Metabolic regulation and genetic engineering of pharmaceutical component tanshinone biosynthesis in Salvia miltiorrhiza

Journal of Medicinal Plants Research

Volumn 4, Issue 24, 2010, Pages 2591-2597

  Xu, Hui ^a   Zhang, Lin ^b   Zhou, Congcong ^a   Xiao, Jianbo ^a   Liao, Pan ^a   Kai, Guoyin ^a  

^a SHANGHAI NORMAL UNIVERSITY   (China)

^b SHAOXING PEOPLE S HOSPITAL   (China)

Author keywords

Elicitors; Hairy root; Metabolic engineering; Tanshinones

Indexed keywords

1 DEOXY DEXTRO XYLULOSE 5 PHOSPHATE REDUCTOISOMERASE; 1 DEOXY DEXTRO XYLULOSE 5 PHOSPHATE SYNTHASE; 3 AMINOBUTYRIC ACID; ALPHA TOCOPHEROL; AMINO ACID; BUTYLCRESOL; CRYPTOTANSHINONE; DIHYDROTANSHINONE I; DIMETHYLALLYLTRANSFERASE; HYDROXYMETHYLGLUTARYL COENZYME A REDUCTASE; INTERLEUKIN 1BETA; INTERLEUKIN 6; JASMONIC ACID METHYL ESTER; NITRIC OXIDE; SILVER; TANSHINONE; TANSHINONE I; TANSHINONE IIA; TANSHINONE IIB; TANSHINONE VI; TUMOR NECROSIS FACTOR ALPHA; UNCLASSIFIED DRUG; XYLULOSE REDUCTASE;

ANGINA PECTORIS; ANTIBACTERIAL ACTIVITY; ANTIINFLAMMATORY ACTIVITY; ANTINEOPLASTIC ACTIVITY; ANTIOXIDANT ACTIVITY; BIOACCUMULATION; BRAIN ISCHEMIA; BREAST CANCER; CANCER INHIBITION; CEREBROVASCULAR ACCIDENT; CULTURE OPTIMIZATION; CULTURE TECHNIQUE; DRUG SYNTHESIS; ELICITOR TREATMENT; ENZYME INHIBITION; GENETIC ENGINEERING; GENETIC TRANSFORMATION; HAIRY ROOT CULTURE; HEART HYPERTROPHY; HUMAN; LEARNING DISORDER; LEUKEMIA; LIVER CELL DAMAGE; METABOLIC ENGINEERING; METABOLIC REGULATION; MOLECULAR CLONING; NONHUMAN; PLANT ROOT; REPERFUSION INJURY; REVIEW; SALVIA MILTIORRHIZA;

SALVIA MILTIORRHIZA;

EID: 79251568292     PISSN: 19960875     EISSN: 19960875     Source Type: Journal    
DOI: 10.5897/jmpr09.636     Document Type: Review

References (63)

