ORIGINAL ARTICLES |
|
|
|
|
|
Application of Metabolomics in the Study of Natural Products |
Qi Zhao1,2, Jia-Le Zhang3, Fei Li1 |
1 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China; 2 University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China; 3 Lanzhou University of Technology, Lanzhou 730050, People's Republic of China |
|
|
Abstract LC-MS-based metabolomics could have a major impact in the study of natural products, especially in its metabolism, toxicity and activity. This review highlights recent applications of metabolomics approach in the study of metabolites and toxicity of natural products, and the understanding of their effects on various diseases. Metabolomics has been employed to study the in vitro and in vivo metabolism of natural compounds, such as osthole, dehydrodiisoeugenol, and myrislignan. The pharmacological effects of natural compounds and extracts were determined using metabolomics technology combined with diseases models in animal, including osthole and nutmeg extracts. It has been demonstrated that metabolomics is a powerful technology for the investigation of xenobiotics-induced toxicity. The metabolism of triptolide and its hepatotoxicity were discussed. LC-MS-based metabolomics has a great potential in the druggability of natural products. The application of metabolomics should be broadened in the field of natural products in the future.
|
Keywords
Metabolomics
Natural products
Metabolism
Bioactivity
Toxicity
|
Fund:This work was supported by the Thousand Young Talents Program of China, the National Key Research and Development Program of China (2017YFC1700906, 2017YFC0906903), CAS "Light of West China" Program (Y72E8211W1), Kunming Institute of Botany (Y76E1211K1, Y4662211K1), and State Key Laboratory of Phytochemistry and Plant Resources in West China (52Y67A9211Z1). |
Corresponding Authors:
Fei Li,lifeib@mail.kib.ac.cn
E-mail: lifeib@mail.kib.ac.cn
|
Issue Date: 28 August 2018
|
|
|
1. D.D. Baker, M. Chu, U. Oza, V. Rajgarhia, Nat. Prod. Rep. 24, 1225-1244 (2007) 2. T. Xie, S. Song, S. Li, L. Ouyang, L. Xia, J. Huang, Cell Prolif. 48, 398-404 (2015) 3. F.J. Gonzalez, Z.Z. Fang, X. Ma, Expert Opin. Drug. Metab. Toxicol. 11, 869-881 (2015) 4. A.D. Patterson, F.J. Gonzalez, J.R. Idle, Chem. Res. Toxicol. 23, 851-860 (2010) 5. D.D. Hu, X.L. Chen, X.R. Xiao, Y.K. Wang, F. Liu, Q. Zhao, X. Li, X.W. Yang, F. Li, Food Chem. Toxicol. 115, 98-108 (2018) 6. X. Lv, X.