Synthesis, characterization and biological properties of benzimidazolium salts containing (3-(methyl)phenyl)boronic acid group


Kuruçay A., Aktaş A., Noma S. A. A., Gök Y., Ateş B.

5th International Organic Chemistry Congress, Malatya, Türkiye, 14 - 17 Ekim 2021, ss.31

  • Yayın Türü: Bildiri / Özet Bildiri
  • Basıldığı Şehir: Malatya
  • Basıldığı Ülke: Türkiye
  • Sayfa Sayıları: ss.31
  • İnönü Üniversitesi Adresli: Evet

Özet

The compounds containing the N-heterocyclic carbene (NHC) ligand were first synthesized by Wanzlick and Öfele [1].

However, the first free NHC compound was synthesized in 1991 by Arduengo [2]. After this discovery, there have been

tremendous advances in organometallic, catalysis, and carbene chemistry [3]. In addition, works on the biological activities of

these compounds have recently attracted attention. In this work, we characterized the structural and electronic properties of the new benzimidazolium salts bearing (3-

(methyl)phenyl)boronic acid group (Scheme 1) by using spectroscopic techniques such as NMR, FTIR, UV-Vis, and element

analysis. As biological properties of these salts, XO inhibition and anticancer activities were determined.

XO activity was measured by spectrophotometrically by measuring uric acid formation at 294 nm [4]. In the enzyme inhibition

study, IC50 values of these salt were determined as follows; 1a: 1.062 μM, 1b: 1.226 μM, 1c: 0.761 μM, 1d: 0.591 μM,

and allopurinol (standart): 1.685 μM. In the anticancer study, IC50 values of 1a-d on human breast cancer (MCF7) cells were

in the range from 23.47 to 176.13 μg/mL. 82.02 μg/mL was measured for cisplatin as IC50. As a result of these studies, 1d

salt has lower IC50 values than other salts and standards.