1. Aquil S, Husaini AM, Abdin MZ, Rather GM (2009). Overexpression of the HMG-CoA reductase gene leads to enhanced artemisinin biosynthesis in transgenic Artemisia annua plants. Planta Med., 75: 1453-1458.
2. Baker J, Franklin DB, Parker J (1992). Sequence and characterization of the gcpE gene of Escherichia coli. FEMS Microbiol. Lett., 73: 175.
3. Cao EN, Liu XQ, Wang JJ, Xu NF (1996). Effect of natural antioxidant tanshinone II-A on DNA damage by lipid peroxidation in liver cells. Free Radical Biol. Med., 20: 801-806.
4. Carretero-Paulet L, Cairó A, Botella-Pavi{dotless}́a P, Besumbes O, Campos N, Boronat A, Rodri{dotless}́guez-Concepción M (2006). Enhanced flux through the methylerythritol 4-phosphate pathway in Arabidopsis plants overexpressing deoxyxylulose 5-phosphate reductoisomerase. Plant Mol. Biol., 62: 683-695.
5. Chen H, Chen F, Chiu FCK, Lo CMY (2001). The effect of yeast elicitor on the growth and secondary metabolism of hairy root cultures of Salvia miltiorrhiza. Enzym. Microb. Technol., 28: 100-105.
6. Chiu TL, Su CC (2010). Tanshinone IIA induces apoptosis in human lung cancer A549 cells through the induction of reactive oxygen species and decreasing the mitochondrial membrane potential. Int. J. Mol. Med., 25(2): 231-6.
7. Cui GH, Wang XY, Feng H, Zhao JX, Huang LQ (2010). Molecular cloning and SNP analysis of a acetyl-CoA C-acetyltransferase gene (SmAACT) from Salvia miltiorrhiza. Acta Pharmaceutica Sinica., 45 (6): 785-790.
8. Dhe-Paganon S, Magrath J, Abeles RH (1994). Mechanism of Mevalonate Pyrophosphate Decarboxylase: Evidence for a Carbocationic Transition State. Biochemistry, 33 (45): 13355-13362.
9. Eisenreich W, Bachera A, Arigonib D, Rohdicha F (2004). Biosynthesis of isoprenoids via the non-mevalonate pathway. Cell. Mol. Life Sci., 61: 1401-1426.
10. Engprasert S, Taura F, Kawamukai M, Shoyama Y (2004). Molecular cloning and functional expression of geranylgeranyl pyrophosphate synthase from Coleus forskohlii Briq. BMC. Plant Biol., 4: 18.
11. Estévez JM, Cantero A, Reindl A, Reichler S, León P (2001). 1-Deoxy-D-xylulose-5-phosphate Synthase, a Limiting Enzyme for Plastidic Isoprenoid Biosynthesis in Plants. J. Biol.Chem., 276: 22901-22909.
12. Feng HB, Xiang H, Zhang JY, Liu GW, Guo N, Wang XL, Wu XP, Deng XM, Yu L (2009). Genome-Wide Transcriptional Profiling of the Response of Staphylococcus aureus to Cryptotanshinone. J. Biomed. Biotechnol., 2009: 617509.
13. Gao W, Cui GH, Kong JQ, Cheng KD, Wang W, Yuan Y, Huang LQ, (2008). Optimizing expression and purification of recombinant Salvia miltiorrhiza copalyl diphosphate synthase protein in E. coli and preparation of rabbit antiserum against SmCPS. Acta Pharmaceutica Sinica., 43: 766-772.
14. Gao W, Hillwig ML, Huang LQ, Cui GH, Wang XY, Kong JQ, Yang B, Peters RJ (2009). A Functional Genomics Approach to Tanshinone Biosynthesis Provides Stereochemical Insights. Org. Lett., 11: 5170-5173.
15. Ge XC, Wu JY (2005a). Tanshinone production and isoprenoid pathways in Salvia miltiorrhiza hairy roots induced by Ag+ and yeast elicitor. Plant Sci., 168: 487-491.
16. Ge XC, Wu JY (2005b). Induction and potentiation of diterpenoid tanshinone accumulation in Salvia miltiorrhiza hairy roots by β-aminobutyric acid. Appl. Microbiol. Biotechnol., 68: 183-188.
17. Ha SH, Kim JB, Hwang YS, Lee SW (2003). Molecular characterization of three 3-hydroxy-3-methylglutaryl-CoA reductase genes including pathogen-induced Hmg2 from pepper (Capsicum annuum). Biochim. Biophys. Acta., 1625: 253-260.