-L. Xin, S. Deng, B.-J. Zhang, J. Hou, X.-C. Ma, C.-Y. Wang, Z.-B. Wang, H.-X. Kuang, Process Biochem. 47, 2542-2546 (2012) 7. H. Chen, D. Soroka, Y. Zhu, S. Sang, Mol. Nutr. Food Res. 57, 865-876 (2013) 8. X. Feng, L. Ding, F. Qiu, Drug Metab. Rev. 47, 229-238 (2015) 9. X.R. Yang, F. Xu, D.P. Li, F.L. Lu, G.X. Liu, L. Wang, M.Y. Shang, Y.L. Huang, S.Q. Cai, Molecules 21, 176 (2016) 10. Y. Wang, Q. Tong, J.W. Shou, Z.X. Zhao, X.Y. Li, X.F. Zhang, S.R. Ma, C.Y. He, Y. Lin, B.Y. Wen, F. Guo, J. Fu, J.D. Jiang, Theranostics 7, 2443-2451 (2017) 11. P.K. Gupta, G. Barone, B.J. Gurley, E.K. Fifer, H.P. Hendrickson, Drug Metab. Dispos. 43, 534-552 (2015) 12. X.N. Yang, Q.Q. Lv, Q. Zhao, X.M. Li, D.M. Yan, X.W. Yang, F. Li, RSC Adv. 7, 40131-40140 (2017) 13. S. Giri, J.R. Idle, C. Chen, T.M. Zabriskie, K.W. Krausz, F.J. Gonzalez, Chem. Res. Toxicol. 19, 818-827 (2006) 14. Q. Zhao, X.M. Li, H.N. Liu, F.J. Gonzalez, F. Li, Xenobiotica 48, 285-299 (2018) 15. Q.Q. Lv, X.N. Yang, D.M. Yan, W.Q. Liang, H.N. Liu, X.W. Yang, F. Li, J. Pharm. Biomed. Anal. 145, 725-733 (2017) 16. D. Yao, X. Shi, L. Wang, B.A. Gosnell, C. Chen, Drug Metab. Dispos. 41, 79-88 (2013) 17. E. Sanchez-Lopez, A. Marcos, E. Ambrosio, O.A. Mayboroda, M.L. Marina, A.L. Crego, J. Pharm. Biomed. Anal. 140, 313-321 (2017) 18. F. Li, J. Lu, X. Ma, Chem. Res. Toxicol. 24, 744-751 (2011) 19. M. Sanchez-Gonzalez, G. Lozano-Mena, A. Parra, M.E. Juan, J.M. Planas, J. Agric. Food Chem. 63, 1126-1132 (2015) 20. Y. Guo, F. Li, X. Ma, X. Cheng, H. Zhou, C.D. Klaassen, Xenobiotica 41, 996-1005 (2011) 21. Q.L. Lv, G.H. Wang, S.H. Chen, L. Hu, X. Zhang, G. Ying, C.Z. Qin, H.H. Zhou, Int. J. Environ. Res. Public Health 13, 84 (2015) 22. K. Zhao, M. Ding, H. Cao, Z.X. Cao, J. Pharm. Pharmacol. 64, 1445-1451 (2012) 23. S.B. Kim, H.J. Cho, Y.S. Kim, D.D. Kim, I.S. Yoon, Phytother. Res. 29, 1188-1194 (2015) 24. Y. Rong, Z. Meng, J. Li, X. Zhu, H. Gan, R. Gu, Z. Wu, W. Sun, T. Liu, Y. Zheng, M. Jin, J. Peng, X. Wang, G. Dou, J. Pharm. Biomed. Anal. 154, 444-453 (2018) 25. F. Xu, D.P. Li, Z.C. Huang, F.L. Lu, L. Wang, Y.L. Huang, R.F. Wang, G.X. Liu, M.Y. Shang, S.Q. Cai, J. Pharm. Biomed. Anal. 115, 418-430 (2015) 26. J. Cao, H.M. Shen, Q. Wang, Y. Qian, H.C. Guo, K. Li, X. Qiao, D.A. Guo, X.D. Luo, M. Ye, J. Chromatogr. B 1026, 43-55 (2016) 27. H.J. Liang, F.M. Suk, C.K. Wang, L.F. Hung, D.Z. Liu, N.Q. Chen, Y.C. Chen, C.C. Chang, Y.C. Liang, Chem. Biol. Interact. 