Statistical Analysis of the Relationship Between Antioxidant Activity and the Structure of Flavonoid Compounds

2019 ◽  
Vol 70 (9) ◽  
pp. 3103-3107 ◽  
Author(s):  
Ioana Glevitzky ◽  
Gabriela Alina Dumitrel ◽  
Mirel Glevitzky ◽  
Bianca Pasca ◽  
Pavel Otrisal ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Antioxidant Activities ◽  
Basic Structure ◽  
Oh Groups ◽  
Flavonoid Compounds ◽  
Chi Squared ◽  
Potential Link ◽  
Van Der Waals Surface ◽  
The Relationship ◽  
Phenolic Oh Groups

Using different methods of statistics, this paper aims to highlight the potential link between the antioxidant activity of flavonoids and the corresponding molecular descriptors. By calculating the descriptors (van der Waals surface (A), molar volume (V), partition coefficient (LogP), refractivity (R), polarizability (a), forming heat (Hformation), hydration energy (Ehidr), the dipole moment (mt)), together with antioxidant activities (RSA) calculated or taken from the literature, number of phenolic -OH groups and the presence (2) or absence (1) of C2=C3 double bond) for 29 flavonoid compounds and by intercorrelation between the studied parameters, the link between the number of phenolic groups grafted to the basic structure of flavonoids and their antioxidant activity was confirmed. Simultaneously, by using the chi-squared test and the intercorrelations matrix, a satisfactorily correlation coefficient (r2=0.5678; r=0.7536) between the structure of the flavonoids and their activity was obtained, fact that confirms the correlation of the antioxidant activity with the number of -OH phenolic groups.

A DFT STUDY ON THE ROLE OF DIFFERENT OH GROUPS IN THE RADICAL SCAVENGING PROCESS

2012 ◽  
Vol 11 (04) ◽  
pp. 871-893 ◽  
Author(s):  
K. SADASIVAM ◽  
R. JAYAPRAKASAM ◽  
R. KUMARESAN
Keyword(s):  
Antioxidant Activity ◽  
Density Functional ◽  
Dominant Role ◽  
Food Additives ◽  
Radical Scavenging ◽  
Theory Approach ◽  
Oh Groups ◽  
Flavonoid Compounds ◽  
Dissociation Enthalpy

The molecular properties of robinetin and melanoxetin which are the two naturally occurring flavonoid compounds have been studied theoretically by means of density functional theory approach (DFT) at the level of B3LYP/6-311G(d,p). The analysis of computed bond dissociation enthalpy (BDE), proton dissociation enthalpy (PDE), proton affinity (PA), electron transfer enthalpy (ETE) values for both the flavonoid compounds indicate the role of B-ring for the significant antioxidant characteristics and the instability of the A-ring. It also concerns the dominant role of BDE mechanism for antioxidant activity than PDE, PA and ETE mechanisms. Ionization potential (IP) is also found to be trustworthy in the study of antioxidant activity and the computed IP magnitudes are in agreement with the values of synthetic food additives. Further, the various molecular descriptors along with the plot of frontier molecular orbitals and Mulliken spin population analysis have been obtained and the validity of Koopmans' theorem is also verified with reference to antioxidant behavior.

scholarly journals Total Flavonoid Content and Antioxidant Activity of Temu Mangga (Curcuma mangga Val. & Zijp) and its Classification with Chemometrics

2020 ◽  
pp. 4
Author(s):  
Yuniar Intan Hartono ◽  
Indah Widyastuti ◽  
Hanna Zaidah Luthfah ◽  
Rosy Islamadina ◽  
Adelin Theresia Can ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Methanolic Extract ◽  
Antioxidant Activities ◽  
Total Flavonoid ◽  
Total Flavonoid Content ◽  
Flavonoid Content ◽  
The Relationship ◽  
Phenolic And Flavonoid ◽  
Phenolic And Flavonoid Compounds

