Citation: Zhang Huaran, Xu Lintao, Liu Xiaoqing, Fan Jiangjiang, Wang Xiaoning, Shen Tao, Wang Shuqi, Ren Dongmei. Dracomolphesin A-E, five 3, 4-seco-phenylpropanoids with Nrf2 inducing activity from Dracocephalum moldavica[J]. Chinese Chemical Letters, ;2020, 31(5): 1259-1262. doi: 10.1016/j.cclet.2019.09.036 shu

Dracomolphesin A-E, five 3, 4-seco-phenylpropanoids with Nrf2 inducing activity from Dracocephalum moldavica

a.
Department of Natural Product Chemistry, Key Laboratory of Chemical Biology(Ministry of Education), School of Pharmaceutical Sciences, Shandong University, Ji'nan 250012, China
b.
Department of Thoracic Surgery, Qilu Hospital of Shandong University, Ji'nan 250012, China

rendom@sdu.edu.cn

Received Date: 10 August 2019
Revised Date: 17 September 2019
Accepted Date: 18 September 2019
Available Online: 19 September 2019

Figures(5)

Dracomolphesin A-E (1-5), five 3, 4-seco-phenylpropanoids featuring an aromatic ring opened framework, were isolated from the aerial parts of Dracocephalum moldavica. The structures with absolute configurations were determined by spectroscopic methods coupled with Mosher method. Notably, these compounds represented an example of aromatic ring cleavage products of phenylpropanoids. The possible biosynthetic pathway of these compounds was proposed. Compounds 1, 2, 4 and 5 were demonstrated to be Nrf2 pathway activators.
- 3, 4-seco-phenylpropanoids,
- Dracocephalum moldavica,
- Nrf2 pathway,
- Dioxygenase,
- Antioxidant
1. [1]
  J. Jiang, X. Yuan, T. Wang, et al., Cardiovasc. Toxicol. 14(2014) 74-82. doi: 10.1007/s12012-013-9221-3
2. [2]
  M.E. Tan, C.H. He, W. Jiang, et al., Int. J. Nanomed. 12(2017) 3253-3265. doi: 10.2147/IJN.S131893
3. [3]
  C. Zeng, W. Jiang, X. Yang, et al., Sci. Rep. 8(2018) 17491. doi: 10.1038/s41598-018-35726-4
4. [4]
  A. Ehsani, O. Alizadeh, M. Hashemi, et al., Vet. Res. Forum 8(2017) 223-229.
5. [5]
  W. Cao, N. Hu, Phytother. Res. 31(2017) 1240-1248. doi: 10.1002/ptr.5846
6. [6]
  J. Xing, K. Peng, W. Cao, et al., Pharm. Biol. 51(2013) 74-83. doi: 10.3109/13880209.2012.711839
7. [7]
  A. Sultan, Bahang, H.A. Aisa, Chem. Nat. Compd. 44(2008) 366-367. doi: 10.1007/s10600-008-9065-4
8. [8]
  S. Yang, L. Wang, X. Guo, et al., Nat. Prod. Res. 27(2013) 201-207. doi: 10.1080/14786419.2012.666746
9. [9]
  Q. Zeng, H.Z. Jin, J.J. Qin, et al., Chem. Biodivers. 7(2010) 1911-1929. doi: 10.1002/cbdv.200900188
10. [10]
  Q. Li, Y. Liu, L. Han, et al., J. Sep. Sci. 39(2016) 4071-4085. doi: 10.1002/jssc.201600645
11. [11]
  J.L. Zhang, R.J. Yan, N. Yu, et al., Nat. Prod. Res. 32(2018) 370-373. doi: 10.1080/14786419.2017.1359168
12. [12]
  Y.Y. Lu, X.P. Gong, Y.B. Xue, et al., Chin. Chem. Lett. 28(2017) 1460-1464. doi: 10.1016/j.cclet.2017.03.024
13. [13]
  W.Z. Zeng, S. Que, Q.Y. Zhang, H. Liang, Chin. Chem. Lett. 25(2014) 1153-1156. doi: 10.1016/j.cclet.2014.05.040
14. [14]
  X. Zheng, X. Zheng, C. Zhang, et al., Chin. Chem. Lett. 30(2019) 428-430. doi: 10.1016/j.cclet.2018.09.011
15. [15]
  Y.N. Shi, Y.M. Shi, L. Yang, et al., J. Ethnopharmacol. 162(2015) 87-96. doi: 10.1016/j.jep.2014.12.038
16. [16]
  T. Murata, K. Sasaki, K. Sato, et al., J. Nat. Prod. 72(2009) 1379-1384. doi: 10.1021/np800781t
17. [17]
  W. Schliemann, U. Steiner, D. Strack, Phytochemistry 49(1998) 1593-1598. doi: 10.1016/S0031-9422(98)00276-3
18. [18]
  L. Christinet, F.X. Burdet, M. Zaiko, et al., Plant Physiol. 134(2004) 265-274. doi: 10.1104/pp.103.031914
19. [19]
  L.E. Contreras-Llano, M.A. Guerrero-Rubio, J.D. Lozada-Ramírez, et al., mBio 10(2019) e00345-19.
20. [20]
  R.E. Durán, V. Méndez, L. Rodríguez-Castro, et al., Front. Microbiol. 10(2019) 528. doi: 10.3389/fmicb.2019.00528
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1.
沈阳化工大学材料科学与工程学院沈阳 110142