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Acta Crystallographica Section C-Structural Chemistry

Publication date: 2020-09-01
Volume: 76 Pages: 874 -
Publisher: International Union of Crystallography

Author:

Nguyen, Tien Cong
Huynh, Thi Xuan Trang ; Pham, Duc Dung ; Tran, Hoang Phuong ; Vu, Quoc Trung ; Nguyen, Dang Dat ; Dang, Thi Tuyet Anh ; Nguyen, Van Tuyen ; Luc, Van Meervelt

Keywords:

Science & Technology, Physical Sciences, Chemistry, Multidisciplinary, Crystallography, Chemistry, 2-aroylbenzofuran-3-ol, bromo-salicylate, iodosalicylate, crystal structure, cytotoxicity, BIOLOGICAL EVALUATION, MOLECULAR DOCKING, CRYSTAL-STRUCTURE, BENZOFURAN, INHIBITORS, HYBRIDS, DERIVATIVES, BINDING, bromosalicylate, Antineoplastic Agents, Benzofurans, Crystallography, X-Ray, Hep G2 Cells, Humans, Hydrogen Bonding, Magnetic Resonance Spectroscopy, Molecular Structure, 3402 Inorganic chemistry, 3403 Macromolecular and materials chemistry

Abstract:

Five 2-aroyl-5-bromobenzo[b]furan-3-ol compounds (two of which are new) and four new 2-aroyl-5-iodobenzo[b]furan-3-ol compounds were synthesized starting from salicylic acid. The compounds were characterized by mass spectrometry and 1H NMR and 13C NMR spectroscopy. Single-crystal X-ray diffraction studies of four compounds, namely, (5-bromo-3-hydroxybenzofuran-2-yl)(4-fluorophenyl)methanone, C15H8BrFO3, (5-bromo-3-hydroxybenzofuran-2-yl)(4-chlorophenyl)methanone, C15H8BrClO3, (5-bromo-3-hydroxybenzofuran-2-yl)(4-bromophenyl)methanone, C15H8Br2O3, and (4-bromophenyl)(3-hydroxy-5-iodobenzofuran-2-yl)methanone, C15H8BrIO3, were also carried out. The compounds were tested for their in vitro cytotoxicity on the four human cancer cell lines KB, Hep-G2, Lu-1 and MCF7. Six compounds show good inhibiting abilities on Hep-G2 cells, with IC50 values of 1.39-8.03 µM.