Synthesis, characterization, DNA interaction, molecular docking, and α‐glucosidase inhibition studies of 3‐(pyrimidin‐2‐ylthio) groups substituted water soluble zinc (II) phthalocyanine

Sağlam Ertunga N., Saka E. T., Taşkın Tok T., Yıldırım Akatın M., İnan Bektaş K., Çolak A.

APPLIED ORGANOMETALLIC CHEMISTRY, vol.38, pp.1-10, 2024 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 38
  • Publication Date: 2024
  • Doi Number: 10.1002/aoc.7583
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Aerospace Database, BIOSIS, Chemical Abstracts Core, Chimica, Communication Abstracts, Compendex, Metadex, DIALNET, Civil Engineering Abstracts
  • Page Numbers: pp.1-10
  • Karadeniz Technical University Affiliated: Yes


In this work, 3-(pyrimidin-2-ylthio)phthalonitrile (n-MP1), non-peripherally3-(pyrimidin-2-ylthio) groups substituted Zn (II) phthalocyanine (n-MP2), andits water soluble derivative (n-MP3) have been firstly synthesized and charac-terized with spectral data. The interaction of the n-MP3 complex with DNAwas examined in vitro using UV–visible titrimetric and thermal denaturationassays and in silico by performing molecular docking studies. In addition, theantidiabetic activity of n-MP3 was revealed spectroscopically by studyingα-glucosidase inhibition activities. The spectroscopic results indicated thatn-MP3 effectively binds to CT-DNA with a Kb value of 2.0  10 5 M1 andinteracts with CT-DNA via noncovalent binding mode. Besides, dockingstudies divulged that n-MP3 exhibits a stronger binding tendency (BE:10.64 kcal/mol) with DNA than the control compounds, (7.78 kcal/mol forethidium bromide and 6.21 kcal/mol for cisplatin). Consequently, due to itsstrong DNA binding activity, n-MP3 may be suitable for antimicrobial andanticancer applications after further toxicological test systems. Also, n-MP3complex inhibited the activity of α-glucosidase with the IC 50 value of 1.44± 0.08 μM, whereas IC 50 value of acarbose was 237.24 ± 1.80 μM. Therefore, itcan be said that n-MP3 is a very effective α-glucosidase inhibitor.