Effect of pyridine and quinoline N-oxides on microsomal Na,K-ATPase activity

Andreev, V.; Корвачева, Е. Г.; Nizhnik, Ya. P.

doi:10.1007/s11094-006-0124-5

Cited by 16 publications

(6 citation statements)

References 3 publications

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“…In particular, quinoline N ‐oxides exhibit antitumor and antimalarial activities . In addition, the quinoline N ‐oxide core has been found in drugs that activate microsomal Na/K‐ATPase . The main method for the preparation of quinoline N ‐oxides is the oxidation of quinolines .…”

Section: Figurementioning

confidence: 99%

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Carbon Nanotube–Ruthenium Hybrids for the Partial Reduction of 2‐Nitrochalcones: Easy Access to Quinoline N‐Oxides

et al. 2016

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A ruthenium–carbon nanotube nanohybrid was employed as a catalyst in the tandem transformation of nitrochalcones into quinoline N‐oxides. Partial reduction of the nitro group to a hydroxylamine, followed by in situ intramolecular condensation to the carbonyl afforded the quinoline‐N‐oxides in satisfactory to good yields. Reduction of the nitro group was selective and independent of changes in the reaction conditions. Highlights of this method include a very low catalyst loading relative to that required for conventional methods for the synthesis of quinoline N‐oxides and mild reaction conditions.

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Section: Figurementioning

confidence: 99%

“…[21] In addition, the quinoline N-oxide core has been found in drugs that activatem icrosomal Na/K-ATPase. [22] The main method for the preparation of quinoline N-oxides is the oxidation of quinolines. [23] The direct palladiumcatalyzed arylation of quinoline N-oxides to 2-arylquinoline Noxidesw as recently reported.…”

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Carbon Nanotube–Ruthenium Hybrids for the Partial Reduction of 2‐Nitrochalcones: Easy Access to Quinoline N‐Oxides

et al. 2016

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“…Especially, quinoline N-oxides (1) are important compounds because of their biological activity [1]. The quinoline N-oxide core unit has been found in drugs exerting microsomal Na, K-ATPase [2], antiviral [3], or antimalarian activities [4]. The synthetic method of quinoline N-oxide mainly devoted to the oxidation of the corresponding quinolines, which were synthesized from 2-aminochalcones or 2-nitrochalcones and Sn/HCl or with Pd/C hydrogenation and cyclization [5].…”

Section: Introductionmentioning

confidence: 99%

Chemoselective synthesis of quinoline N‐oxides from 3‐(2‐nitrophenyl)‐3‐hydroxypropanones

Okuma

Seto

Nagahora

et al. 2010

Journal of Heterocyclic Chem

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The reaction of 3-(2-nitrophenyl)-3-hydroxypropanones with Zn/NH 4 Cl gave the corresponding quinoline N-oxides in 80-90% yields. The reaction initiated the reduction of nitro group to afford the corresponding hydroxylamine, which intramolecularly condensed and followed by dehydration to give quinoline N-oxide. Although treatment of 2-nitrochalcone with Zn/NH 4 Cl in EtOH/H 2 O resulted in the formation of quinoline N-oxide in low yield, the reaction of 2-nitrochalcone with Sn/NH 4 Cl in refluxing EtOH/H 2 O afforded quinoline N-oxide in 80% yield.

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“…Many heterocyclic N- oxides exhibit high biochemical activity [ 1 ]. Among the N- oxides there are compounds with carcinogenic, mutagenic, herbicidal, fungicidal, insecticidal, bactericidal, analgesic, anticonvulsant, growth-regulating, and apoptogenic activities [ 2 , 3 ]. The unique biological activity of N- oxides makes it possible to use them as inhibitors in the fight against various viruses, including HIV [ 4 , 5 ], and against strains of the SARS virus [ 6 ], and also for the regulation of the Na, K-ATPhase activity [ 7 ].…”

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confidence: 99%