A gallic acid derivative and polysaccharides with antioxidative activity from rose (Rosa rugosa) flowers

2004 ◽  
Vol 56 (4) ◽  
pp. 537-545 ◽  
Author(s):  
T. B. Ng ◽  
J. S. He ◽  
S. M. Niu ◽  
Z. F. Pi ◽  
W. Shao ◽  
...  
2017 ◽  
Author(s):  
Krissan Malinda ◽  
Hery Sutanto ◽  
Akhmad Darmawan

2017 ◽  
Vol 65 (34) ◽  
pp. 7509-7518 ◽  
Author(s):  
Natthaporn Phonsatta ◽  
Pawinee Deetae ◽  
Pairoj Luangpituksa ◽  
Claudia Grajeda-Iglesias ◽  
Maria Cruz Figueroa-Espinoza ◽  
...  

Author(s):  
Ade Arsianti ◽  
Chie Aoki Utsubo ◽  
Fadilah Fadilah ◽  
Anton Bahtiar ◽  
Dadan Ramadhan Apriyanto ◽  
...  

Objective: In this work, we aim to synthesize gallic acid derivatives with chiral center and to evaluate its anti-hepatitis C virus (anti-HCV) activity.Methods: Synthesis of the target derivatives was started from esterification of commercially available boc deprotection (Boc)-L-threonine with allyl bromide, followed by Boc with HCl/EtOAc, amidation, and Sharpless asymmetric dihydroxylation with (DHQ)2PHAL or (DHQD)2PHAL as a ligand to give desired gallic acid derivatives. The synthesized gallic acid derivatives were then evaluated for anti-HCV activity and cytotoxicity.Results: The target derivatives were successfully synthesized in ranging from 20% to 30% of yield. Anti-HCV activity of the derivatives is greatly improved by the presence of chiral center, hydroxyl group, and monomethoxy group on the aromatic ring, with showed no cytotoxicity. This fact revealed that the chiral center, hydroxyl group, and monomethoxy group on the aromatic ring of gallic acid derivatives are responsible for its anti-HCV activity. Moreover, gallic acid derivative which possesses a chiral center of bottom facial stereochemistry was found to have a stronger anti-HCV activity than gallic acid derivative with chiral center of top facial stereochemistry. Suggesting that, bottom facial stereocenter in gallic acid derivative was more effective for anti-HCV activity than the top facial stereocenter.Conclusion: Gallic acid derivatives with chiral center exhibited a greater antiviral activity against HCV than gallic acid. Thus, the derivatives should be considered as a promising candidate for the treatment of HCV infection. 


Medicina ◽  
2007 ◽  
Vol 43 (4) ◽  
pp. 306 ◽  
Author(s):  
Rūta Masteikova ◽  
Jan Muselik ◽  
Jurga Bernatonienė ◽  
Rūta Bernatonienė

The aim of this study was to determine the amount of phenol compounds in tinctures prepared from Ginkgo leaves, Echinacea plant, and Ginseng roots and to evaluate the antioxidative activity of these preparations. We studied the antioxidative activity using the standard 2,2-diphenyl-1-picrylhydrazyl (DPPH·) radical cation scavenging and tyrosine nitration inhibition tests. The obtained findings showed that the amount of phenol compounds in the studied tinctures differed and ranged between 114 to 340±29 gallic acid equivalents (GAE) mg/100 mL. We found that the amount of phenol compounds in Ginkgo tincture was statistically significantly greater than that in Echinacea or Ginseng tinctures. The effectiveness of Ginkgo tincture was by 52.7% (P<0.01) lower (from 1343±11 µmmol catechin/100 mL solution to 637±64 catechin/100 mL solution), compared to Echinacea tincture. Ginseng tincture was the weakest scavenger of free radicals – only 8±1 µmmol catechin/100 mL solution. The inhibition of tyrosine nitration was by 34% (P<0.01) greater in Echinacea tincture, compared to Ginkgo tincture (from 892±36 µmmol catechin/100 mL solution to 588±17 µmmol catechin/100 mL solution). Ginseng tincture was the weakest inhibitor of tyrosine nitration – only 20±8 µmmol catechin/100 mL solution, which was by 44.6 times less, compared to Echinacea tincture. Tests on DPPH· radical cation scavenging and inhibition of nitration showed that the antioxidative activity of Echinacea tincture was statistically significantly greater compared to that of Ginkgo or Ginseng tinctures. This allows us to conclude that antioxidative activity is determined not only by phenol compounds, but also by a complex of other components of medicinal raw material.


2018 ◽  
Vol 24 (8) ◽  
pp. 6265-6267
Author(s):  
Dadan Ramadhan Apriyanto ◽  
Ade Arsianti ◽  
Chie Aoki-Utsubo ◽  
Fadilah ◽  
Anton Bahtiar ◽  
...  

