Analytical applications of 1,10-anthraquinones: A review

Dı́az, A. Navas

doi:10.1016/0039-9140(91)80140-u

Cited by 32 publications

(9 citation statements)

References 156 publications

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“…Anthraquinones 1-5 have shown absorption signals in the range of 200-300 nm. This suggests presence of n → π * transition of fused aromatic rings and quinone backbones, with relatively small shifting but high dependence on substituent groups (Allen et al 1995;Diaz 1991Diaz , 1990; Langdon-Jones & Pope 2014). Besides that, the anthraquinones have revealed longer wavelengths with weaker intensities within the 350-450 nm region, which were assigned to the n → π * transition (Anouar et al 2014;Peters & Sumner 1953).…”

Section: Resultsmentioning

confidence: 99%

Isolation and Photophysical Properties of Di- and Tri-substituted Natural Anthraquinones from Malaysian Morinda citrifolia

Adnan¹,

Nasuha²,

Abdullah³

et al. 2018

JSM

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Five di-and tri-substituted natural anthraquinones, i.e. nordamnacanthal (1), damnacanthal (2), rubiadin (3), 1-methoxy-2-methyl-3-hydroxyanthraquinone (4) and 1-hydroxy-3-methoxyanthraquinone (5) were subjected to photophysical studies. The results indicated that steric hindrance and intramolecular hydrogen bonding are important factors that affect absorption and emission spectral of these natural anthraquinones. Besides that, emission properties were significantly enhanced with formation of intramolecular hydrogen bonding in 1,3-dihydroxy-2-aldehyde tri-substituted anthraquinone 1. This gave rise to formation of two additional quasi aromatic rings extending the π-conjugation system in the anthraquinone structure.

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Section: Resultsmentioning

confidence: 99%

Isolation and Photophysical Properties of Di- and Tri-substituted Natural Anthraquinones from Malaysian Morinda citrifolia

Adnan¹,

Nasuha²,

Abdullah³

et al. 2018

JSM

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“…The UV/vis spectra of 1-hydroxyanthraquinones is determined primarily by their tautomeric or conformational structures (Fain et al 2006). Intra- and intermolecular hydrogen bonding cause displacement towards longer wavelengths due the formation of a pseudo-ring through hydrogen bond, which increases the length of the conjugated system (Diaz 1990; 1991). …”

Section: Introductionmentioning

confidence: 99%

UV/Visible spectra of a series of natural and synthesised anthraquinones: experimental and quantum chemical approaches

et al. 2014

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Root decoctions of anthraquinone-containing plants are often taken as postpartum tonic and aphrodisiac. Anthraquinones are known for their diverse biological activities, especially antioxidant and anticancer. A series of 35 anthraquinones was generated by isolation from Rubiaceae plants and synthesis. Their UV/vis spectrum depends on the nature and relative positions of auxochromic substituents on the basic skeleton. To predict the maximum absorption bands for the current series of anthraquinones, excited sate calculations were performed using TD-DFT, CIS, ZINDO methods. The results showed that the use of PBE0 or its combination with B3LYP and B3P86 hybrid functionals are the most suitable to reproduce accurately the experimental λMAX. The structure–property relationships (SPRs) were established based on structural and electronic properties of the anthraquinones and showed (i) the importance of the number and position of OH groups and (ii) the positive contribution of the electrophilicity and hardness as electronic descriptors on position and amplitude of the maximum absorption bands.

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“…Occasionally reported in earlier studies formation of fluorescent complexes of alizarin red S (ARS) with Lewis acids [1][2][3] currently attracts growing interest for development of fluorometric sensors for analytes of various types. 4 One of the most successful applications involves carbohydrate sensing by ARS complexes of boronic acids.…”

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Selective fluorometric detection of pyrophosphate by interaction with alizarin red S–dimethyltin(iv) complex

Villamil‐Ramos

Yatsimirsky

2011

Chem. Commun.

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Analytical applications of 1,10-anthraquinones: A review

Cited by 32 publications

References 156 publications

Isolation and Photophysical Properties of Di- and Tri-substituted Natural Anthraquinones from Malaysian Morinda citrifolia

Isolation and Photophysical Properties of Di- and Tri-substituted Natural Anthraquinones from Malaysian Morinda citrifolia

UV/Visible spectra of a series of natural and synthesised anthraquinones: experimental and quantum chemical approaches

Selective fluorometric detection of pyrophosphate by interaction with alizarin red S–dimethyltin(iv) complex

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