Polymorphs of 2-[2-[(2,6-dichlorophenyl)amino]phenyl]acetic acid (Diclofenac): Differences from crystallography, Hirshfeld surface, QTAIM and NCIPlots

2021 ◽  
Vol 544 ◽  
pp. 111119
Author(s):  
Miguel Morales-Toyo ◽  
Sevgi Kansız ◽  
Necmi Dege ◽  
Christopher Glidewell ◽  
Ana Fuenmayor-Zafra ◽  
...  
2020 ◽  
Vol 76 (7) ◽  
pp. 1101-1106
Author(s):  
Mustapha Tiouabi ◽  
Raphaël Tabacchi ◽  
Helen Stoeckli-Evans

In the title compound, C14H18O8, (I), the methoxycarbonyl [–C(=O)OCH3] and the acetic acid [–CH2C(=O)OH] groups are inclined to the benzene ring by 79.24 (11) and 76.71 (13)°, respectively, and are normal to each other with a dihedral angle of 90.00 (13)°. In the crystal, molecules are linked by a pair of O—H...O hydrogen bonds forming the familiar acetic acid inversion dimer. The dimers are linked by two C—H...O hydrogen bonds and an offset π–π interaction [intercentroid distance = 3.6405 (14) Å], forming layers lying parallel to the (10\overline{1}) plane. The layers are linked by a third C—H...O hydrogen bond and a C—H...π interaction to form a supramolecular framework.


2019 ◽  
Author(s):  
Jingjing Yan ◽  
Rick Homan ◽  
Corrianna Boucher ◽  
Prem N. Basa ◽  
Katherine Fossum ◽  
...  

Recently, we demonstrated that triphenylacetic acid could be used to seal dye molecules within MOF-5, but guest release required digestion of the framework by treatment with acid. We prepared the sterically bulky photocapping group [bis-(3-nitro-benzyl)-amino]-(3-nitro-phenyl)-acetic acid (PC1) can prevent Crystal violet dye diffusion from inside MOF-5 until removed by photolysis.


2019 ◽  
Author(s):  
Jingjing Yan ◽  
Rick Homan ◽  
Corrianna Boucher ◽  
Prem N. Basa ◽  
Katherine Fossum ◽  
...  

Recently, we demonstrated that triphenylacetic acid could be used to seal dye molecules within MOF-5, but guest release required digestion of the framework by treatment with acid. We prepared the sterically bulky photocapping group [bis-(3-nitro-benzyl)-amino]-(3-nitro-phenyl)-acetic acid (PC1) can prevent Crystal violet dye diffusion from inside MOF-5 until removed by photolysis.


2021 ◽  
pp. 108120
Author(s):  
Appadurai Daniel Reegan ◽  
Pachaiyappan Saravana Kumar ◽  
Antony Cruz Asharaja ◽  
Chitra Devi ◽  
Sithi Jameela ◽  
...  

FEBS Letters ◽  
1983 ◽  
Vol 153 (1) ◽  
pp. 194-198 ◽  
Author(s):  
A. Papageorgiou ◽  
I.G. Ivanov ◽  
G.G. Markov ◽  
S.I. Koliais ◽  
L. Boutis ◽  
...  

Author(s):  
Bahareh Mansoorian ◽  
Emilie Combet ◽  
Areej Alkhaldy ◽  
Ada L. Garcia ◽  
Christine Ann Edwards

Dietary fibre and polyphenols are both metabolised to short-chain fatty acids (SCFAs) and phenolic acids (PA) by the colonic microbiota. These may alter microbiota growth/diversity, but their interaction is not understood. Interactions between rutin and raftiline, ispaghula or pectin were investigated in human faecal batch cultures (healthy participants; 19–33 years, 4 males, 6 females, BMI 18.4–27.4) after a low (poly)phenol diet three days prior to study. Phenolic acids were measured by gas chromatography-mass spectrometry and SCFAs by gas chromatography-flame ionisation after 2, 4, 6, and 24 h. Rutin fermentation produced Phenyl acetic acid (PAA), 4-Hydroxy benzoic acid (4-OHBA), 3-Hydroxy phenyl acetic acid (3-OHPAA), 4-Hydroxy phenyl acetic acid (4-OHPAA), 3,4-Dihydroxy phenyl acetic acid (3,4-diOHPAA), 3-Hydroxy phenyl propionic acid (3-OHPPA), and 4-Hydroxy phenyl propionic acid (4-OHPPA). 3,4-DiOHPAA and 3-OHPAA were predominant at 6 h (1.9 ± 1.8 µg/mL, 2.9 ± 2.5 µg/mL, and 0.05 ± 0.0 µg/mL, respectively) and 24 h (5.5 ± 3.3 µg/mL, 3.1 ± 4.2 µg/mL, and 1.2 ± 1.6 µg/mL). Production of all PA except 3-OHPPA and 4-OHPPA was reduced by at least one fibre. Inhibition of PA was highest for rutin (8-fold, p < 0.01), then pectin (5-fold, p < 0.01), and ispaghula (2-fold, p = 0.03). Neither rutin nor quercetin had a detectable impact on SCFA production. These interactions should be considered when assessing dietary polyphenols and potential health benefits.


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