Raman and surface‐enhanced Raman spectra of flavone and several hydroxy derivatives

Teslova, Tatyana; Corredor, Charlie; Livingstone, Richard; Spataru, Tudor; Birke, Ronald L.; Lombardi, John R.; Cañamares, María Vega; Leona, Marco

doi:10.1002/jrs.1695

Cited by 105 publications

(129 citation statements)

References 31 publications

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“…S1, Table S1), in good accordance with previous reported studies [54]. Additionally, the m(C@O) experimental values observed for 36DH and CHRY agree well with the predicted ones (Table S1), and the wavenumber difference detected for these compounds is similar to that calculated between 5HF and 3HF, which was interpreted in the light of the distinct nature of the two intramolecular H-bonds [47].…”

Section: Spectral Assignmentsupporting

confidence: 91%

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A conformational study of hydroxyflavones by vibrational spectroscopy coupled to DFT calculations

Machado

Carvalho

Otero

et al. 2013

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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This article appeared in a journal published by Elsevier. The attached copy is furnished to the author for internal non-commercial research and education use, including for instruction at the authors institution and sharing with colleagues.Other uses, including reproduction and distribution, or selling or licensing copies, or posting to personal, institutional or third party websites are prohibited. The conformational preferences of a series of hydroxyflavones were studied by Raman and FTIR spectroscopies, coupled to Density Functional Theory calculations. Special attention was paid to the effect of hydroxyl substitution, due to its importance on the biological activity of these compounds. Their conformational preferences were found to be determined mainly by the orientation of the hydroxylic groups at C 7 and within the catechol moiety, leading to the occurrence of distinct conformers in the solid state. A complete assignment of the experimental spectra was carried out for these molecules, in the light of their most stable conformers and the corresponding predicted vibrational pattern.

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Section: Spectral Assignmentsupporting

confidence: 91%

“…Despite the considerable amount of work reported for these systems both by Raman and SERS techniques [51][52][53][54], a complete and accurate assignment has not yet been achieved. Furthermore, FTIR has a huge potential for the study of this kind of polyhydroxylated compounds [47,[55][56][57].…”

Section: Spectral Assignmentmentioning

confidence: 99%

A conformational study of hydroxyflavones by vibrational spectroscopy coupled to DFT calculations

Machado

Carvalho

Otero

et al. 2013

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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“…Most of them, as well as some of the case studies described, [19,25,29] were devoted to dyed textiles, but dyes in other materials have also been explored. [17,34,36,39] SERS supplies very important additional information to the 'simple' diagnosis of compounds because, as a useful molecular spectroscopic tool, it provides structural information about the chemical species present in the medium and its orientation with respect to the nanostructured metallic surface.…”

Section: Introductionmentioning

confidence: 99%

Extractionless non‐hydrolysis surface‐enhanced Raman spectroscopic detection of historical mordant dyes on textile fibers

Jurasekova

Puerto

Brunò

et al. 2010

J Raman Spectroscopy

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Alizarin and carminic acid have been detected in reference wool and linen fibers dyed with madder and cochineal, respectively, through surface-enhanced Raman scattering (SERS) measurements carried out directly on the fiber, without previous hydrolysis of the mordant-dye complex. For such purpose, Ag nanoparticles were produced and immobilized in situ via the laser photoreduction of a silver nitrate aqueous solution in contact with the fiber. Control SERS spectra of pure dyes (alizarin, purpurin and carminic acid, as well as of mixtures of the first two) on similar Ag nanoparticles were also obtained. The method has been applied to one archeological Coptic textile (6th-8th A.D.) of Egyptian origin, where alizarin has been clearly identified. Other mordant dyes of the flavonoids family (luteolin, apigenin and flavonols) have also been identified by the same SERS method in wool fibers dyed with natural plants, mainly used in Central and South America (Dyer's greenweed, old fustic, onion and chilca) following pre-Columbian dying recipes.

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“…(Online version in colour.) rsif.royalsocietypublishing.org J R Soc Interface 10: 20121065 phenyl ring [65]. Curcuminoids (e.g.…”

mentioning

confidence: 99%

Vibrational spectroscopic analyses of unique yellow feather pigments (spheniscins) in penguins

Thomas

McGoverin

McGraw

et al. 2013

J. R. Soc. Interface.

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Many animals extract, synthesize and refine chemicals for colour display, where a range of compounds and structures can produce a diverse colour palette. Feather colours, for example, span the visible spectrum and mostly result from pigments in five chemical classes (carotenoids, melanins, porphyrins, psittacofulvins and metal oxides). However, the pigment that generates the yellow colour of penguin feathers appears to represent a sixth, poorly characterized class of feather pigments. This pigment class, here termed 'spheniscin', is displayed by half of the living penguin genera; the larger and richer colour displays of the pigment are highly attractive. Using Raman and mid-infrared spectroscopies, we analysed yellow feathers from two penguin species (king penguin, Aptenodytes patagonicus; macaroni penguin, Eudyptes chrysolophus) to further characterize spheniscin pigments. The Raman spectrum of spheniscin is distinct from spectra of other feather pigments and exhibits 17 distinctive spectral bands between 300 and 1700 cm 21 . Spectral bands from the yellow pigment are assigned to aromatically bound carbon atoms, and to skeletal modes in an aromatic, heterocyclic ring. It has been suggested that the penguin pigment is a pterin compound; Raman spectra from yellow penguin feathers are broadly consistent with previously reported pterin spectra, although we have not matched it to any known compound. Raman spectroscopy can provide a rapid and non-destructive method for surveying the distribution of different classes of feather pigments in the avian family tree, and for correlating the chemistry of spheniscin with compounds analysed elsewhere. We suggest that the sixth class of feather pigments may have evolved in a stem-lineage penguin and endowed modern penguins with a costly plumage trait that appears to be chemically unique among birds.

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Raman and surface‐enhanced Raman spectra of flavone and several hydroxy derivatives

Cited by 105 publications

References 31 publications

A conformational study of hydroxyflavones by vibrational spectroscopy coupled to DFT calculations

A conformational study of hydroxyflavones by vibrational spectroscopy coupled to DFT calculations

Extractionless non‐hydrolysis surface‐enhanced Raman spectroscopic detection of historical mordant dyes on textile fibers

Vibrational spectroscopic analyses of unique yellow feather pigments (spheniscins) in penguins

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