Synthesis, Structural And Antioxidant Studies Of Some Novel Benzofuran And Phthalimide Derivatives

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Date
2018-08
Authors
Then Li Yee
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Universiti Sains Malaysia
Abstract
In this project, two series of heterocyclic analogues bearing a benzofuran (1a- 1q) and a phthalimide (2a-2g) moieties were synthesized and crystallized. All crystal structures were revealed by single crystal X-ray crystallography technique, supported by FT-IR and NMR spectral analysis. The molecular structures and interactions of these compounds were studied and analysed. Besides, the antioxidant potential of all compounds were evaluated using different antioxidant assays. In the benzofuran series, eight of seventeen compounds are assembled in a triclinic š‘ƒ1Ģ… space group, five in monoclinic P21/n, two in monoclinic C2/c, whereas two in orthorhombic Pna21 and P212121. The Cā€”C(=O)ā€”Cā€”Oā€”C(=O) connecting bridge of these benzofuran molecules tends to adopt a nearly perpendicular or a nearly planar conformation. Intermolecular interactions are most observable in compounds 1f-1k while the least in compounds 1c and 1n. It was found that compounds 1a, 1d, 1g and 1p were active towards H2O2 radical scavenging assay, with the incorporation of electron donating substituents. In the phthalimide series, five from seven compounds adopt a triclinic š‘ƒ1Ģ… space group while two exhibit monoclinic P21/c and P21/n. Significantly, a Vshaped configuration is observed in all structures, with respects to their N1ā€”C9ā€”N2 angles. In the molecular packing, most interactions are observed in compound 2f whereas the least in compound 2d. Based on the inhibition results, it was found that compounds (2a-2g) are antioxidant inactive.
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Physics
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