, Liden M, Berglund D, (1997) Chloroplast rps16 intron phylogeny of the tribe Sileneae (Caryophyllaceae). Plant Syst Evol 206: 393-410.
33. Taberlet P, Gielly L, Pautou G, Bouvet J, (1991) Universal primers for amplification of three non-coding regions of chloroplast DNA. Plant Mol Biol 17: 1105-1109.
34. White TJ, Bruns T, Lee S, Taylor JW (1990) Amplification and direct sequencing of fungal ribosomal RNA genes for phylogenetics. In: Innis MA, Gelfand DH, Sninsky JJ, White TJ, editors. PCR protocols: A guide to methods and applications. New York: Academic Press. 315-322.
35. Edgar RC, (2004) MUSCLE: Multiple sequence alignment with high accuracy and high throughput. Nucleic Acids Res 32: 1792-1797.
36. Clamp M, Cuff J, Searle SM, Barton GJ, (2004) The Jalview java alignment editor. Bioinformatics 20: 426-427.
37. Maddison WP, Maddison DR (2011) Mesquite: a modular system for evolutionary analysis. Version 2.74. Available: http://mesquiteproject.org. Accessed 16 January 2012.
38. Farris JS, Kallersjo M, Kluge AG, Bult C, (1995) Constructing a significance test for incongruence. Syst Biol 44: 570-572.
39. Swofford DL (2002) PAUP*: Phylogenetic analysis using parsimony (*and other methods). Sunderland: Sinauer. 142 p.
40. Sikes DS, Lewis PO (2001) PAUPRat: PAUP* implementation of the parsimony ratchet. Distributed by the authors. Department of Ecology and Evolutionary Biology, University of Connecticut, Storrs.
41. Guindon S, Gascuel O, (2003) A simple, fast, and accurate algorithm to estimate large phylogenies by maximum likelihood. Syst Biol 52: 696-704.
42. Posada D, (2008) jModelTest: Phylogenetic model averaging. Mol Biol Evol 25: 1253-1256.
43. Stamatakis A, (2006) RAxML-VI-HPC: Maximum likelihood-based phylogenetic analyses with thousands of taxa and mixed models. Bioinformatics 22: 2688-2690.
44. Miller MA, Pfeiffer W, Schwartz T (2010) Creating the CIPRES Science Gateway for inference of large phylogenetic trees. Proceedings of the Gateway Computing Environments Workship (GCE). New Orleans. 1-8.
45. Huelsenbeck JP, Ronquist F, (2001) MRBAYES: Bayesian inference of phylogeny. Bioinformatics 17: 754-755.
46. Ronquist F, Huelsenbeck JP, (2003) MRBAYES 3: Bayesian phylogenetic inference under mixed models. Bioinformatics 19: 1572-1574.
47. Harris ESJ, Klooster MR, (2011) Development of microsatellite markers for the medicinal plant Isodon rubescens (Lamiaceae) and related species. Am J Bot 98: e293-e295.
48. Peakall R, Smouse PE, (2006) GENALEX 6: genetic analysis in Excel. Population genetic software for teaching and research. Mol Ecol Notes 6: 288-295.
49. Ritland K, (2002) Extensions of models for the estimation of mating systems using n independent loci. Heredity 88: 221-228.
50. Chen CB, Durand E, Forbes F, François O, (2007) Bayesian clustering algorithms ascertaining spatial population structure: a new computer program and a comparison study. Mol Ecol Notes 7: 747-756.
51. Durand E, Jay F, Gaggiotti OE, Francois O, (2009) Spatial inference of admixture proportions and secondary contact zones. Mol Biol Evol 26: 1963-1973.
52. François O, Durand E, (2010) Spatially explicit Bayesian clustering models in population genetics. Mol Ecol Resour 10: 773-784.
53. Jakobsson M, Rosenberg NA, (2007) CLUMPP: a cluster matching and permutation program for dealing with label switching and multimodality in analysis of population structure. Bioinformatics 23: 1801-1806.
54. Rosenberg NA, (2004) DISTRUCT: A program for the graphical display of population structure. Mol Ecol Notes 4: 137-138.
55. Smouse PE, Peakall R, (1999) Spatial autocorrelation analysis of individual multiallele and multilocus genetic structure. Heredity 82: 561-573.
56. Frantz AC, Cellina S, Krier A, Schley L, Burke T, (2009) Using spatial Bayesian methods to determine the genetic structure of a continuously distributed population: clusters or isolation by distance? J Appl Ecol 46: 493-505.