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Novel N-(2-Methoxydibenzofuran-3-yl)-2-aryloxyacetamide Derivatives: Synthesis and Biological Investigation

[ Vol. 18 , Issue. 5 ]

Author(s):

Leyla Yurttaş*, Betül Kaya Çavuşoğlu, Halide Edip Temel and Gülşen Akalın Çiftçi   Pages 471 - 479 ( 9 )

Abstract:


Background: Dibenzofuran ring is a typical heterocyle that 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.

Materials and 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). Compound 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.

Keywords:

Dibenzofuran, usnic acid, cytotoxicity, cathepsin inhibition, anticholinesterase activity, cytotoxic activity.Dibenzofuran, usnic acid, cytotoxicity, cathepsin inhibition, anticholinesterase activity, cytotoxic activity.

Affiliation:

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, Eskisehir 26470, Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Bulent Ecevit University, Zonguldak 67600, Department of Biohemistry, Faculty of Pharmacy, Anadolu University, Eskisehir 26470, Department of Biohemistry, Faculty of Pharmacy, Anadolu University, Eskisehir 26470

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