181, 309-315 (2009) 28. Z. Qi, J. Xue, Y. Zhang, H. Wang, M. Xie, Planta Med. 77, 231-235 (2011) 29. Y.C. Wen, W.J. Lee, P. Tan, S.F. Yang, M. Hsiao, L.M. Lee, M.H. Chien, Oncotarget 6, 21120-21136 (2015) 30. K.H. Shin, O.N. Kim, W.S. Woo, Arch. Pharmacal. Res. 11, 240 (1988) 31. M. Hattori, S. Hada, A. Watahiki, H. Ihara, Y.Z. Shu, N. Kakiuchi, T. Mizuno, T. Namba, Chem. Pharm. Bull. 34, 3885-3893 (1986) 32. G.Y. Cao, W. Xu, X.W. Yang, F.J. Gonzalez, F. Li, Food Chem. 173, 231-237 (2015) 33. F. Song, M.L. Xie, L.J. Zhu, K.P. Zhang, J. Xue, Z.L. Gu, World J. Gastroenterol. 12, 4359-4363 (2006) 34. F. Li, X. Pang, K.W. Krausz, C. Jiang, C. Chen, J.A. Cook, M.C. Krishna, J.B. Mitchell, F.J. Gonzalez, A.D. Patterson, J. Proteome Res. 12, 1369-1376 (2013) 35. F. Li, C. Jiang, K.W. Krausz, Y. Li, I. Albert, H. Hao, K.M. Fabre, J.B. Mitchell, A.D. Patterson, F.J. Gonzalez, Nat. Commun. 4, 2384 (2013) 36. W.R. Wikoff, A.T. Anfora, J. Liu, P.G. Schultz, S.A. Lesley, E.C. Peters, G. Siuzdak, Proc. Natl. Acad. Sci. USA 106, 3698-3703 (2009) 37. E.A. Abourashed, A.T. El-Alfy, Phytochem. Rev. 15, 1035-1056 (2016) 38. H. Kim, Y. Bu, B.J. Lee, J. Bae, S. Park, J. Kim, K. Lee, J.M. Cha, B. Ryu, S.J. Ko, G. Han, B. Min, J.W. Park, J. Med. Food 16, 953-956 (2013) 39. G.B. Mahady, S.L. Pendland, A. Stoia, F.A. Hamill, D. Fabricant, B.M. Dietz, L.R. Chadwick, Phytother. Res. 19, 988-991 (2005) 40. M. De, A. De Krishna, A.B. Banerjee, Phytother. Res. 13, 616-618 (1999) 41. F. Li, X.W. Yang, K.W. Krausz, R.G. Nichols, W. Xu, A.D. Patterson, F.J. Gonzalez, J. Proteome Res. 14, 1937-1946 (2015) 42. M.A. Kareem, S.K. Gadhamsetty, A.H. Shaik, E.M. Prasad, L.D. Kodidhela, J. Ayurveda Integr. Med. 4, 216-223 (2013) 43. J.H. Sohn, K.L. Han, J.H. Kim, Y. Rukayadi, J.K. Hwang, Biol. Pharm. Bull. 31, 273-277 (2008) 44. A.S. Yadav, D. Bhatnagar, BioFactors 29, 147-157 (2007) 45. X.N. Yang, X.M. Liu, J.H. Fang, X. Zhu, X.W. Yang, X.R. Xiao, J.F. Huang, F.J. Gonzalez, F. Li, J. Proteome Res. 17, 1887-1897 (2018) 46. F. Li, A.D. Patterson, K.W. Krausz, B. Dick, F.J. Frey, F.J. Gonzalez, J.R. Idle, Biochem. Pharmacol. 83, 1435-1444 (2012) 47. D.S. Zhao, L.L. Jiang, Y.X. Fan, L.C. Dong, J. Ma, X. Dong, X.J. Xu, P. Li, H.J. Li, Food Chem. Toxicol. 108, 532-542 (2017) 48. Z. Zhang, C. Lu, X. Liu, J. Su, W. Dai, S. Yan, A. Lu, W. Zhang, J. Proteome Res. 13, 925-933 (2014) 49. G. Dong, J. Wang, P. Guo, D. Wei, M. Yang, L. Kong, Mol. BioSyst. 