| ORIGINAL ARTICLES |
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Triterpenoids from Ainsliaea latifolia and Their Cyclooxyenase-2 (COX-2) Inhibitory Activities |
| Wen-Lin Yuan1, Xue-Yun Dong1,4, Zheng-Rui Huang3, Si-Jia Xiao1, Ji Ye1, Xin-Hui Tian2, Hui-Liang Li1, Yun-Heng Shen1, Wei-Dong Zhang1,2 |
1 Department of Phytochemistry, School of Pharmacy, Naval Medical University(Second Military Medical University), Shanghai 200433, China;
2 Interdisciplinary Science Research Institute, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, China;
3 Department of Applied Chemistry, Xi'an University of Technology, Xi'an 710048, China;
4 School of Pharmacy, Fujian University of Traditional Chinese Medicine, Fujian 350108, China |
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Abstract Eight new triterpenoids were isolated from Ainsliaea latifolia. The structures of these compounds were elucidated by interpretation of spectroscopic data, including HRESIMS and NMR data. Compounds 4-6 are identified as rare trinorcucurbitane or tetranorcucurbitane triterpenoids. The absolute configurations of compounds 1 and 2 were confirmed by Snatzke's method. All compounds were evaluated for their inhibition against cyclooxyenase-2 (COX-2), in which compound 4 showed significant inhibitory effect against COX-2 with IC50 value of 3.98±0.32 μM, comparable to that of positive control NS-398 (IC50 4.14±0.28 μM).
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| Keywords
Ainsliaea latifolia
Triterpenoids
COX-2
Cucurbitane
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| Fund:The work was supported by NSFC (Nos. 81573318, 31870327, 81230090, 81520108030, 1302658), National Major Project of China (No. 2018ZX09731016-005), The Key Research and Development Program of China (Nos. 2017YFC1702002, 2017YFC1700200), Professor of Chang Jiang Scholars Program, Scientific Foundation of Shanghai China (Nos. 17431902800, 16401901300), Shanghai Engineering Research Center for the Preparation of Bioactive Natural Products (No. 10DZ2251300). |
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Corresponding Authors:
Yun-Heng Shen, Wei-Dong Zhang
E-mail: shenyunheng@hotmail.com;wdzhangy@hotmail.com
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Issue Date: 29 February 2020
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1. Z.J. Wu, X.K. Xu, H.W. Zeng, Y.H. Shen, J.M. Tian, J. Su, H.L. Li, L. Shan, R.H. Liu, W.D. Zhang, Planta Med. 77, 1545-1550 (2011)
2. Y. Wang, Y.H. Shen, H.Z. Jin, J.J. Fu, X.J. Hu, J.J. Qin, J.H. Liu, M. Chen, S.K. Yan, W.D. Zhang, Org. Lett. 10, 5517-5520 (2008)
3. Z.J. Wu, X.K. Xu, Y.H. Shen, J. Su, J.M. Tian, S. Liang, H.L. Li, R.H. Liu, W.D. Zhang, Org. Lett. 10, 2397-2400 (2008)
4. F. Hilmi, J. Gertsch, P. Bremner, S. Valovic, M. Heinrich, O. Sticher, J. Heilmann, Bioorgan. Med. Chem. 11, 3659-3663 (2003)
5. M.T. Lindenmeyer, A. Hrenn, C. Kern, V. Castro, R. Murillo, S. Müller, S. Laufer, J. Schulte-Mönting, B. Siedle, I. Merfort, Bioorgan. Med. Chem. 14, 2487-2497 (2006)
6. R.T. Zeng, X.Y. Dong, X. Fang, N. Yang, Z.R. Shi, Z.G. Zhuo, Y.H. Shen, W.D. Zhang, Chem. Biodivers. 14, 1600 (2017)
7. Z.Y. Wu, Flora of Yunnan, vol. 13 (Science Press, Beijing, 2004), p. 642
8. S. Nakano, Y. Fujimoto, Y. Takaishi, C. Osorio, C. Duque, Fitoterapia 75, 609-611 (2004)
9. M. Górecki, E. Jabłońska, A. Kruszewska, A. Suszczyńska, Z. Urbańczyk-Lipkowska, M. Gerards, J.W. Morzycki, W.J. Szczepek, J. Frelek, J. Org. Chem. 72, 2906-2916 (2007)
10. L. Di Bari, G. Pescitelli, C. Pratelli, D. Pini, P. Salvadori, J. Org. Chem. 66, 4819-4825 (2001)
11. A. Ohsaki, Y. Imai, M. Naruse, S. Ayabe, K. Komiyama, J. Takashima, J. Nat. Prod. 67, 469-471 (2004)
12. W.B. Zhou, G.Z. Zeng, H.M. Xu, W.J. He, N.H. Tan, Molecules 18, 14585-14596 (2013)
13. Z.C. Yang, W.L. Lu, X.Y. Ma, D.D. Song, Phytomedicine 19, 301-305 (2012) |
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