Indonesia is a rich country in terms of its biodiversity. Herbs that are widely used tomaintain a healthy body comes from the Zingiberaceae family, including temu mangga. Temu mangga(Curcuma mangga Val. & Zijp) is effective for relieving gastric pain, diarrhea, menstrual pain, acneand ulcers, and increasing appetite. Besides, temu mangga is considered to have antioxidant activitydue to the presence of the phenolic and flavonoid compounds. This study aims to determine thecorrelation and classification of temu mangga from various places based on total flavonoid contentand antioxidant activities. The samples were extracted with methanol, then tested for totalflavonoid content by AlCl3 method and antioxidant activity by DPPH free radical capture method.Analysis was performed using correlation coefficient value and chemometrics PCA (PrincipalComponent Analysis) and CA (Cluster Analysis) to see the relationship between total flavonoidcontent with their antioxidant activity and to see their classification. Total flavonoid content ofmethanolic extract of temu mangga gives a moderate correlation to its antioxidant activity with r =-0.6085 and clustering samples successfully determined by PCA and CA which resulted in 4 groups.Keywords: Curcuma mangga Val. & Zijp, Methanolic Extract, Flavonoid, Antioxidant, PCA, CA

scholarly journals Antioxidant and Chemosensitizing Effects of Flavonoids with Hydroxy and/or Methoxy Groups and Structure-Activity Relationship

2007 ◽  
Vol 10 (4) ◽  
pp. 537 ◽  
Author(s):  
Ju-Mi Jeong ◽  
Cheol-Hee Choi ◽  
Su-Kyeong Kang ◽  
In-Hwa Lee ◽  
Ji-Yoon Lee ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Antioxidant Activities ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Structure Activity Relationship ◽  
Activity Relationship ◽  
Oh Groups ◽  
Structure Activity ◽  
P Glycoprotein ◽  
Ic50 Values

Purpose. Flavonoids have been used as antioxidant, chemopreventive and chemosensitizing agents. In this study, eleven flavonoids containing a variety of hydroxy (OH) and/or methoxy (OMe) groups were evaluated for their antioxidant, cytotoxic and chemosensitizing effects to create a structure-activity relationship (SAR). Methods. 1,1-Diphenyl-2-picrylhydrazyl (DPPH) radical solution-based chemical assay and and 2',7'-dichlorofluorescin diacetate (DCFH-DA) cellular-based assay were used to compare the free radical scavenging activity on the same molar concentration basis using the AML-2/DX100 cells which are characterized by the down-regulated expression of catalase and resulting supersensitiviy to hydrogen peroxide. The chemosensitization and cytotoxicity were determined by the MTT assay in the presence or absence of an anticancer drug using the P-glycoprotein-overexpressing AML-2 subline AML-2/D100 cells. Results. The antioxidant activity of the flavonoid (3,5,7,3’,4’-OH) was higher than that of the flavonoid (5,7,3’,4’-OH). Flavonoids substituted with the various number of OMe decreased antioxidant activity. Flavonoids with 7-OH or 5,7-OH groups have the highest cytotoxicity, and flavonoids with 5,7-OMe group intermediate cytotoxicity. The IC50 values of flavonoid (5,7-OMe, 3’,4’,5’-OMe) and flavonoid (5,7-OMe, 4’-OMe), 0.4 M and 1.4 M. The IC50 values of flavonoid (5,6,7-OMe, 3’,4’-OMe) and flavonoid (5,6,7-OMe, 3’,4’,5’-OMe), 3.2 uM and 0.9 M, respectively, and those of flavonoid (5,6,7-OMe, 3’,4’,5’-OMe) and flavonoid (5,7-OMe,3’,4’,5’-OMe) were 0.9 M and 0.4 M, respectively. Conclusions. These results suggest that flavonoids with 3-OH group play a positive role in antioxidant activities, flavonoids with 5-OH and/or 7-OH groups show the higher cytotoxicity, and flavonoids with 3’-OMe and/or 5’-OMe groups plays positive but 6-OMe groups negative roles in the P-glycoprotein (Pgp) inhibition. It is believed that these SAR results can be taken into account for the development of flavonoids with high therapeutic index.

scholarly journals Isolation of Flavonoid Compounds from Eceng Gondok (Eichhornia crassipes) and Antioxidant Tests with DPPH (1,1-Diphenyl-2-Picrylhydrazyl) Method