11, 407-417 (2015) 50. Z.Z. Fang, K.W. Krausz, F. Li, J. Cheng, N. Tanaka, F.J. Gonzalez, Br. J. Pharmacol. 167, 1271-1286 (2012) 51. W. Khan, S. Gupta, S. Ahmad, Food Chem. Toxicol. 108, 486-497 (2017) 52. X. Zhang, J. Yang, M. Chen, L. Li, F. Huan, A. Li, Y. Liu, Y. Xia, J.A. Duan, S. Ma, Oncotarget 7, 46557-46572 (2016) 53. Z. Mei, X. Li, Q. Wu, S. Hu, X. Yang, Pharmacol. Res. 51, 345-351 (2005) 54. X.X. Li, F.Y. Du, H.X. Liu, J.B. Ji, J. Xing, J. Ethnopharmacol. 162, 238-243 (2015) 55. D.W. Empey, L.A. Laitinen, G.A. Young, C.E. Bye, D.T. Hughes, Eur. J. Clin. Pharmacol. 16, 393-397 (1979) 56. K. Ye, Y. Ke, N. Keshava, J. Shanks, J.A. Kapp, R.R. Tekmal, J. Petros, H.C. Joshi, Proc. Natl. Acad. Sci. USA 95, 1601-1606 (1998) 57. M. Mahmoudian, P. Rahimi-Moghaddam, Recent Pat. Anticancer Drug Discov. 4, 92-97 (2009) 58. R. Porter, E.M. Parry, J.M. Parry, Mutagenesis 7, 205-209 (1992) 59. G. Zhou, Y. Zhang, Y. Li, M. Wang, X. Li, J. Chromatogr. B 1079, 25-33 (2018) 60. Y.J. Miao, Y.Y. Shi, F.Q. Li, C.X. Shan, Y. Chen, J.W. Chen, X. Li, J. Ethnopharmacol. 184, 187-195 (2016) 61. Y. Wang, H. Man, J. Gao, X. Liu, X. Ren, J. Chen, J. Zhang, K. Gao, Z. Li, B. Zhao, Biomed. Chromatogr. 30, 1386-1396 (2016) 62. X. Shi, D. Yao, B.A. Gosnell, C. Chen, J. Lipid Res. 53, 2318-2330 (2012) 63. H. Zeng, Y. Jiang, P. Chen, X. Fan, D. Li, A. Liu, X. Ma, W. Xie, P. Liu, F.J. Gonzalez, M. Huang, H. Bi, Br. J. Pharmacol. 174, 672-688 (2017) 64. G. Li, Z. Zhang, Q. Quan, R. Jiang, S.S. Szeto, S. Yuan, W.T. Wong, H.H. Lam, S.M. Lee, I.K. Chu, J. Proteome Res. 15, 2595-2606 (2016) 65. Y. Dong, Y.T. Chen, Y.X. Yang, X.J. Zhou, S.J. Dai, J.F. Tong, D. Shou, C. Li, Phytother. Res. 30, 823-828 (2016) 66. X. Wu, Y. Li, Q. Wang, W. Li, Y. Feng, J. Chromatogr. B 1007, 110-120 (2015) 67. H.Y. Kim, S.G. Lee, T.J. Oh, S.R. Lim, S.H. Kim, H.J. Lee, Y.S. Kim, H.K. Choi, Molecules 20, 18066-18082 (2015) 68. W. Jiang, L. Gao, P. Li, H. Kan, J. Qu, L. Men, Z. Liu, Z. Liu, J. Chromatogr. B 1044-1045, 8-16 (2017) 69. Y. Liu, S. Lu, L. Zhao, X. Dong, Z. Zhu, Y. Jin, H. Chen, F. Lu, Z. Hong, Y. Chai, Anal. Bioanal. Chem. 410, 3325-3335 (2018) 70. Y.N. Song, S. Dong, B. Wei, P. Liu, Y.Y. Zhang, S.B. Su, PLoS ONE 12, e0173598 (2017) 71. T. Chen, J. Sheng, Y. Fu, M. Li, J. Wang, A.Q. Jia, J. Proteome Res. 16, 824-830 (2017) 72. Z.J. Zou, Z.H. Liu, M.J. Gong, B. Han, S.M. Wang, S.W. Liang, Phytomedicine 22, 333-343 (2015) 73. H. Tang, Y. Tang, N.G. Li, H. Lin, W. Li, Q. Shi, W. Zhang, P. Zhang, Z. Dong, M. Shen, T. Gu, J.A. Duan, PLoS ONE 10, e0131569 (2015) 74. Y. Hua, W. Yao, P. Ji, Y. Wei, Pharm. Biol. 55, 853-863 (2017) 75. P.L. Li, H.G. Sun, Y.L. Hua, P. Ji, L. Zhang, J.X. Li, Y. Wei, J. Ethnopharmacol. 