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۱Synthesis and Evaluation of chromen [4,3–b]chromenon Derivatives as AChE inhibitors
اطلاعات انتشار: دومین کنفرانس بین المللی یافته های نوین پژوهشی در شیمی و مهندسی شیمی، سال
تعداد صفحات: ۱۲
A series of chromene–fused coumarins namely 10,11–dihydrochromeno[4,3–b]chromene–6,8(7H,9H)–diones4a–o were synthesized using one–pot reaction of appropriate benzaldehyde, dimedone and 4–hydroxycoumarin, in the presence of nano–silica sulphuric acid under solvent–free condition in good yields. The in vitro anticholinesterase assay revealed that the 3–hydroxyphenyl analog 4e had the highest inhibitory activity against both AChE and BuChE, possessing IC50 values of 3.28 and 2.19 μM, respectively. The structure–activity relationships study demonstrated that the selectivity for AChE over BuChE could be modulated by introducing second hydroxy or methoxy substituent on the para–position of the 3–hydroxyphenyl pendent group. The docking study of compound 4e with AChE revealed that the coumarin nucleus of the molecule bounds with Trp279 via π–π stacking, and 3–hydroxy group forms hydrogen bond with Asn85.<\div>
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