Natural Products and Bioprospecting    2015, Vol. 5 Issue (5) : 237-246     DOI: 10.1007/s13659-015-0072-4
Original article |
Intestinal Absorption of Ergostane and Lanostane Triterpenoids from Antrodia cinnamomea Using Caco-2 Cell Monolayer Model
Qi Wang1, Xue Qiao1, Yi Qian1, Zi-wei Li1, Yew-min Tzeng2, De-min Zhou1, De-an Guo1, Min Ye1
1. State Key Laboratory of Natural and Biomimetic Drugs School of Pharmaceutical Sciences, Peking University, 38 Xueyuan Road, Beijing 100191, China;
2. Institute of Biochemical Sciences and Technology, Chaoyang University of Technology, Taichung 41349, Taiwan
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Abstract  Antrodia cinnamomea is a precious medicinal mushroom. It exhibits promising therapeutic effects on cancer, intoxication, hypertension, hepatitis, and inflammation. Its major bioactive constituents are ergostane and lanostane triterpenoids. In this study, we used intestinal Caco-2 cell monolayer model to reveal the intestinal absorption property of 14 representative triterpenoids from A. cinnamomea. The bidirectional transport through the monolayer at different time points was monitored by a fully validated LC/MS/MS method. In the case of pure compounds, ergostanes 5(25R-antcin H), 6(25S-antcin H) and 10(25R-antcin B) could readily pass through the Caco-2 cell layer, whereas lanostanes 13(dehydroeburicoic acid) and 14(eburicoic acid) could hardly pass through. When the cells were treated with A. cinnamomea extract, antcins A, B, C, H and K(1-6 and 9-11) were absorbed via passive transcellular diffusion, and showed high PAB and PBA values(>2.5×10-5 cm/s). Meanwhile, the lanostanes dehydrosulphurenic acid(8), 15α-acetyldehydrosulphurenic acid(12), 13 and 14 exhibited poor permeability. Transport features of these compounds were consistent with their pharmacokinetic behaviors in rats. This study could also be helpful in predicting the intestinal absorption of A. cinnamomea in human.
Keywords Antrodia cinnamomea      Ergostane      Lanostane      Triterpenoids      Caco-2     
Fund:This work was supported by National Natural Science Foundation of China(Nos. 81222054, 81303294), and the Program for New Century Excellent Talents in University from Chinese Ministry of Education(No. NCET-11-0019).
Issue Date: 11 February 2018
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Qi Wang,Xue Qiao,Yi Qian, et al. Intestinal Absorption of Ergostane and Lanostane Triterpenoids from Antrodia cinnamomea Using Caco-2 Cell Monolayer Model[J]. Natural Products and Bioprospecting, 2015, 5(5): 237-246.
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http://npb.kib.ac.cn/EN/10.1007/s13659-015-0072-4     OR     http://npb.kib.ac.cn/EN/Y2015/V5/I5/237
1. Z.H. Ao, Z.H. Xu, Z.M. Lu, H.Y. Xu, X.M. Zhang, W.F. Dou, J. Ethnopharmacol. 121, 194-212 (2009)
