Citation: Jian Wu, Yun-Ying Zhu, Yong-Hui Zhao, Wei-Li Shan, De-Yu Hu, Ji-Xiang Chen, Deng-Yue Liu, Xiang-Yang Li, Song Yang. Synthesis and antiviral activities of novel 1,4-pentadien-3-one derivatives bearing an emodin moiety[J]. Chinese Chemical Letters, ;2016, 27(6): 948-952. doi: 10.1016/j.cclet.2016.01.051 shu

Synthesis and antiviral activities of novel 1,4-pentadien-3-one derivatives bearing an emodin moiety

a State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research and Development Center for Fine Chemicals, Guizhou University, Guiyang 550025, China;
b School of Chemical Engineering, Guizhou Institute of Technology, Guiyang 550001, China;
c Institute for the Control of Agrochemicals, Ministry of Agriculture, Beijing 100125, China

Received Date: 15 September 2015
Revised Date: 5 January 2016

Fund Project: We gratefully acknowledge financial assistance from the National Natural Science Foundation of China (No. 21302025), the Special Funds for Training object of Outstanding Young Scientific & Technological Talents in Guizhou Province (No. 2015-15#), and the Science & Technology Foundation of Guizhou Province (No. J[2014]2056#).

A series of 1,5-diaryl-1,4-pentadien-3-one derivatives bearing an emodin group were designed and synthesized by the combination of natural products. The antiviral activities against tobacco mosaic virus (TMV) and cucumber mosaic virus (CMV) in vivo were evaluated. Some of the derivatives displayed promising curative effect and protective activity against TMV. Compound D5 showed appreciable curative bioactivity on TMV approximately of 50% at 306.2 mg/mL, which was superior to ningnanmycin (409.3 mg/mL).
- 1,4-Pentadien-3-one derivatives,
- Emodin,
- Synthesis,
- Antiviral activity
1. [1]
2. [2]
3. [3]
4. [4]
5. [5]
6. [6]
7. [7]
8. [8]
9. [9]
10. [10]
11. [11]
12. [12]
13. [13]
14. [14]
15. [15]
16. [16]
17. [17]
18. [18]
19. [19]
20. [20]
21. [21]
22. [22]
23. [23]
24. [24]
25. [25]
26. [26]
27. [27]
28. [28]
29. [29]
30. [30]
31. [31]
32. [32]
33. [33]
34. [34]
35. [35]
36. [36]
37. [37]
38. [38]
1. [1]
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2. [2]
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8. [8]
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9. [9]
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17. [17]
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