Trans-Platinum Complexes with Diclofenac, Aspirin, and 2,6-Di-tert-Butylphenol Fragment: Synthesis and Biological Activity

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Abstract

A series of σ-aryl platinum complexes with the sterically hindered phenol group of the general formula RPt[PPh3]2X (R = 3,5-di-tert-butyl-4-hydroxyphenyl; X = Cl (I), diclofenac (II), aspirin (III), and OOCR (IV)) is synthesized and characterized by 1H, 13C, and 31P NMR spectroscopy, IR spectroscopy, and elemental analysis. The molecular structure of compound I is determined by X-ray diffraction (XRD) (CIF file CCDC no. 2243100). The electron and hydrogen atom transfers are studied by spectrophotometry in the CUPRAC and DPPH tests. Complexes I, II, and IV are active reducing agents of Cu(II). The antioxidant activity is studied as the ability of the compounds to inhibit lipoxygenase (LOX-1B). Compound I is found to be an inhibitor of LOX-1B. The antiproliferative properties of the complexes are studied in vitro on the HCT-116, MCF-7, and A-549 cancer cells and WI-38 normal cells. The synthesized compounds have a lower antiproliferative activity than that of cisplatin.

About the authors

T. A. Antonenko

Moscow State University, Moscow, Russia

Email: taisiya.antonenko@mail.ru
Россия, Москва

D. B. Shpakovskii

Moscow State University, Moscow, Russia

Email: taisiya.antonenko@mail.ru
Россия, Москва

Yu. A. Gracheva

Moscow State University, Moscow, Russia

Email: taisiya.antonenko@mail.ru
Россия, Москва

K. A. Lysenko

Moscow State University, Moscow, Russia

Email: taisiya.antonenko@mail.ru
Россия, Москва

E. R. Milaeva

Moscow State University, Moscow, Russia

Author for correspondence.
Email: taisiya.antonenko@mail.ru
Россия, Москва

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Copyright (c) 2023 Т.А. Антоненко, Д.Б. Шпаковский, Ю.А. Грачева, К.А. Лысенко, Е.Р. Милаева