Novel n-(2-methoxydibenzofuran-3-yl)-2-aryloxyacetamide derivatives: Synthesis and biological investigation

YURTTAŞ L., Çavuşoğlu B., TEMEL H. E., Çiftçi G. A.

Letters in Drug Design and Discovery, cilt.18, sa.5, ss.471-479, 2021 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 18 Sayı: 5
  • Basım Tarihi: 2021
  • Doi Numarası: 10.2174/1570180817999201110114107
  • Dergi Adı: Letters in Drug Design and Discovery
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Biotechnology Research Abstracts, Chemical Abstracts Core, EMBASE
  • Sayfa Sayıları: ss.471-479
  • Anahtar Kelimeler: Anticholinesterase activity, Cathepsin inhibition, Cytotoxic activity, Cytotoxicity, Dibenzofuran, Usnic acid
  • Bilecik Şeyh Edebali Üniversitesi Adresli: Hayır

Özet

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, acetyl-cholinesterase (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. Regret-tably, 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.