Antioxidant activity of natural flavonoids is governed by number and location of their aromatic hydroxyl groups

Chen, Z.Y.; Chan, Ping Tim; Ho, Ka Yan; Fung, Kwok‐Pui; Wang, J.

doi:10.1016/0009-3084(96)02523-6

Cited by 287 publications

(161 citation statements)

References 17 publications

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“…Also, the physical and chemical environment of antioxidants seems to be an important factor for its reactivity. The position, number of hydroxyl groups, BDE, IP, and presence of bulky groups near OH-group have considerable effect on antioxidant activity of these phenolics [33] . Apart from that, enhanced antiapoptotic effect of 毩-TA can be partly attributed to its role in activation of ROS metabolizing enzymes like SOD [34].…”

Section: Discussionmentioning

confidence: 99%

Evaluation of anti–apoptotic activity of different dietary antioxidants in renal cell carcinoma against hydrogen peroxide

Rai

Mangal

Sahu

et al. 2011

Asian Pacific Journal of Tropical Biomedicine

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Section: Discussionmentioning

confidence: 99%

Evaluation of anti–apoptotic activity of different dietary antioxidants in renal cell carcinoma against hydrogen peroxide

Rai

Mangal

Sahu

et al. 2011

Asian Pacific Journal of Tropical Biomedicine

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“…The subsequent addition of an antioxidant produces a more stable fluorescence signal, which depends on the capacity of the antioxidant. A water-soluble tocopherol analogue, namely Trolox (6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid), has been used as a standard compound for comparing and determining the antioxidant capacity of a test compound [16,17].…”

Section: Sar Of D Parviflora Isoflavonoids Based On the Orac Assaymentioning

confidence: 99%

“…The well-known antioxidant ascorbic acid was shown to have a SC 50 value of 39.6 µM. The analysis of compounds belonging to the different subgroups but exhibiting the same substitution pattern showed that the subgroup of isoflavones, khrinone C (8), appeared to be more potent than the isoflavonones, 3(S)-secundiflorol H (17), and the isoflavan, 3(S)-8-demethylduartin (22) (Table 2). …”

Section: Sar Of D Parviflora Isoflavonoids Based On Dpph Radical Scamentioning

confidence: 99%

“…Similarly, the analysis of the isoflavans showed that the R3′-OH substitution and likely the R5′-OH substitution contribute to the activity. Previous studies on the SAR of natural flavonoids based on the DPPH assay have indicated the importance of dihydroxy substitutions, i.e., an ortho-dihydroxy structure (catechol structure) of the B-ring, which possesses electron-donating properties and is a radical target [17][18][19][20][21]. Our results also showed that 3(R,S)-3′-hydroxy-8-methoxyvestitol (24) and 3(R)-dalparvin A (18) with the ortho-catechol group in the B-ring gave the highest DPPH radical scavenging activity.…”

Section: Sar Of D Parviflora Isoflavonoids Based On Dpph Radical Scamentioning

confidence: 99%

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Structure and Antioxidant Activity Relationships of Isoflavonoids from Dalbergia parviflora

et al. 2014

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Abstract:The antioxidant activities of 24 isoflavonoids that were previously isolated as pure compounds from Dalbergia parviflora were evaluated using three different in vitro antioxidant-based assay systems: xanthine/xanthine oxidase (X/XO), ORAC, and DPPH. The isolates consisted of three subgroups, namely isoflavones, isoflavanones, and isoflavans, each of which appeared to have diversified substituents, and were thus ideal for the study of their structure-activity relationships (SARs). The SAR analysis was performed using the results obtained from both the inter-subgroup isoflavonoids with the same substitution pattern and the intra-subgroup compounds with different substitution patterns. The inter-subgroup comparison showed that the isoflavones exhibited the highest antioxidant activities based on all three assays. The intra-subgroup analysis showed that the additional presence of an OH group in Ring B at either R3′ or R5′ from the basic common structure of the R7-OH of Ring A and the R4′-OH (or -OMe) of Ring B greatly increased the antioxidant activities of all of the isoflavonoid subgroups and that other positions of OH and OMe substitutions exerted different effects on the activities depending on the subgroup and assay type. Therefore, based on the structural diversity of the isoflavonoids

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“…The methanolic and acetonic extracts have high and mean polarity character, respectively, which favors the presence of phenolic substances such as flavonoids, whose antioxidant activity has been largely investigated in recent years (Chen et al 1996, Van Acker et al 1996, Cao et al 1997, Heim et al 2002, Seyoum et al 2006.…”

mentioning

confidence: 99%

Antioxidant activity and flavonoid content of Clusia fluminensis Planch. & Triana

Silva

Paiva

2012

An. Acad. Bras. Ciênc.

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Clusia fluminensis Planch. & Triana (Clusiaceae Lindl.) is a native species found in regions of high luminosity and water restriction. The aim of this study was to evaluate the antioxidant activity of Clusia fluminensis crude extracts through the scavenging of the stable free radical DPPH, and the determination of flavones and flavonols content in these extracts. The fruit acetonic extract showed the lowest EC 50 value (2.71 ± 0.34 g extract / g DPPH), the lowest percentage of remaining DPPH at the concentrations of 125 and 250 μg/mL (about 4% in both), and also the greatest percentage of flavones and flavonols (13.93 ± 0.21 %). Statistical analysis suggests a positive correlation between the presence of flavonoids and the antioxidant activity of this extract. From the obtained results it can be inferred that the acetonic extract of C. fluminensis fruits is an interesting target for the search of substances with antioxidant activity, especially flavonoids.

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Antioxidant activity of natural flavonoids is governed by number and location of their aromatic hydroxyl groups

Cited by 287 publications

References 17 publications

Evaluation of anti–apoptotic activity of different dietary antioxidants in renal cell carcinoma against hydrogen peroxide

Evaluation of anti–apoptotic activity of different dietary antioxidants in renal cell carcinoma against hydrogen peroxide

Structure and Antioxidant Activity Relationships of Isoflavonoids from Dalbergia parviflora

Antioxidant activity and flavonoid content of Clusia fluminensis Planch. & Triana

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