Citation: Wu-Wu LI, Min-Yan ZHENG, Yi-Hong GAO, Zun-Ting ZHANG. Argentum 5-Hydroxy-7-methoxy-2-phenyl- 4H-chromen-4-one-6-sulfonate: Synthesis, Crystal Structure and Antitumor Activity[J]. Chinese Journal of Structural Chemistry, ;2020, 39(10): 1898-1905. doi: 10.14102/j.cnki.0254–5861.2011–2791 shu

Argentum 5-Hydroxy-7-methoxy-2-phenyl- 4H-chromen-4-one-6-sulfonate: Synthesis, Crystal Structure and Antitumor Activity

a.
College of Chemistry & Chemical Engineering, Xianyang Normal University, Xianyang 712000, China
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Key Laboratory of the Ministry of Education for Medicinal Resources and Natural Pharmaceutical Chemistry, National Engineering Laboratory for Resource Development of Endangered Crude Drugs in Northwest of China and School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an 710062, China

Corresponding author: Wu-Wu LI, langyuan2012@126.com
Received Date: 2 March 2020
Accepted Date: 27 April 2020

Fund Project: Scientific Research Program Funded by Shaanxi Provincial Education Department 18JK0837Natural Science Basic Research Plan Funded by Shaanxi Province of China 2018JM2045Science and Technology Projects of Xianyang City 2017k02-19Scientific Research Project Funded by Xianyang Normal University XSYK18006Qing-Lan Talents Project Funded by Xianyang Normal University XSYQL201904

Figures(5)

In order to improve the water solubility and bioavailability of 5-hydroxy-7-methoxyflavone, argentum 5-hydroxy-7-methoxy-2-phenyl-4H-chromen-4-one-6-sulfonate [Ag₄(H₂O)₆](C₁₆H₁₁O₄SO₃)₄·H₂O (1, C₁₆H₁₁O₄SO₃ = 5-hydroxy-7-methoxy-2-phenyl-4H-chromen-4-one-6-sulfonate) was synthesized by sulfonation reaction. The structure of 1 was characterized by FT-IR, elemental analysis and X-ray single-crystal diffraction. Complex 1 belongs to the triclinic system, space group P\begin{document}$ \overline 1 $\end{document}, a = 8.077(4), b = 12.365(4), c = 17.735(7) Å, V = 1685.0(12) Å³, Z = 1, μ = 1.372 mm^–1, D_c = 1.936 g/cm³, F(000) = 984, the final R = 0.0819 and wR = 0.2332 with I > 2σ(I). 3D structure of 1 exhibits alternating organic and inorganic regions. O–H⋅⋅⋅O hydrogen bonds and Ag–O coordination interactions exist among crystal water, coordinated water and sulfo group, which constructed an organic zone. Flavone skeletons form organic region of 1. Sulfo group is the bridge linking these two regions. The in vitro antitumor activity of 1 against human lymphoma cells U937 and human breast cancer cells MCF-7 were evaluated with CCK-8 assay. The result shows that 1 showed inhibitory activity against tumour cell U937 and MCF-7, and indicated that flavone sulfonate derivatives may be potential leads for further biological screenings and may generate drug-like molecules.
- argentum 5-hydroxy-7-methoxy-2-phenyl-4H-chromen-4-one-6-sulfonate,
- sulfonation reaction,
- crystal structure,
- antitumor activity
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