Synthesis, characterization, antimicrobial and enzymatic activity of 4b,9b-dihydroxy-7,8-dihydro-4bH-indeno[1,2-b]benzofuran-9,10(6H,9bH)-dione

• Published in: Journal of molecular structure Vol. 1006; no. 1; pp. 318 - 323
• Main Authors: Mehdi, Sayed Hasan, Hashim, Rokiah, Ghalib, Raza Murad, Fátima C. Guedes da Silva, M., Sulaiman, Othman, Rahman, Syed Ziaur, Murugaiyah, Vikneswaran, Marimuthu, Mani Maran
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 14.12.2011
• Subjects: 4b,9b-Dihydroxy-7,8-dihydro-4bH-indeno[1,2-b]benzofuran-9,10(6H,9bH)-dione; Antimicrobial activity; antimicrobial agents; antimicrobial properties; Cholinesterase; Cholinesterase enzymes; Crystal structure; Crystallization; Derivatives; Diffraction; enzyme activity; Fourier transform infrared spectroscopy; Inter-molecular hydrogen bonding; microorganisms; NMR spectra; nuclear magnetic resonance spectroscopy; Spectra; Synthesis; X-ray diffraction; X-rays; Cholinesterase enzymes; Inter-molecular hydrogen bonding; Antimicrobial activity; 4b,9b-Dihydroxy-7,8-dihydro-4bH-indeno[1,2-b]benzofuran-9,10(6H,9bH)-dione; NMR spectra; Crystal structure
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2011.09.026

► 4b,9b-Dihydroxy-7,8-dihydro-4bH-indeno[1,2-b]benzofuran-9,10(6H,9bH)-dione monohydrate was synthesized. ► X-ray crystallography, 1H, 13C NMR and IR spectral studies confirmed the structure. ► X-ray studies showed twofold linkages of neighboring units via intermolecular hydrogen bonds. ► Potential antimicrobial activity and moderate inhibitory activity. The crystal structure of the title compound, 4b,9b-dihydroxy-7,8-dihydro-4bH-indeno[1,2-b]benzofuran-9,10(6H,9bH)-dione has been determined by single crystal X-ray diffraction. It crystallizes in the monoclinic space group P2 1/c with Z = 4. The FTIR as well as the 1H and 13C NMR spectra of the compound were also recorded and briefly discussed. The compound showed potential antimicrobial activity comparable to that of clinically used antimicrobial agents against selected microorganisms. It has selective and moderate inhibitory activity on butyryl cholinesterase enzyme and could serve as potential lead compound for synthesis of more bioactive derivatives.