2. P.C. Cheng, C.C. Huang, P.F. Chiang, C.N. Lin, L.L. Li, T.W. Lee, B. Lin, I.C. Chen, K.W. Chang, C.K. Fan, T.Y. Luo, Int. J. Radiat. Biol. 90, 841-852 (2014)
3. M. Geethangili, Y.M. Tzeng, Evid-Based Compl. Alt. (article ID 212641) (2011), http://www.hindawi.com/journals/ecam/2011/212641/. Accessed 10 August 2015
4. T.T. Huang, S.P. Wu, K.Y. Chong, D.M. Ojcius, Y.F. Ko, Y.H. Wu, C.Y. Wu, C.C. Lu, J. Martel, J.D. Young, H.C. Lai, J. Ethnopharmacol. 155, 154-164 (2014)
5. M.C. Lu, M. El-Shazly, T.Y. Wu, Y.C. Du, T.T. Chang, C.F. Chen, Y.M. Hsu, K.H. Lai, C.P. Chiu, F.R. Chang, Y.C. Wu, Pharmacol. Therapeut. 139, 124-156 (2013)
6. Y. Huang, X. Lin, X. Qiao, S. Ji, K.D. Liu, C.T. Yeh, Y.M. Tzeng, D.A. Guo, M. Ye, J. Nat. Prod. 77, 118-124 (2014)
7. X. Qiao, W. Song, Q. Wang, K.D. Liu, Z.X. Zhang, T. Bo, R.Y. Li, L.N. Liang, Y.M. Tzeng, D.A. Guo, M. Ye, RSC Adv. 5, 47040-47052 (2015)
8. S.J. Wu, Y.L. Leu, C.H. Chen, C.H. Chao, D.Y. Shen, H.H. Chan, E.J. Lee, T.S. Wu, Y.H. Wang, Y.C. Shen, K. Qian, K.F. Bastow, K.H. Lee, J. Nat. Prod. 73, 1756-1762 (2010)
9. Y.L. Huang, Y.L. Chu, C.T. Ho, J.G. Chung, C.I. Lai, Y.C. Su, Y.H. Kuo, L.Y. Sheen, J. Agric. Food Chem. 63, 4561-4569 (2015)
10. M. Gokila-Vani, K.J. Senthil-Kumar, J.W. Liao, S.C. Chien, J.L. Mau, S.S. Chiang, C.C. Lin, Y.H. Kuo, S.Y. Wang, Evid. Based Compl. Alt. (article ID 296082) (2013), http://www.hindawi.com/journals/ecam/2013/296082/. Accessed 10 August 2015
11. X. Qiao, Q. Wang, S. Ji, Y. Huang, K.D. Liu, Z.X. Zhang, T. Bo, Y.M. Tzeng, D.A. Guo, M. Ye, J. Pharm. Biomed. Anal. 111, 266-276 (2015)
12. P. Artursson, K. Palm, K. Luthman, Adv. Drug Deliv. Rev. 64, 280-289 (2012)
13. H.D. Sun, E.C.Y. Chow, S.J. Liu, Y.M. Du, K.S. Pang, Expert Opin. Drug Metab. 4, 395-411 (2008)
14. A.R. Hilgers, R.A. Conradi, P.S. Burton, Pharm. Res. 7, 902-910 (1990)
15. X.W. Wu, R.F. Wang, M. Yuan, W. Xu, X.W. Yang, Pharmazie 68, 805-810 (2013)
16. X.W. Yang, X. Huang, L. Ma, Q. Wu, W. Xu, Planta Med. 76, 1587-1591 (2010)
17. S.Y. Yee, Pharm. Res. 14, 763-766 (1997)
18. Y. Gao, C.J. Zong, F. Liu, L. Fang, R.L. Cai, Y. Shi, X. Chen, Y. Qi, PLoS One 10, e0116490 (2015)
19. L.J. Liu, L.N. Guo, C. Zhao, X.W. Wu, R.F. Wang, C. Liu, PLoS One 10, e0119263 (2015)
20. H.D. Sun, E. Chow, S.J. Liu, Y.M. Du, K.S. Pang, Expert Opin. Drug Metab. Toxicol. 4, 395-411 (2008)
21. Y. Wang, Q. Wu, X.W. Yang, X.D. Yang, K. Wang, Biopharm. Drug Dispos. 32, 16-24 (2011)
22. P. Wils, A. Warnery, V. Phung-Ba, S. Legrain, D. Scherman, J. Pharmacol. Exp. Ther. 269, 654-658 (1994)
23. X.D. Wang, M.X. Meng, L.B. Gao, T. Liu, Q. Xu, S. Zeng, Int. J. Pharm. 378, 1-8 (2009)
24. C. Masung, C. Borremans, B. Willems, J. Mensch, A.V. Dijck, P. Augustijns, M. Brewster, M. Noppe, J. Pharm. Sci. 93, 2507-2521 (2004)
25. X.W. Yang, X.D. Yang, Y. Wang, L. Ma, Y. Zhang, X.G. Yang, K. Wang, J. Chin. Integr. Med. 5, 634-641 (2007)
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