2018 ◽  
Vol 21 (4) ◽  
pp. 187-192 ◽  
Author(s):  
Kautsar Elvira ◽  
Enny Fachriyah ◽  
Dewi Kusrini
Keyword(s):  
Antioxidant Activity ◽  
Water Hyacinth ◽  
Eichhornia Crassipes ◽  
Preparative Thin Layer Chromatography ◽  
Ethanol Extract ◽  
Basic Structure ◽  
Flavonoid Compounds ◽  
Activity Test ◽  
Dpph Method ◽  
Layer Chromatography

The research had been conducted of the isolation of flavonoid compounds from water hyacinth plants (Eichhornia crassipes) and antioxidant activity test by DPPH (1,1-diphenyl-2-picrylhydrazyl) method. This research starts from maceration of water hyacinth with ethanol solvent. Ethanol extract was hydrolyzed with HCl. Flavonoid separation is carried out by column chromatography and preparative thin layer chromatography. The obtained isolates were analyzed by UV vis spectrophotometer and FTIR spectrophotometer. Antioxidant activity was carried out by DPPH method. Flavonoid isolates were obtained as heavy as 4.5 mg (0.006%). The results of the analysis of flavonoid isolates A4a with UV vis spectrophotometer appear at a wavelength of 368 nm (band I) and 260 nm (band II). The results of the analysis with FTIR shown that the isolates had functional groups O-H, aliphatic C-H, CH3, C =O, aromatic C = C, and C-O ether, it was suspected that flavonoid isolates had a basic structure of quercetin 7-methyl ether compounds. The results of antioxidant activity test of flavonoid isolates shown IC50 price of 254.66 mg / L

scholarly journals Indonesian plants with potential as an anti-diabetes mellitus agent

2020 ◽  
Vol 1 (2) ◽  
pp. 28-31
Author(s):  
Rachmat Hidayat ◽  
Lusia Hayati ◽  
Nita Parisa
Keyword(s):  
Diabetes Mellitus ◽  
Antioxidant Activity ◽  
Natural Antioxidants ◽  
Pancreatic Tissue ◽  
Oh Groups ◽  
Rat Pancreas ◽  
The World ◽  
Long Time ◽  
Treatment Of Diabetes ◽  
Phenolic Oh Groups

Diabetes Mellitus (DM) is a degenerative disease that continues to increase in numberin Indonesia and is a disease that is spread throughout the world due to unbalancednutritional conditions. Treatment of diabetes mellitus is a chronic and lifelongtreatment. Treatment of diabetes mellitus, such as the use of insulin and oralantihyperglycemia drugs, is relatively expensive, is used for a long time and can causeunwanted side effects. There are many plants that have potential as antihyperglycemiadrugs. One of the active compounds that act as antihyperglycemia isflavonoids.Flavonoids derived from various types of plants studied are thought to actas antihyperglycemic agents. Flavonoids are known to have the ability to scavenge freeradicals or act as natural antioxidants. The antioxidant activity of flavonoids is relatedto phenolic –OH groups which can capture or neutralize free radicals (such as ROS orRNS). Flavonoids can play a role in pancreatic tissue damage caused by DNA alkylationdue to alloxan induction as a result of improving the morphology of the rat pancreas(Prameswari and Widjanarko, 2014).

scholarly journals Antimicrobial and Antioxidant Activities of Palm Kernel Oils Extracted from Varieties Dura and Tenera of Oil Palm (Elaeis guineensis Jacq.) and the Relationship to Their Chemical Composition

2020 ◽  
Vol 9 (1) ◽  
pp. 95
Author(s):  
Paulin A. Yapi ◽  
Irène A. Kouadio
Keyword(s):  
Antimicrobial Activity ◽  
Antioxidant Activity ◽  
Chemical Composition ◽  
Oil Palm ◽  
Elaeis Guineensis ◽  
Antioxidant Activities ◽  
Palm Kernel ◽  
Undecylenic Acid ◽  
Elaeis Guineensis Jacq ◽  
The Relationship