18. Herz S, Wungsintaweekul J, Schuhr CA, Hecht S, Luttgen H, Sagner S, Fellermeier M, Eisenreich W, Zenk MH, Bacher A, Rohdich F (2000). Biosynthesis of terpenoids: YgbB protein converts 4-diphosphocytidyl-2C-methyl-d-erythritol 2-phosphate to 2C-methyl-derythritol 2, 4-cyclodiphosphate. Proc. Natl. Acad. Sci., U S A. 97: 2486.
19. Hu P, Luo GA, Zhao ZZ, Jiang ZH (2005). Quality Assessment of Radix Salviae Miltiorrhizae. Chem. Pharm. Bull., 53 (5): 481-486.
20. Hu ZB, Alfermann AW (1993). Diterpenoid production in hairy root cultures of Saliva miltiorrhiza. Phytochemicals, 32: 699-703.
21. Igual JC, González-Bosch C, Dopazo J, Pérez-Ortín JE (1992). Phylogenetic analysis of the thiolase family. Implications for the evolutionary origin of peroxisomes. J. Mol. Evol., 35: 147-155.
22. Jang SI, Jeong SI, Kim KJ, Kim HJ, Yu HH, Park R, You YO (2003). Tanshinone IIA from Salvia miltiorrhiza inhibits expression of inducible nitric oxide synthase and production of TNF-α, IL-1β and IL-6 in activated RAW 264.7 cells. Planta Med., 69: 1057-1059.
23. Jang SI, Kim HJ, Kim YJ (2006). Tanshinone IIA inhibits LPS-induced NF-κB activation in RAW 264.7 cells: Possible involvement of the NIK-IKK, ERK1/2, p38 and JNK pathways. Eur. J. Pharmacol., 542: 1-7.
24. Ji XY, Tan BK, Zhu YZ (2000). Salvia miltiorrhiza and ischemic diseases. Acta. Pharmacol. Sin., 21(12): 1089-94.
25. Kai GY, Liao P, Zhang T, Zhou W, Wang J, Xu H, Liu YY, Zhang L (2010). Characterization, Expression Profiling, and Functional Identification of a Gene Encoding Geranylgeranyl Diphosphate Synthase from Salvia miltiorrhiza. Biotechnol. Bioproc. E., 15: 236-245.
26. Kawahara YJ, Tanonaka K, Arino T, Maki T, Ishihara N, Takagi N, Yagi A, Takeo S (2004). Effects of tanshinone VI on insulin-like growth factor-1-induced hypertrophy of isolated cardiomyocytes from neonatal rats. Exp. Clin. Cardiol., 9 (3): 165-168.
27. Kim DH, Kim S, Jeon SJ, Son KH, Lee S, Yoon BH, Cheong JH, Ko KHo, Ryu JH (2009). Tanshinone I enhances learning and memory, and ameliorates memory impairment in mice via the extracellular signal-regulated kinase signalling pathway. Br. J. Pharmacol., 158: 1131-1142.
28. Lam BY, Lo AC, Sun X, Luo HW, Chung SK, Sucher NJ (2003). Neuroprotective effects of tanshinones in transient focal cerebral ischemia in mice. Phytomed., 10: 286-91.
29. Lee DS, Lee SH, Noh JG, Hong SD (1999). Antibacterial Activities of Cryptotanshinone and Dihydrotanshinone I from a Medicinal Herb, Salviae Miltiorrhizae Bunge. Biosci. Biotechnol. Biochem., 63(12): 2236-2239.
30. Li LN (1998). BiologicaIIy active components from traditional Chinese medicines. Pure & Appl. Chem., 70 (3): 547-554.
31. Liao P, Zhou W, Zhang L, Wang J, Yan XM, Zhang Y, Zhang R, Li L, Zhou GY, Kai GY (2009). Molecular cloning, characterization and expression analysis of a new gene encoding 3-hydroxy-3-methylglutaryl coenzyme A reductase from Salvia miltiorrhiza. Acta. Physiol. Plant. 31: 565-572.
32. Liu JJ, Zhang Y, Lin DJ, Xiao RZ (2009). Tanshinone IIA inhibits leukemia THP-1 cell growth by induction of apoptosis. Oncol. Rep., 21(4): 1075-81.
33. Liu XY, Wang WL, Li XJ (2009). Establishment of Hairy Roots Culture System of Salvia miltiorrhiza. Acta Agriculturae Boreali-Occidentalis Sinica., 18(6): 183-186.