In this study, we focused to evaluate threonine-allyl-ester (TAE) and amide of gallic acid derivative (AGA) for anti-HCV activity. The synthesis was started from esterification of commercially available Boc-L-Threonine with allyl bromide, followed by Boc deprotection with HCl/EtOAc produced threonine-allyl-ester (TAE) and amidation of the ester with the gallic acid with WSCD HCl, HOBt, and NMM produced the amide of gallic acid derivative (AGA). The synthesized were examined the antiviral activity against HCV (genotype 2a strain JFH1) and cytotoxicity against Huh7it-1. The synthesized of TAE and AGA were in ranging from 91% to 50% of yield. The TAE and AGA exhibited anti-HCV activity with a 50% effective concentration (EC50) of 24.5 μg/ml and 12.1 μg/ml without cytotoxicity, respectively. These results suggest that TAE and AGA have potential as anti-HCV. Further study, TAE and AGA are synthesized with addition another form.


1994 ◽  
Vol 49 (11-12) ◽  
pp. 881-884 ◽  
Author(s):  
Zbigniew Sroka ◽  
Halina Rządkowska Bodalska ◽  
Irena Mażol

Extracts from Erodium cicutarium L. (EC) and some standard substances present in EC extracts were tested for their antioxidative properties during Fe2+-induced triglyceride oxidation. Hydrophobic fractions such as petroleum ether (PEE), benzene (BE) and chloroform I (ChE I) extracts as well as hydrophilic fractions i.e. water (WE) and ethyl acetate (EAE) showed an antioxidative effect. Among the tested substances vitamin C and some polyphenolic compounds; tannin, (+)-catechin and gallic acid exhibited antioxidative activity, stronger than the one of the mentioned extracts.


Foods ◽  
2020 ◽  
Vol 9 (10) ◽  
pp. 1345 ◽  
Author(s):  
Hafida Zitouni ◽  
Lahcen Hssaini ◽  
Zerhoune Messaoudi ◽  
Hamza Ourradi ◽  
Manuel Viuda-Martos ◽  
...  

There are not many exhaustive works emphasizing the amount of genetic diversity among the strawberry tree (Arbutus unedo L.) genotypes in Morocco. This work aims to assess the biochemical composition of strawberry tree fruits, as well as to establish the variation of this composition among them. In this study, total phenols (TP), total flavonoids (TF), condensed tannins (CT) and hydrolyzable tannins (HT), total anthocyanins (TA), and free radical scavenging activity through ABTS were investigated in strawberry tree fruits. Furthermore, qualitative and quantitative analyses of individual phenolic compounds by high-performance liquid chromatography (HPLC) were carried out. Color parameters such as lightness (L*), Chroma (c*), and hue angle (h°) were also investigated. All studied variables showed highly significant differences among all samples with the exception of hydrolyzable tannins and chromatic coordinates. TP varied from 22.63 ± 1.74 to 39.06 ± 2.44 mg GAE/g DW, TF varied from 3.30 ± 0.60 to 8.62 ± 1.10 mg RE/g DW, and TA ranged between 0.12 ± 0.06 and 0.66 ± 0.15 mg cya-3-glu/100 g DW. In addition, CT and HT amounts were in the range of 10.41 ± 1.07–16.08 ± 1.50 mg TAE/g DW and 4.08 ± 2.43–6.34 ± 3.47 TAE/g DW, respectively. Moreover, the IC50 value (ABTS) ranged between 1.75 and 19.58 mg AAE/g DW. 17 phenolic compounds were detected in strawberry tree fruits. Gallocatechol and catechin were the most abundant phenolic compounds. Matrix of correlations revealed significant positive and negative correlations among variables particularly c*, a*, and b*. Principal component analysis (PCA) showed that the first three components formed than 68% of the total inertia. The following variables gallic acid, protocatechuic, gallocatechin, gallic acid derivative, chlorogenic acid, syringic acid, ellagic acid derivative II, L*, and h* were the most involved in the total variance explained. Hierarchical clustering classified samples into one main cluster, with a single branch. The results highlight a high biochemical diversity within studied strawberry genotypes, which is probably more genetically related.


2016 ◽  
Vol 71 (11-12) ◽  
pp. 375-380 ◽  
Author(s):  
Jihan M. Badr ◽  
Sabrin R.M. Ibrahim ◽  
Dina R. Abou-Hussein

Abstract Phytochemical investigation of the semi-parasitic plant, Plicosepalus curviflorus (Loranthaceae) growing in Saudi Arabia resulted in the isolation of a new catechin–gallic acid derivative of inositol, plicosepalin A (1) [(+) catechin-4′-O-(1″-O-galloyl-5″-O-methyl)-myo-inositol], along with seven known compounds: methyl gallate (2), catechin (3), quercetin (4), gallic acid (5), lupeol (6), β-sitosterol (7), and ursolic acid (8). Their structures were elucidated on the basis of spectroscopic analyses, including HRESIMS, ESIMS, 1H and 13C NMR, HSQC, and HMBC, as well as comparison with reported data. The antioxidant and antimicrobial activities of 1 were evaluated using 2,2-diphenyl-1-picrylhydrazyl (DPPH) and the disc diffusion assay, respectively. Compound 1 exhibited potent free radical scavenging activity with an IC50 value of 9.0 ± 0.27 μM. Moreover, significant activities against Staphylococcus aureus and Bacillus subtilis were recorded.


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