The investigation of the antimicrobial and antioxidant activities of palm kernel oils extracted from varieties Dura (oil D) and Tenera (oil T) of oil palm (Elaeis guineensis Jacq.) and the relationship to their chemical composition were carried out in this study. The results obtained show that oil D had the greatest antimicrobial activity. The analysis of gas chromatographic coupled to mass spectrometry (GC-MS) showed that this oil D contained in addition to the lauric acid, the undecylenic acid which both possess antimicrobial activity. This undecylenic acid was not identified in oil T. The 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging assay and the Fe3+ reduction test (FRAP) used to evaluate the antioxidant activity of the palm kernel oils had showed that oil T had the greatest antioxidant activity with a concentration inhibiting 50% of the reaction (IC50%) of 750 mg/L. It was also noted that, this oil T had also the highest contents in polyphenols, α-tocopherol and sterols with predominance of β-sitosterol. Moreover, the β-sitosterol is known to possess a regulatory role of the immune system.The findings of this study provide thus, useful information which may help customers to make the best choice in the consumption of these oils.

scholarly journals The In Vivo Antioxidant and Hepatoprotective Actions of Selected Chinese Teas

Foods ◽  
2020 ◽  
Vol 9 (3) ◽  
pp. 262
Author(s):  
Shi-Yu Cao ◽  
Bang-Yan Li ◽  
Ren-You Gan ◽  
Qian-Qian Mao ◽  
Yuan-Feng Wang ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Antioxidant Activities ◽  
In Vitro Study ◽  
Total Phenolic ◽  
Gallocatechin Gallate ◽  
Dietary Components ◽  
The Relationship ◽  
In Vitro Antioxidant Activity

Tea is a popular beverage and shows very strong in vitro antioxidant activity. However, the relationship among in vitro and in vivo antioxidant activities in teas is seldom reported. In this study, in vivo antioxidant and hepatoprotective activities of 32 selected Chinese teas were evaluated on a mouse model with acute alcohol-induced liver injury. The results showed that most teas significantly reduced the levels of alanine transaminase, aspartate transaminase, alkaline phosphatase, triacylglycerol, and total bilirubin in the sera of mice at a dose of 400 mg/kg. In addition, most teas greatly decreased the malondialdehyde level and increased the levels of superoxide dismutase, glutathione peroxidase, and glutathione in the liver of mice, indicating the antioxidant and hepatoprotective activities of teas. Furthermore, the in vivo antioxidant activity of dark tea was stronger than that of green tea, opposite to the results of the in vitro study. Among these 32 teas, Black Fu Brick Tea, Pu-erh Tea, and Qing Brick Tea showed the strongest antioxidant and hepatoprotective activities. Moreover, total phenolic content as well as the contents of epicatechin, gallocatechin gallate, and chlorogenic acid were found to contribute, at least partially, to the antioxidant and hepatoprotective actions of these teas. Overall, teas are good dietary components with antioxidant and hepatoprotective actions.

scholarly journals Lignin Modification Supported by DFT-Based Theoretical Study as a Way to Produce Competitive Natural Antioxidants

Molecules ◽  
2019 ◽  
Vol 24 (9) ◽  
pp. 1794 ◽  
Author(s):  
Liga Lauberte ◽  
Gabin Fabre ◽  
Jevgenija Ponomarenko ◽  
Tatiana Dizhbite ◽  
Dmitry V. Evtuguin ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Radical Scavenging ◽  
Natural Antioxidants ◽  
Structural Features ◽  
Raw Material ◽  
Phenolic Antioxidants ◽  
Oh Groups ◽  
Sustainable Resources ◽  
Synthetic Phenolic Antioxidants ◽  
Phenolic Oh Groups

The valorization of lignins as renewable aromatic feedstock is of utmost importance in terms of the use of sustainable resources. This study provides a deductive approach towards market-oriented lignin-derived antioxidants by ascertaining the direct effect of different structural features of lignin on the reactivity of its phenolic OH groups in the radical scavenging reactions. The antioxidant activity of a series of compounds, modeling lignin structural units, was experimentally characterized and rationalized, using thermodynamic descriptors. The calculated O–H bond dissociation enthalpies (BDE) of characteristic lignin subunits were used to predict the modification pathways of technical lignins. The last ones were isolated by soda delignification from different biomass sources and their oligomeric fractions were studied as a raw material for modification and production of optimized antioxidants. These were characterized in terms of chemical structure, molecular weight distribution, content of the functional groups, and the antioxidant activity. The developed approach for the targeted modification of lignins allowed the products competitive with two commercial synthetic phenolic antioxidants in both free radical scavenging and stabilization of thermooxidative destruction of polyurethane films.