34. Lluch MA, Masferrer A, Arro M, Boronat A, Ferrer A (2000). Molecular cloning and expression analysis of the mevalonate kinase gene from Arabidopsis thaliana[J]. Plant Mol Biol., 42: 365-376.
35. Muir SR, Collins GJ, Robinson S, Hughes S, Bovy A, Ric De Vos CH, van Tunen AJ, Verhoeyen ME (2001). Overexpression of petunia chalcone isomerase in tomato results in fruit containing increased levels of flavonols. Nature Biotechnology, 19: 470-474.
36. Nagegowda D, Bach TJ, Chye ML (2004). Brassica juncea HMG-CoA synthase 1: expression and characterization of recombinant wild-type and mutant enzymes. Biochem. J. 383: 517-527.
37. Nizamutdinova IT, Lee GW, Son KH, Jeon SJ, Kang SS, Kim YS, Lee JH, Seo HG, Chang KC, Kim HJ (2008). Tanshinone I effectively induces apoptosis in estrogen receptor-positive (MCF-7) and estrogen receptor-negative (MDA-MB-231) breast cancer cells. Int. J. Oncol., 33(3): 485-91.
38. Ouyang X, Takahashi K, Komatsu K, Nakamura N, Hattori M, Baba A, Azuma J (2001). Protective effect of Salvia miltiorrhiza on angiotensin II-induced hypertrophic responses in neonatal rat cardiac cells. Jpn J. Pharmacol., 87: 289-96.
39. Pan TL, Hung YC, Wang PW, Chen ST, Hsu TK, Sintupisut N, Cheng CS, Lyu PC (2010). Functional proteomic and structural insights into molecular targets related to the growth inhibitory effect of tanshinone IIA on HeLa cells. Proteomics. 10(5): 914-29.
40. Park EJ, Zhao YZ, Kim YC, Sohn DH (2009). Preventive effects of a purified extract isolated from Salvia miltiorrhiza enriched with tanshinone I, tanshinone IIA and cryptotanshinone on hepatocyte injury in vitro and in vivo. Food Chem. Toxicol., 47(11): 2742-8.
41. Rohdich F, Wungsintaweekul J, Lüttgen H, Fischer M, Eisenreich W, Schuhr CA, Fellermeier M, Schramek N, Zenk MH, Bacher A (2000). Biosynthesis of terpenoids: 4-Diphosphocytidyl-2-C-methyl-derythritol kinase from tomato. Proc. Natl. Acad. Sci. U S A. 97: 8251.
42. Ryu SY, Oak MH, Kim KM (1999). Inhibition of mast cell degranulation by tanshinones from the roots of Salvia miltiorrhiza. Planta Med., 65(7): 654-5.
43. Shi M, Kwok KW, Wu JY (2007). Enhancement of tanshinone production in Salvia miltiorrhiza Bunge (red or Chinese sage) hairyroot culture by hyperosmotic stress and yeast elicitor. Biotechnol. Appl. Biochem., 46: 191-6.
44. Shi ZH, He JT, Yao TT, Chang WB, Zhao MP (2005). Simultaneous determination of cryptotanshinone, tanshinone I and tanshinone IIA in traditional Chinese medicinal preparations containing Radix salvia miltiorrhiza by HPLC. J. Pharm. Biomed. Anal., 37: 481-486.
45. Steinbacher S, Kaiser J, Eisenreich W, Huber R, Bacher A, Rohdich F (2003). Structural Basis of Fosmidomycin Action Revealed by the Complex with 2-C-Methyl-D-erythritol 4-phosphate Synthase (IspC). Implications for the catalytic mechanism and anti-malaria drug development. J. Biol. Chem., 278: 18401.
46. Takahashi K, Ouyang X, Komatsu K, Nakamura N, Hattori M, Baba A, Azuma J (2002). Sodium tanshinone IIA sulfate derived from Danshen (Salvia miltiorrhiza) attenuates hypertrophy induced by angiotensin II in cultured neonatal rat cardiac cells. Biochem. Pharmacol., 64: 745-9.
47. Takahashi S, Kuzuyama T, Watanabe H, Seto HA (1998). 1-deoxy-dxylulose 5-phosphate reductoisomerase catalyzing the formation of 2-C-methyl-d-erythritol 4-phosphate in an alternative nonmevalonate pathway for terpenoid biosynthesis. Proc. Natl. Acad. Sci. U S A. 95: 9879.
