New Trends in Chemistry and Application of Aromatic and Related Selenaheterocycles

Młochowski, J.; Giurg, Mirosław

doi:10.1007/978-3-540-68343-8_7

Cited by 15 publications

(15 citation statements)

References 222 publications

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“…Four doublet signals observed in the 1 H NMR spectrum ( Fig. 1(a)) are in principle consistent with both tautomeric forms of Q1, but the presence of the carbonyl signal at 173.37 ppm in the 13 C NMR ( Fig. 1(b)) shows with no doubt that the oxo-tautomer dominates also in the strong alkaline solutions.…”

Section: N(9)-protonated (Ph ∼ 11) and N(9)-deprotonated (Ph ∼ 13) Fomentioning

confidence: 55%

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Anodic oxidation of selenadiazoloquinolones in alkaline media

Staško

Zalibera

Barbieriková

et al. 2011

Magnetic Reson in Chemistry

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Newly synthesized derivatives of 6-oxo-6,9-dihydro[1,2,5]selenadiazolo[3,4-h]quinoline variously substituted at position 7 (R = H, COOH, COCH(3), CN, COOC(2)H(5) and COOCH(3)) are established in strongly alkaline aqueous solutions (0.1 M NaOH; pH ∼ 13) as N(9)-deprotonated structures, but in less alkaline solutions (0.001 M NaOH; pH ∼ 11) the N(9)-protonated oxo tautomeric forms dominate. Upon their anodic oxidation in alkaline solutions, the selenadiazole ring is replaced, forming instead the paramagnetic species analogous to the ortho semiquinone radical anions as monitored by in situ EPR spectroscopy. The quantum chemical calculations for two representative selenadiazoloquinolones (R = H and COOH) and their anodic oxidation products presented are in agreement with experiments.

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Section: N(9)-protonated (Ph ∼ 11) and N(9)-deprotonated (Ph ∼ 13) Fomentioning

confidence: 55%

“…1 H and 13 C NMR spectra of Q1 were recorded with a Varian VNMRS 600 MHz spectrometer equipped with the 13 O. The spectrum shown in (a) is analogous to that described in details by Q1 (Fig.…”

Section: Experimental Chemicals and Experimental Techniquesmentioning

confidence: 99%

Anodic oxidation of selenadiazoloquinolones in alkaline media

Staško

Zalibera

Barbieriková

et al. 2011

Magnetic Reson in Chemistry

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“…The proton uptake by the nitrogen atoms of the pyrrole derivatives is highly unlikely because their basicity (pK a ¼ À 10.0) is lower than basicity of a-carbon (pK a ¼ À 3.8) and a-carbon (pK a ¼ À 5.9) atoms [21].…”

Section: Potential Response Of Membranes Incorporatingmentioning

confidence: 99%

Interface HostGuest Interaction Between Calix[4]pyrrole and Neutral Derivatives of Phenol as the Base for Their Potentiometric Discrimination

Radecki¹,

Radecka²,

Piotrowski³

et al. 2004

Electroanalysis

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Calix [4]pyrrole liquid membrane electrodes display a potentiometric response towards the neutral form of phenol derivatives. They do not respond towards the corresponding anionic forms. The mechanism of the generation of the potentiometric signal relies on: (1) The creation of supramolecular complex calix[4]pyrroleÀnitrophenol at the organic/aqueous interface; (2) The increasing of the acidity of OH group from nitrophenol molecules due to formation of hydrogen bond between calix[4]pyrroleÀnitrophenol at the interface; (3) The dissociation of the OH group from calix[4]pyrroleÀnitrophenol complex and the ejection of H þ to the aqueous layer adjusted to the membrane organic phase boundary. The sensitivity and selectivity of the calix[4]pyrrole liquid membrane electrodes are governed by the lipophilicity and acidity of the phenolic guests. Also, the affinity to create a hydrogen bond between the host and the target molecule is a parameter which has a strong influence on the phenomena studied.

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“…Synthesis of organoselenium compounds of different classes continues to be a very active research area, because of their distinct chemical and biological properties . In fact, a variety of organoselenium compounds are well known for their antimicrobial, anti‐inflammatory, antioxidant, and biocidal activities . Their practical application in medicine for the treatment of tumors and cancers is a subject of current intense interest .…”

Section: Introductionmentioning

confidence: 99%

An Easy Synthetic Approach to Construct Some Ebselen Analogues and Benzo[b]selenophene Derivatives: Their Antioxidant and Cytotoxic Assessment

Elsherbini

Hamama

Zoorob

2018

Journal of Heterocyclic Chem

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in Wiley Online Library (wileyonlinelibrary.com). 2-(Chloroseleno)benzoyl chloride serves as a versatile building block for the synthesis of novel ebselen (2-phenyl-1,2-benzisoselenazol-3(2H)-one) analogues and benzo[b]selenophen-3(2H)-one derivatives. The antioxidant activity and cytotoxic evaluation of the newly synthesized compounds were implemented. Among all the synthesized compounds, 1-(3-hydroxybenzo[b]selenophen-2-yl)ethanone oxime (9) was the most potent antioxidant and the most cytotoxic compound as well.

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New Trends in Chemistry and Application of Aromatic and Related Selenaheterocycles

Cited by 15 publications

References 222 publications

Anodic oxidation of selenadiazoloquinolones in alkaline media

Anodic oxidation of selenadiazoloquinolones in alkaline media

Interface HostGuest Interaction Between Calix[4]pyrrole and Neutral Derivatives of Phenol as the Base for Their Potentiometric Discrimination

An Easy Synthetic Approach to Construct Some Ebselen Analogues and Benzo[b]selenophene Derivatives: Their Antioxidant and Cytotoxic Assessment

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