O-Alkyl-3,5-di-tert-butyl-4-hydroxybenzylchlorophosphonates in the Synthesis of New Phosphonamidates Containing Sterically Hindered Phenolic and N-Heterocyclic Fragments DOI
A. M. Shakirov, Э. М. Гибадуллина, Elena Chugunova

et al.

Russian Journal of General Chemistry, Journal Year: 2023, Volume and Issue: 93(S2), P. S577 - S582

Published: Dec. 1, 2023

Language: Английский

The Photoredox Paradox: Electron and Hole Upconversion as the Hidden Secrets of Photoredox Catalysis DOI
Igor V. Alabugin,

Paul Eckhardt,

Kimberley Christopher

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 24, 2024

Although photoredox catalysis is complex from a mechanistic point of view, it also often surprisingly efficient. In fact, the quantum efficiency puzzlingly large portion reactions exceeds 100% (i.e., measured yields (QYs) are >1). Hence, these can be

Language: Английский

Citations

4
A new activating mode of donor–acceptor cyclopropane: the tug-of-war between strain and aromaticity, transient generation of quinone methides and their reactions with C-nucleophiles DOI Creative Commons
Vitaly V. Shorokhov, Beauty K. Chabuka,

Timur P. Tikhonov

et al.

Published: Aug. 7, 2024

Here, we present a new approach for activation of donor-acceptor cyclopropane systems in ring-opening reactions, which does not require the use Lewis or Brønsted acid as catalyst. Under treatment with base, cyclopropanes containing phenolic group donor undergo deprotonation and fast isomerisation to corresponding quinone methides. This innovative strategy was applied realise [4+1] annulation 2-(2-hydroxyaryl)-substituted DA sulfur ylides, affording functionalised dihydrobenzofurans. A plausible mechanism this process has been proposed based on theoretical calculations. Additionally, generated ortho- para-quinone methides well their aza-analogues can be trapped by deprotonated CH-acids nucleophiles providing simple path toward acyclic polyfunctional compounds promising building blocks synthesis more complexed biologically interesting cyclic structures.

Language: Английский

Citations

2
Discovery of Di(het)arylmethane and Dibenzoxanthene Derivatives as Potential Anticancer Agents DOI Open Access
Аndrey V. Smolobochkin,

D.Zh. Niyazova,

Almir S. Gazizov

et al.

International Journal of Molecular Sciences, Journal Year: 2024, Volume and Issue: 25(12), P. 6724 - 6724

Published: June 18, 2024

A family of bifunctional dihetarylmethanes and dibenzoxanthenes is assembled via a reaction acetals containing 2-chloroacetamide moiety with phenols related oxygen-containing heterocycles. These compounds demonstrated selective antitumor activity associated the induction cell apoptosis inhibition process glycolysis. In particular, bis(heteroaryl)methane two 4-hydroxy-6-methyl-2H-pyran-2-one moieties combine excellent in vitro efficacy an IC50 1.7 µM HuTu-80 human duodenal adenocarcinoma models high selectivity index 73. Overall, this work highlights therapeutic potential dimeric from functionalized builds starting point for development new anticancer agents.

Language: Английский

Citations

1
α-Aminophosphonates Containing Sterically Hindered Phenolic and N-Heterocyclic Fragments as Potentional Antitumor Agents DOI
A. M. Shakirov, Э. М. Гибадуллина, Daut R. Islamov

et al.

Russian Journal of General Chemistry, Journal Year: 2024, Volume and Issue: 94(2), P. 488 - 496

Published: Feb. 1, 2024

Language: Английский

Citations

0
Catechol-derived Mannich bases: radical regulatory properties, cytotoxicity and interaction with biomolecules DOI
Maxim Y. Gvozdev, Iveta S. Turomsha, Natalia V. Loginova

et al.

Free Radical Research, Journal Year: 2024, Volume and Issue: unknown, P. 1 - 12

Published: Nov. 27, 2024

Free radicals are ubiquitous in biological systems, being responsible for pathogenesis of degenerative diseases and participating vitally important biochemical processes, which mediated by radical regulatory agents. The effects the aliphatic amine substituents catechol-derived Mannich bases on their antioxidant pro-oxidant activity were investigated. It has been found that presence catechol moiety structure allows them to act as Cu(II) reductants, efficient Fe(II) chelators potent DPPH scavengers. plausible mechanism scavenging proceeds via quinone formation, followed interaction with ethanol Michael addition reaction. In neutrophil respiratory burst assay, several compounds have demonstrated a weak at micromolar level (0.1–10 µM), whereas millimolar (0.1 mМ) strong effect observed. Additionally, highest used concentrations pronounced cytotoxicity against dermal fibroblasts DF-2 an immunosuppressive T-lymphocytes observed all synthesized compounds. oxidation catechols low-molecular thiols results formation covalent adducts, provides insight into detoxification pathways.

Language: Английский

Citations

0
Recent Advances in Novel Compositions for Electrochemical Applications DOI Open Access
Almaz A. Zagidullin, Mikhail Khrizanforov

International Journal of Molecular Sciences, Journal Year: 2023, Volume and Issue: 24(20), P. 15388 - 15388

Published: Oct. 20, 2023

In recent years, there has been a significant rise in innovative developments the field of electrochemical composites [...].

Language: Английский

Citations

0
O-Alkyl-3,5-di-tert-butyl-4-hydroxybenzylchlorophosphonates in the Synthesis of New Phosphonamidates Containing Sterically Hindered Phenolic and N-Heterocyclic Fragments DOI
A. M. Shakirov, Э. М. Гибадуллина, Elena Chugunova

et al.

Russian Journal of General Chemistry, Journal Year: 2023, Volume and Issue: 93(S2), P. S577 - S582

Published: Dec. 1, 2023

Language: Английский

Citations

0