Digallic Acid

Verzele, M.; Delahaye, P.; Dijck, J. van

doi:10.1002/bscb.19830920212

Cited by 14 publications

(3 citation statements)

References 2 publications

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“…The two singlet peaks at 7.07 and 7.25 ppm were not assigned with these F 2 -selective 2D NMR spectra. However, the CT-HMBC spectrum indicated that these peaks may arise from a galloyl group; therefore, these peaks were presumed to arise from p -digallic acid by referring to the former reports. , …”

Section: Resultsmentioning

confidence: 90%

“…However, the CT-HMBC Journal of Agricultural and Food Chemistry spectrum indicated that these peaks may arise from a galloyl group; therefore, these peaks were presumed to arise from p-digallic acid by referring to the former reports. 29,30 In the F 2 -selective 2D NMR spectra, amine protons were observed with high sensitivity (Figure 2b, 3a). Because amine protons are exchangeable, they are difficult to detect in a deuterated solvent.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

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Metabolic Discrimination of Mango Juice from Various Cultivars by Band-Selective NMR Spectroscopy

Koda

Furihata

Wei

et al. 2012

J. Agric. Food Chem.

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NMR-based metabolic analysis of foods has been widely applied in food science. In this study, we performed discrimination of five different mango cultivars, Awin, Carabao, Keitt, Kent, and Nam Dok Mai, using metabolic analysis with band-selective excitation NMR spectra. A combination of unsupervised principal component analysis (PCA) with low-field region (1)H NMR spectra obtained by band-selective excitation provided a good discriminant model of the five mango cultivars. Using F(2)-selective 2D NMR spectra, we also identified various minor components in the mango juice. Signal assignment of the minor components facilitated the interpretation of the loading plot, and it was found that arginine, histidine, phenylalanine, glutamine, shikimic acid, and trigonelline were important for classification of the five mango cultivars.

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Section: Resultsmentioning

confidence: 90%

Section: ■ Results and Discussionmentioning

confidence: 99%

Metabolic Discrimination of Mango Juice from Various Cultivars by Band-Selective NMR Spectroscopy

Koda

Furihata

Wei

et al. 2012

J. Agric. Food Chem.

View full text Add to dashboard Cite

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“…Given that the radical scavenging and antioxidant properties of gallic acid are known [ 20 ], the compound was not pursued further. The other two early-eluting peaks were identified as a 7:3-mixture of meta- and para-digallic acid ( 2 ) [ 21 ] and a gallic acid methyl ester ( 3 ) [ 22 ]. Both compounds were found to possess good radical scavenging activity ( Table 2 ), which was in accordance with the well-known radical scavenging properties of gallic acid [ 20 ].…”

Section: Resultsmentioning

confidence: 99%

Screening of Panamanian Plants for Cosmetic Properties, and HPLC-Based Identification of Constituents with Antioxidant and UV-B Protecting Activities

et al. 2015

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A library of 600 taxonomically diverse Panamanian plant extracts was screened for DPPH scavenging and UV-B protective activities, and the methanolic extracts of Mosquitoxylum jamaicense, Combretum cacoucia, and Casearia commersionia were submitted to HPLC-based activity profiling. The compounds located in the active time windows were isolated and identified as gallic acid derivatives and flavonoids. Gallic acid methyl ester (3) and digallic acid derivatives (2, 6) showed the highest DPPH scavenging activity (<10 μg/mL), while protocatechuic acid (7) and isoquercitrin (10) exhibited the highest UV-B protective properties.

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Gallotannins and Tannic Acid: First Chemical Syntheses and In Vitro Inhibitory Activity on Alzheimer’s Amyloid β‐Peptide Aggregation

et al. 2015

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The screening of natural products in the search for new lead compounds against Alzheimers disease has unveiled several plant polyphenols that are capable of inhibiting the formation of toxic b-amyloid fibrils.G allic acid based gallotannins are among these polyphenols,but their antifibrillogenic activity has thus far been examined using "tannic acid", ac ommercial mixture of gallotannins and other galloylated glucopyranoses.T he first total syntheses of two true gallotannins,ahexagalloylglucopyranose and ad ecagalloylated compound whose structure is commonly used to depict "tannic acid", are nowd escribed. These depsidic gallotannins and simpler galloylated glucose derivatives all inhibit amyloid b-peptide (Ab)a ggregation in vitro,a nd monogalloylated a-glucogallin and an atural b-hexagalloylglucose are shown to be the strongest inhibitors.Abnormal amyloid b-peptide (Ab)accumulation and aggregation into toxic fibrils is one of the major processes occurring during the progression of Alzheimers disease (AD), which today affects approximately 36 million people worldwide. [1a, 2] Although the etiology of this severe neurodegenerative disorder,w hich causes dementia in the elderly,r emains unknown, [1b,2] ag lobal effort was initiated in the early 1990s to search for neuroprotective therapeutic agents with antifibrillogenic activity. [1c,d] In this context, natural-product screening programs were implemented with the aim of identifying molecules that are capable of preventing the aggregation and/or promoting the clearance of Ab. [1c,e] Afew recent investigations have focused on plant polyphenols, which are known for their antioxidant activity and their metal-chelation and protein-binding abilities,aset of properties that makes them potentially good candidates as multifunctional drugs for the treatment of AD and other fibrillogenic neurodegenerative disorders,s uch as Parkinsons and Huntingtons diseases. [1c,e,3] Curcuminoids,s uch as curcumin itself,stilbenoids,s uch as resveratrol, and flavonoids,s uch as myricetin and epigallocatechin gallate (EGCg), all belong to aselect group of plant polyphenols that have been identified as inhibitors of Ab aggregation, mainly in vitro. [1c, 4] Gallic acid based polyphenols,s uch as the gallotannins and ellagitannins (Scheme 1), [3a, 5, 6a,b] have surprisingly been mostly left aside in these investigations,likely because of the difficulties associated with accessing them in pure form.Concerning the gallotannins,tothe best of our knowledge, investigations have been limited to the evaluation of 1) their ultimate precursor,1 ,2,3,4,6-penta-O-galloyl-b-d-glucopyranose (b-PGG, b-3;Scheme 1), which was shown to inhibit Ab fibril formation and to destabilize pre-formed Ab fibrils in vitro and in vivo, [7a] and 2) commercial tannic acid (TA), which was reported to destabilize Ab fibrils in vitro. [7b] TA is the sole available standard that is commonly but inappropriately used to assess the (biological) properties of gallotannins. [8,9a] It is usually depicted as the meta-deps...

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Digallic Acid

Cited by 14 publications

References 2 publications

Metabolic Discrimination of Mango Juice from Various Cultivars by Band-Selective NMR Spectroscopy

Metabolic Discrimination of Mango Juice from Various Cultivars by Band-Selective NMR Spectroscopy

Screening of Panamanian Plants for Cosmetic Properties, and HPLC-Based Identification of Constituents with Antioxidant and UV-B Protecting Activities

Gallotannins and Tannic Acid: First Chemical Syntheses and In Vitro Inhibitory Activity on Alzheimer’s Amyloid β‐Peptide Aggregation

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