Selenocompounds as Potent Efflux Pump Inhibitors on Gram‐positive Bacteria DOI Creative Commons
Annamária Kincses, Nikoletta Szemerédi,

Miguel Benito‐Lama

et al.

ChemMedChem, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 20, 2024

Abstract In recent years, selenocompounds have gained increasing attention as potential anticancer and antibacterial agents. Several selenoderivatives been confirmed to act MDR efflux pump inhibitors, based on their in vitro results against the bacterial AcrAB‐TolC system cancer P‐glycoprotein. Efflux pumps can contribute directly or indirectly virulence of bacteria, they reduce intracellular concentration substances by expelling them out cell. The present work aims study inhibiting properties four families selenoesters, namely aspirin‐selenoesters, phenone‐selenoesters, hydroxy‐selenoesters, benzyl‐selenoesters. real‐time ethidium bromide accumulation assay that these derivatives inhibited systems methicillin‐resistant Staphylococcus aureus (MRSA) without exerting any effect. relative expression gene NorA transporter was also monitored presence most potent reference S. , finding could change tested gene. Regarding anti‐biofilm activity, benzyl‐selenoesters, hydroxy‐selenoesters efficiently inhibit biofilm production MRSA strain. It be concluded thus reducing biofilm‐producing bacteria.

Language: Английский

Organo‐Mediator Enabled Electrochemical Deuteration of Styrenes DOI

Yang Keming,

Tian Feng, Youai Qiu

et al.

Angewandte Chemie, Journal Year: 2023, Volume and Issue: 135(45)

Published: Sept. 12, 2023

Abstract Despite widespread use of the deuterium isotope effect, selective labeling chemical molecules remains a major challenge. Herein, facile and general electrochemically driven, organic mediator enabled deuteration styrenes with oxide (D 2 O) as economical source was reported. Importantly, this transformation could be suitable for various electron rich mediated by triphenylphosphine (TPP). The reaction proceeded under mild conditions without transition‐metal catalysts, affording desired products in good yields excellent D‐incorporation (D‐inc, up to >99 %). Mechanistic investigations means experiments cyclic voltammetry tests provided sufficient support transformation. Notably, method proved powerful tool late‐stage biorelevant compounds.

Language: Английский

Citations

5

Photo-induced organoselenium-catalyzed synthesis of 2-substituted quinazoline derivatives DOI
Hong Yang, Wenli Li, Yihong Wang

et al.

Journal of Molecular Structure, Journal Year: 2023, Volume and Issue: 1297, P. 136940 - 136940

Published: Oct. 27, 2023

Language: Английский

Citations

5

Selected Electrosynthesis of 3-Aminopyrazoles from α,β-Alkynic Hydrazones and Secondary Amines DOI
Dong Tang, Wei Zhang, Jingwen Ji

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(9), P. 6520 - 6526

Published: April 11, 2024

An available and simple electromediated cyclization method for 3-amino-substituted pyrazoles by using α,β-alkynic hydrazone secondary amine is described. The strategy utilizes KI as an electrolyte in undivided cell with a constant current, generating the desired products moderate-to-good yield. features selective amination at 3-position of pyrazole skeleton. results indicate that hydrazones functionalized aromatic groups amines electron-rich were better tolerated this transformation.

Language: Английский

Citations

1

Electrochemical Synthesis of 4‐Selenylated Oxazolones via Oxyselenylation of Ynamides DOI Open Access
Jinhui Cai,

Kaili Cen,

Weishuang Li

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 19, 2024

Abstract Electrosynthesis of selenylated‐oxazolone derivatives via cascade selenylation/cyclization ynamides was disclosed. A series diaryl diselenides, dialkyl and heteroaryl‐substituted tolerated in this protocol delivered 4‐selenyloxazolones 28–83% yields. The scale‐up reaction the oxidation performed to showcase practicability method. Furthermore, mechanistic experiments indicated that a cationic pathway instead radical probably involved.

Language: Английский

Citations

1

Tunable Electrochemical Diverse Sulfurization of Sulfoxonium Ylides with Disulfides DOI
Xinwei Hu,

Kaihui Zhong,

Zhixiong Ruan

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(65), P. 8573 - 8576

Published: Jan. 1, 2024

An electrochemical protocol for the synthesis of sulfursulfoxonium ylides and 1,3-dithioketals by reacting sulfoxonium with disulfides has been developed under simple mild conditions. By changing solubility raw materials dielectric parameters electrolyte, sulfurization enabled a selective dehydrogenation C-S construction 1,3-dithioketals. The transformation is an ideal approach to prepare organosulfur reagents broad functional group tolerance as well high selectivity, which leads vicinal difunctionalized compounds.

Language: Английский

Citations

1

Electrochemical Selenylation‐Induced Annulation of Alkenyl Ureas to Access Cyclic Isoureas DOI
Hongjun Li, Dong Tang,

Pengjuan Zhou

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 366(2), P. 188 - 193

Published: Dec. 1, 2023

Abstract A direct electrosynthesis of cyclic isoureas from N ‐allyl ureas and diselenides has been described. This protocol proceeds without any additional catalyst oxidant, at room temperature under air, providing the desired products in 71–91% yield. In addition, synthesis containing five to seven‐membered rings also achieved by employment this strategy. On basis mechanism experiments previous research works, a probable is proposed.

Language: Английский

Citations

2

Photocatalytic C3-H acylmethylation of quinoxalinone with sulfoxonium ylides for the synthesis of 3-(γ-dicarbonyl)-quinoxalin-2(1H)-ones DOI
Wenli Li,

Dong‐Liang Zhang,

Yihong Wang

et al.

Molecular Catalysis, Journal Year: 2024, Volume and Issue: 563, P. 114245 - 114245

Published: June 1, 2024

Language: Английский

Citations

0

Electrochemical Oxidative Cross-Coupling and Annulation for Functionalized Heterocycles DOI
Xinwei Hu, Zhixiong Ruan

Topics in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 37 - 53

Published: Jan. 1, 2024

Language: Английский

Citations

0

Selenocompounds as Potent Efflux Pump Inhibitors on Gram‐positive Bacteria DOI Creative Commons
Annamária Kincses, Nikoletta Szemerédi,

Miguel Benito‐Lama

et al.

ChemMedChem, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 20, 2024

Abstract In recent years, selenocompounds have gained increasing attention as potential anticancer and antibacterial agents. Several selenoderivatives been confirmed to act MDR efflux pump inhibitors, based on their in vitro results against the bacterial AcrAB‐TolC system cancer P‐glycoprotein. Efflux pumps can contribute directly or indirectly virulence of bacteria, they reduce intracellular concentration substances by expelling them out cell. The present work aims study inhibiting properties four families selenoesters, namely aspirin‐selenoesters, phenone‐selenoesters, hydroxy‐selenoesters, benzyl‐selenoesters. real‐time ethidium bromide accumulation assay that these derivatives inhibited systems methicillin‐resistant Staphylococcus aureus (MRSA) without exerting any effect. relative expression gene NorA transporter was also monitored presence most potent reference S. , finding could change tested gene. Regarding anti‐biofilm activity, benzyl‐selenoesters, hydroxy‐selenoesters efficiently inhibit biofilm production MRSA strain. It be concluded thus reducing biofilm‐producing bacteria.

Language: Английский

Citations

0