Citation: Wen-Yan WANG, A-Liang LI, Qing-Song LIU, Yue SUN, Wen GU. Synthesis, Crystal Structures and Cytotoxic Activities of Two New Pyrimidine Derivatives of Ursolic Acid[J]. Chinese Journal of Structural Chemistry, ;2021, 40(2): 239-245. doi: 10.14102/j.cnki.0254-5861.2011-2818 shu

Synthesis, Crystal Structures and Cytotoxic Activities of Two New Pyrimidine Derivatives of Ursolic Acid

Jiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-forest Biomass, Jiangsu Key Lab of Biomass-based Green Fuels and Chemicals, Co-innovation Center for Efficient Processing and Utilization of Forest Products, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China

Corresponding author: Wen GU, njguwen@163.com
Received Date: 22 March 2020
Accepted Date: 28 May 2020

Fund Project: the National Natural Science Foundation of China 31770616the Natural Science Foundation for Colleges and Universities in Jiangsu Province 17KJA220002Top-notch Academic Programs Project of Jiangsu Higher Education Institutions PPZY2015C221

Figures(5)

The title compounds (5a and 5b) were synthesized from ursolic acid and their structures were characterized by spectroscopic methods including ESI-MS, ¹H-NMR, ¹³C-NMR and elemental analysis. The crystal structures of compounds 5a and 5b were determined by single-crystal X-ray diffraction analysis. Compound 5a crystallizes in monoclinic system, P2₁ space group with a = 12.258(3), b = 10.396(2), c = 15.570(3) Å, β = 107.21(3)°, Z = 2, V = 1895.3(7) Å³, M_r = 659.90, D_c = 1.156 Mg/m³, S = 1.003, µ = 0.076 mm⁻¹, F(000) = 716, the final R = 0.0686 and wR = 0.1430 for 1859 observed reflections (I > 2σ(I)). Compound 5b crystallizes in monoclinic system, P2₁ space group with a = 12.371(3), b = 10.647(2), c = 15.722(3) Å, β = 109.44(3)°, Z = 2, V = 1952.8(8) Å³, M_r = 655.93, D_c = 1.116 Mg/m³, S = 1.002, µ = 0.069 mm⁻¹, F(000) = 716, the final R = 0.0686 and wR = 0.1882 for 2574 observed reflections (I > 2σ(I)). The preliminary cytotoxic assay indicated that compound 5b exhibited notable cytotoxic activity against MCF-7 and HeLa cells with the IC₅₀ values of 10.71 ± 0.23 and 12.63 ± 0.31 μM, respectively.
- ursolic acid,
- pyrimidine,
- crystal structure,
- cytotoxic activity
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