48. Tsay YH and Robinson GW (1991). Cloning and characterization of ERG8, an essential gene of Saccharomyces cerevisiae that encodes phosphomevalonate kinase. Mol. Cell. Biol. 11: 620-631.
49. Wang K, Ohnuma S (1999). Chain-length determination mechanism of isoprenyl diphosphate synthases and implications for molecular evolution. Trends Biochem. Sci. 1999, 24: 445-451.
50. Wang XJ, Wei YQ, Yuan SL, Liu GJ, Lu YR, Zhang J, Wang WD (2005). Potential anticancer activity of tanshinone IIA against human breast cancer. Int. J. Cancer. 116: 799-807.
51. Wang XY, Cui GH, Gao W, Huang LQ (2009). New method of "ingredient difference phonetypical cloning" for functional gene cloning from medicinal plants. China Journal of Chinese materia medica., 34: 14-17.
52. Wang XY, Cui GH, Huang LQ, Gao W, Yuan Y (2008). A full length cDNA of 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol kinase cloning and analysis of introduced gene expression in Salvia miltiorrhiza. Acta Pharmaceutica Sinica., 43 (12): 1251-1257.
53. Wu SJ, Shi M, Wu JY (2009). Cloning and characterization of the 1-deoxy-D-xylulose 5-phosphate reductoisomerase gene for diterpenoid tanshinone biosynthesis in Salvia miltiorrhiza (Chinese sage) hairy roots. Biotechnol. Appl. Biochem., 52: 89-95.
54. Yan Q, Hu ZD, Tan RX, Wu JY (2005). Efficient production and recovery of diterpenoid tanshinones in Salvia miltiorrhiza hairy root cultures with in situ adsorption, elicitation and semi-continuous operation. J. Biotechnol., 119: 416-424.
55. Yan Q, Hu ZD, Wu JY (2006a). Influence of biotic and abiotic elicitors on production of tanshinones in Salvia miltiorrhiza hairy root culture. Chinese Traditional and Herbal Drugs., 37(2): 262-265.
56. Yan Q, Hu ZD, Wu JY (2006b). Synergistic effects of biotic and abiotic elicitors on the production of tanshinones in Salvia miltiorrhiza hairy root culture. China Journal of Chinese materia medica., 31(3): 188-191.
57. Yan XM, Zhang L, Wang J, Liao P, Zhang Y, Zhang R, Kai GY (2009). Molecular characterization and expression of 1-deoxy-D-xylulose 5-phosphate reductoisomerase (DXR) gene from Salvia miltiorrhiza. Acta. Physiol. Plant., 31: 1015-1022.
58. Zhang CH, Yan Q, Cheuk J (2004a). Enhancement of tanshinone production in Salvia miltiorrhiza hairy root culture by Ag+ and nutrient feeding. Planta Med., 70: 147-151.
59. Zhang L, Ding RX, Chai YR, Bonfill M, Moyano E, Oksman-Caldentey KM, Xu TF, Pi Y, Wang ZN, Zhang HM, Kai, GY, Liao ZH, Sun XF, Tang KX (2004b). Engineering tropane biosynthetic pathway in Hyoscyamus niger hairy root cultures. Proc. Natl. Acad. Sci. U.S.A. 101: 6786-6791.
60. Zhang L, Yang B, Lu B, Kai G, Wang Z, Xia Y, Ding R, Zhang H, Sun X, Chen W, Tang K (2007). Tropane alkaloids production in transgenic Hyoscyamus niger hairy root cultures over-expressing putrescine N-methyltransferase is methyl jasmonate-dependent. Planta. 225(4): 887-96.
61. Zhang YL, Song JY, Lv GL, Liu HL (1995). Establishment of Salvia miltiorrhiza hairy root cultures and tanshinone production. China Journal of Chinese materia medica. 20(5): 269-271.
62. Zhou W, Shen YF, Chen JF, Dai LM, Kai GY, Zhou GY (2007b). Research and development of biotechnology of Salvia miltiorrhiza Bunge. Journal of biology. 24 (3): 48-51.
63. Zhou W, Yao JW, Qian ZY, Shen YF, Liu YY, Zhang Lei, Zhou GY, Kai GY (2007a). To optimize the inducement condition of root hairs of Salvia miltiorrhiza Bunge. Journal of Shanghai Normal University (Natural Sciences). 36 (2): 93-98.