Synthesis, crystal structure and in vitro antibacterial activity of 2,3a,8b-trihydroxy-3-(thiophen-2-ylcarbonyl)-2-(trifluoromethyl)-2,3,3a,8b-tetrahydro-4H-indeno[1,2-b]furan-4-one
•A new indeno[1,2-b]furan-4-one has been synthesized as possible antibacterial agent.•Its structure was studied by X-ray, MS, IR and NMR.•The crystal packing is stabilized by intermolecular non-covalent interactions.•The indeno[1,2-b]furan-4-one showed broad spectrum antibacterial activity.•MIC valu...
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Veröffentlicht in: | Journal of molecular structure 2013-10, Vol.1049, p.429-435 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | •A new indeno[1,2-b]furan-4-one has been synthesized as possible antibacterial agent.•Its structure was studied by X-ray, MS, IR and NMR.•The crystal packing is stabilized by intermolecular non-covalent interactions.•The indeno[1,2-b]furan-4-one showed broad spectrum antibacterial activity.•MIC value of the compound against Pseudomonas fluorescens is 62.5μg/ml.
This work reports the synthesis and characterization of 2,3a,8b-trihydroxy-3-(thiophen-2-ylcarbonyl)-2-(trifluoromethyl)-2,3,3a,8b-tetrahydro-4H-indeno[1,2-b]furan-4-one. The compound was characterized by elemental analysis, IR, NMR and HREIMS spectra. The solid state structure of the title compound was established by single crystal X-ray diffraction. The crystal structure adopts triclinic space group P-1, and stabilized by intermolecular non-covalent interactions. The intermolecular hydrogen bonding interactions, CH⋯FC and OH⋯OC, connect the molecules into a layered network structure. The compound showed broad spectrum (in vitro) activity against nine strains of Gram positive and four strains of Gram negative bacteria. |
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ISSN: | 0022-2860 1872-8014 |
DOI: | 10.1016/j.molstruc.2013.06.068 |