Citation: Liu Juanjuan, Lu Yanju, Wang Jing, Bi Liangwu, Zhao Zhendong. Synthesis and Bioactivity Evaluation of Acylthiourea Derivatives Based on Isopimaric Acid[J]. Chinese Journal of Organic Chemistry, ;2017, 37(3): 731-738. doi: 10.6023/cjoc201610017 shu

Synthesis and Bioactivity Evaluation of Acylthiourea Derivatives Based on Isopimaric Acid

Liu Juanjuan ^a ,
Lu Yanju ^a,b ,
Wang Jing ^a,b ,
Bi Liangwu ^a,b ,
Zhao Zhendong ^a,b,*,,

a.
Institute of Chemical Industry of Forest Product, Chinese Academy of Forestry, National Engineering Laboratory for Biomass Chemical Utilization, Key and Open Laboratory on Forest Chemical Engineering State Forestry Adminstration, Key Laboratory of Biomass Energy and Material, Nanjing 210042
b.
Research Institute of Forestry New Technology, Chinese Academy of Forestry, Beijing 100091

Corresponding author: Zhao Zhendong, zdzhao@189.cn
Received Date: 12 October 2016
Revised Date: 7 December 2016

Fund Project: the National Natural Science Foundation of China 31370575

Figures(2)

To develop isopimaric acid derivatives with high bioactivity, fifteen acyl (amide) thiourea derivatives containing isopimaric acid skeleton were synthesized and confirmed by FT-IR, ¹H NMR, ¹³C NMR and HRMS or elemental analysis. All the compounds were evaluated for their antibacterial and anticancer activity. Most of the compounds showed siginificant inhibitory activity which was higher than that of isopiamric acid against the Candida Albicans. At the concentration of 100 μmol/L, many compounds exhibited pronounced inhibitory effects on human melanoma cells (A375) and prostatic carcinoma (PC-3) cell lines, especially compounds N-isopimaric acyl-N'-(3-methylphenyl) sulfourea (3c) and N-isopimaric acylamino-N'-(4-fluorophenyl) sulfourea (6b) have the best anticancer activity, both with the inhibitory rate of over 90%.
- isopimaric acid,
- acylthiourea,
- antibacterial activity,
- anticancer activity,
- structure-activity relationship
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