Title:Novel N-(2-Methoxydibenzofuran-3-yl)-2-aryloxyacetamide Derivatives: Synthesis and Biological Investigation
VOLUME: 17
Author(s):Leyla Yurttaş*, Betül Kaya Çavuşoğlu, Halide Edip Temel and Gülşen Akalın Çiftçi
Affiliation:Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Anadolu University, 26470 Eskisehir, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Bülent Ecevit University, 67600 Zonguldak, Faculty of Pharmacy, Department of Biohemistry, Anadolu University, 26470 Eskisehir, Faculty of Pharmacy, Department of Biohemistry, Anadolu University, 26470 Eskisehir
Keywords: Dibenzofuran, usnic acid, cytotoxicity, cathepsin inhibition, anticholinesterase activity, selectivity.
Abstract:Background: Dibenzofuran ring is a typical heterocyle which is found in many natural sources and its derivatives
exhibit a wide scale of biological applications similar to its analog ring systems; furan and benzofuran.
Methods: Novel N-(2-methoxydibenzofuran-3-yl)-2-aryloxyacetamide derivatives (2a-l) were synthesized and evaluated for
their cytotoxic activity against A549 lung cancer and NIH/3T3 mouse embryofibroblast cell lines. The inhibition percentages of cathepsin D, L, acetylcholinesterase (AChE) and butrylcholinesterase (BuChE) enzymes provoked by the compounds were also determined.
Results and Discussion: Most of the compounds exhibited significant cytotoxicity whose IC50 values were identified lower
than the tested lowest concentration (<3.90 µg/mL). Compounds 2i against cathepsin D and compound 2k against cathepsin
L displayed the highest inhibitory activity. Regrettably, the compounds demonstrated very weak AChE and BuChE inhibition.
Conclusion: Compounds 2b, 2c, 2e, 2i and 2k exhibited the highest antiproliferative activity against A549 cell lines with
selective profile. However, they did not display satisfying results on tested enzymes.
