Electromeric effect of substitution at 6 th position in 2-(Furan-2-yl)-3-hydroxy-4 H-chromen-4-one (FHC) on the absorption and emission spectra

Bansal, Manisha; Kaur, Rupinder

doi:10.1007/s12039-015-0786-1

Cited by 8 publications

(5 citation statements)

References 17 publications

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“…Absorption spectral data (molar absorption coefficients, absorption maxima, solvents, and literature citations) are listed in Table and the Supporting Information (Table S1) for all 177 flavonoids. ,,,,− …”

Section: Resultsmentioning

confidence: 99%

Digital Database of Absorption Spectra of Diverse Flavonoids Enables Structural Comparisons and Quantitative Evaluations

et al. 2023

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Flavonoids play diverse roles in plants, comprise a non-negligible fraction of net primary photosynthetic production, and impart beneficial effects in human health from a plant-based diet. Absorption spectroscopy is an essential tool for quantitation of flavonoids isolated from complex plant extracts. The absorption spectra of flavonoids typically consist of two major bands, band I (300–380 nm) and band II (240–295 nm), where the former engenders a yellow color; in some flavonoids the absorption tails to 400–450 nm. The absorption spectra of 177 flavonoids and analogues of natural or synthetic origin have been assembled, including molar absorption coefficients (109 from the literature, 68 measured here). The spectral data are in digital form and can be viewed and accessed at . The database enables comparison of the absorption spectral features of 12 distinct types of flavonoids including flavan-3-ols (e.g., catechin, epigallocatechin), flavanones (e.g., hesperidin, naringin), 3-hydroxyflavanones (e.g., taxifolin, silybin), isoflavones (e.g., daidzein, genistein), flavones (e.g., diosmin, luteolin), and flavonols (e.g., fisetin, myricetin). The structural features that give rise to shifts in wavelength and intensity are delineated. The availability of digital absorption spectra for diverse flavonoids facilitates analysis and quantitation of these valuable plant secondary metabolites. Four examples are provided of calculationsmulticomponent analysis, solar ultraviolet photoprotection, sun protection factor (SPF), and Förster resonance energy transfer (FRET)for which the spectra and accompanying molar absorption coefficients are sine qua non.

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Section: Resultsmentioning

confidence: 99%

Digital Database of Absorption Spectra of Diverse Flavonoids Enables Structural Comparisons and Quantitative Evaluations

et al. 2023

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“…The band at 319 nm was related to the absorption due to p-electron excitation of the pyrone ring, as reported in the literature for the furyl-substituted chromone. 14 The structural characterization of L was also confirmed via NMR spectroscopy analysis. 3).…”

Section: Ligand Preparation and Characterizationmentioning

confidence: 98%

“…The chalcone thus obtained was subjected to Algar-Flynn-Oyamada reaction conditions with hydrogen peroxide, according to the literature. 14,15 Yellow solid; yield: 65%. NMR data according to Camargo et al 4 The 1 H NMR spectrum can be found in Fig.…”

Section: Synthesismentioning

confidence: 99%

M^II (M = Mn, Fe, Co, Ni and Cu) complexes with a chromone-derived neutral ligand: synthesis, structural characterization, photocatalytic and mycobacterial activity studies

et al. 2022

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“…They show an excited state intramolecular proton transfer (ESIPT) reaction between the normal excited state N* and the tautomeric proton transfer product T*. The ESIPT process takes place by intramolecular proton transfer from the 3-hydroxy group to the 4-carbonyl ( Scheme 1 ), thus resulting in two intense and well-separated emission bands [ 10 , 11 ].…”

Section: Introductionmentioning

confidence: 99%

A Flavone-Based Solvatochromic Probe with A Low Expected Perturbation Impact on the Membrane Physical State

et al. 2020

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The study of the cell membrane is an ambitious and arduous objective since its physical state is regulated by a series of processes that guarantee its regular functionality. Among the different methods of analysis, fluorescence spectroscopy is a technique of election, non-invasive, and easy to use. Besides, molecular dynamics analysis (MD) on model membranes provides useful information on the possibility of using a new probe, following its positioning in the membrane, and evaluating the possible perturbation of the double layer. In this work, we report the rational design and the synthesis of a new fluorescent solvatochromic probe and its characterization in model membranes. The probe consists of a fluorescent aromatic nucleus of a 3-hydroxyflavone moiety, provided with a saturated chain of 18 carbon atoms and a zwitterionic head so to facilitate the anchoring to the polar heads of the lipid bilayer and avoid the complete internalization. It was possible to study the behavior of the probe in GUV model membranes by MD analysis and fluorescence microscopy, demonstrating that the new probe can efficiently be incorporated in the lipid bilayer, and give a color response, thanks to is solvatochromic properties. Moreover, MD simulation of the probe in the membrane supports the hypothesis of a reduced perturbation of the membrane physical state.

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Electromeric effect of substitution at 6 th position in 2-(Furan-2-yl)-3-hydroxy-4 H-chromen-4-one (FHC) on the absorption and emission spectra

Cited by 8 publications

References 17 publications

Digital Database of Absorption Spectra of Diverse Flavonoids Enables Structural Comparisons and Quantitative Evaluations

Digital Database of Absorption Spectra of Diverse Flavonoids Enables Structural Comparisons and Quantitative Evaluations

M^II (M = Mn, Fe, Co, Ni and Cu) complexes with a chromone-derived neutral ligand: synthesis, structural characterization, photocatalytic and mycobacterial activity studies

A Flavone-Based Solvatochromic Probe with A Low Expected Perturbation Impact on the Membrane Physical State

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Electromeric effect of substitution at 6 th position in 2-(Furan-2-yl)-3-hydroxy-4 H-chromen-4-one (FHC) on the absorption and emission spectra

Cited by 8 publications

References 17 publications

Digital Database of Absorption Spectra of Diverse Flavonoids Enables Structural Comparisons and Quantitative Evaluations

Digital Database of Absorption Spectra of Diverse Flavonoids Enables Structural Comparisons and Quantitative Evaluations

MII (M = Mn, Fe, Co, Ni and Cu) complexes with a chromone-derived neutral ligand: synthesis, structural characterization, photocatalytic and mycobacterial activity studies

A Flavone-Based Solvatochromic Probe with A Low Expected Perturbation Impact on the Membrane Physical State

Contact Info

Product

Resources

About

M^II (M = Mn, Fe, Co, Ni and Cu) complexes with a chromone-derived neutral ligand: synthesis, structural characterization, photocatalytic and mycobacterial activity studies