Citation: MENG Qing-Hua, LIU Qi-Feng, ZHANG Zun-Ting. Synthesis, Crystal Structure and Neuroprotection of a Novel Isoflavone Sulfonamide Compound[J]. Chinese Journal of Structural Chemistry, ;2015, 34(9): 1446-1450. doi: 10.14102/j.cnki.0254-5861.2011-0741 shu

Synthesis, Crystal Structure and Neuroprotection of a Novel Isoflavone Sulfonamide Compound

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a School of Pharmacy, Shaanxi University of Chinese Medicine, Xi'an 712046, China;
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b Faculty of Science and Technology, Agricultural University of Hebei, Cangzhou 061100, China;
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c Key Laboratory of 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: MENG Qing-Hua,
Received Date: 30 March 2015
Available Online: 23 June 2015
Fund Project: This work was supported by grants from the project of the education department of Shaanxi Province (No.2013JK0839) (No.2013JK0839)

4',7-Dimethoxy-N-methylisoflavone-3'-sulfonamide (3) was synthesized by a two step synthesis method and characterized via IR and ¹H NMR. Its chemical structure was determined by X-ray single-crystal diffraction. It crystallizes in monoclinic, space group C2/c with a=27.677(13), b=10.490(5) , c=13.982(7) Å, β=118.781(9)°, V=3558(3) Å³, Z=8, F(000)=1568, Dc=1.401 Mg/m³, M_r=375.39, μ=0.217 mm^-1, λ=0.71073 Å, the final R=0.0436 and wR=0.0910 for 3168 observed reflections with I>2σ(I). The compound was studied subsequently for the potent neuroprotective activity, and showed effects against oxygen-glucose deprivation injury in PC12 cells in a dose-dependent manner (protection: 42.5% at 100 μg·mL⁻¹, 35.1% at 10 μg·mL⁻¹ and 22.5% at 1 μg·mL⁻¹).
- 4',7-dimethoxy-N-methylisoflavone-3'-sulfonamide,
- crystal structure,
- neuroprotection
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