scholarly journals QUANTITATIVE ANALYSIS OF NATURAL ANTIOXIDANTS AND FREE RADICAL SCAVENGING ACTIVITIES OF CRUCIFERAE VEGETABLES

2017 ◽  
Vol 10 (4) ◽  
pp. 470
Author(s):  
Jamuna K S ◽  
Ramesh C K ◽  
Aditya Rao Sj ◽  
Paramesha M ◽  
Riaz Mahmood
Keyword(s):  
Antioxidant Activity ◽  
Antioxidant Activities ◽  
Extraction Procedure ◽  
Radical Scavenging ◽  
Natural Antioxidants ◽  
Plant Materials ◽  
Cruciferous Vegetable ◽  
The Relationship ◽  
In Vitro Antioxidant Activity

Objective: The aim of this research program is to evaluate the antioxidant potentialities comprehensively utilizing commonly available cruciferous vegetables of India, viz., cabbage, cauliflower, kohlrabi, and radish.Methods: The plant materials were procured and processed for cold extraction procedure using 70% ethanol. The extracts were primarily assessedfor their phytoconstituents and further for their in vitro antioxidant activity using various qualitative and quantitative estimations. The results of quantitative estimations were expressed in terms of equivalence with respective standards, and the antioxidant potentiality of various scavenging and chelating activities were expressed in terms of 50% effective concentration. Further, correlation studies were made between quantitative and qualitative assays to study the relationship between the effects of different phytoconstituents groups.Results: In this study, the results revealed that all the four cruciferous vegetable extracts possess potential antioxidant activities. Among the extractsunder study kohlrabi has recorded superior antioxidant potential than others. It is clear from the study that the tested cruciferous vegetablesmanifested differential expression of antioxidant capacity due to their phytoconstituents.Conclusion: From the results, it can be concluded that the Cruciferae vegetables have potent antioxidant activity contributing to the use for healthbenefits in addition to their nutritive role as vegetable.Keywords: Cruciferae vegetables, Phytochemicals, In vitro antioxidant activity, Correlation.

Phenolic composition and antioxidant capacity of hawthorn (Crataegus oxyacantha L.) flowers and fruits grown in Algeria

2020 ◽  
Vol 0 (0) ◽  
Author(s):  
Ouarda Issaadi ◽  
Marta Fibiani ◽  
Valentina Picchi ◽  
Roberto Lo Scalzo ◽  
Khodir Madani
Keyword(s):  
Antioxidant Activity ◽  
Phenolic Compounds ◽  
Antioxidant Capacity ◽  
High Performance ◽  
Phenolic Content ◽  
Antioxidant Activities ◽  
Paramagnetic Resonance ◽  
Array Detection ◽  
The Relationship

AbstractBackgroundTo the best of our knowledge, up to now, there are no reports on the antioxidant activity of phenolic compounds of Crataegus oxyacantha flowers and fruits. Such detailed information is essential to advance the existing knowledge and to promote the use of this species growing in Africa.Therefore, the objective of this investigation was to analyze the content of phenolic compounds as well as the antioxidant activities of flowers and fruits of C. oxyacantha from Bejaia (Northeastern Algeria) by different analytical methods, and to determine the relationship between them.MethodsPhenolic compounds and antioxidant activity of Algerian hawthorn flowers and fruits (C. oxyacantha L.) were studied. Total phenolics, flavonoids and flavonols were determined using colorimetric methods. The phenolic profile was analyzed by high-performance liquid chromatography with diode array detection, and the in vitro antioxidant activity was measured using scavenging assay (FRAP) and Fremy’s salt, using electronic paramagnetic resonance.ResultsDifferent classes of phenolic compounds were identified and quantified. Hawthorn flowers contained higher levels of hydroxycinnamic acids, vitexin derivatives and flavonols compared to fruits, while anthocyanins were present only in fruits. Significant correlations were found between phenolic content and antioxidant activity. The results also showed that although the phenolic content of the two parts was different, their antioxidant capacity was not statistically different.ConclusionsThe results of this study indicate that hawthorn flowers and fruits of C. oxyacantha may be considered as a natural source of bioactive compounds.

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