166, 261-269 (2015) 76. Y. Kim, I.S. Lee, K.H. Kim, J. Park, J.H. Lee, E. Bang, H.J. Jang, Y.C. Na, Am. J. Chin. Med. 44, 1639-1661 (2016) 77. Z. Wang, J. Zhang, T. Ren, Z. Dong, Phytomedicine 23, 621-631 (2016) 78. Z. Yang, A. Zhao, Z. Li, H. Ge, T. Li, F. Zhang, H. Zhan, J. Wang, J. Pharm. Biomed. Anal. 125, 77-84 (2016) 79. K. Yang, M.L. Duley, J. Zhu, J. Agric. Food Chem. 66, 1386-1393 (2018) 80. F. Tranchida, L. Shintu, Z. Rakotoniaina, L. Tchiakpe, V. Deyris, A. Hiol, S. Caldarelli, PLoS ONE 10, e0135948 (2015) 81. S. Dall'Acqua, M. Stocchero, I. Boschiero, M. Schiavon, S. Golob, J. Uddin, D. Voinovich, S. Mammi, E. Schievano, Fitoterapia 109, 125-131 (2016) 82. Y. Tao, X. Chen, W. Li, B. Cai, L. Di, L. Shi, L. Hu, J. Ethnopharmacol. 199, 20-29 (2017) 83. Z. Liang, S. Bai, P. Shen, Q. Hu, X. Wang, M. Dong, W. Wang, J. Li, K. Cheng, S. Zhang, D. Zou, Y. Han, H. Wang, P. Xie, Behav. Brain Res. 314, 116-124 (2016) 84. F. Ebrahimi, B. Ibrahim, C.H. Teh, V. Murugaiyah, K.L. Chan, Syst. Biol. Reprod. Med. 63, 179-191 (2017) 85. S. Pan, A. Chen, Z. Han, Y. Wang, X. Lu, Y. Yang, J. Chromatogr. B 1038, 118-126 (2016) 86. T. Qu, Z. Li, S. Zhao, A. Li, X. Qin, Immunopharmacol. Immunotoxicol. 38, 113-123 (2016) 87. B. Sun, X. Wang, R. Cao, Q. Zhang, Q. Liu, M. Xu, M. Zhang, X. Du, F. Dong, X. Yan, J. Ethnopharmacol. 193, 617-626 (2016) 88. M. Wei, Y. Ma, Y. Liu, Y. Zhou, L. Men, K. Yue, Z. Pi, Z. Liu, Z. Liu, J. Chromatogr. B 1086, 1-10 (2018) 89. Z.G. Gong, J. Zhang, Y.J. Xu, Phytother. Res. 31, 296-302 (2017) 90. N. Gooda Sahib Jambocus, N. Saari, A. Saari, A. Ismail, J. Diabetes Res. 2016, 2391592 (2016) 91. M.S. Rofiee, M.I. Yusof, E.E. Abdul Hisam, Z. Bannur, Z.A. Zakaria, M.N. Somchit, L.K. Teh, M.Z. Salleh, J. Ethnopharmacol. 166, 109-118 (2015) 92. S. Gao, W. Chen, Z. Peng, N. Li, L. Su, D. Lv, L. Li, Q. Lin, X. Dong, Z. Guo, Z. Lou, J. Ethnopharmacol. 166, 323-332 (2015) 93. F. Liu, X. Bai, R.B. Ding, Y.J. Hu, H. Su, J.B. Wan, Am. J. Chin. Med. 43, 695-714 (2015) |
|
Viewed |
|
|
|
Full text
|
|
|
|
|
Abstract
|
|
|
|
|
Cited |
|
|
|
|
|
Shared |
|
|
|
|
|
Discussed |
|
|
|
|