scholarly journals Inhibitory Effect and Mechanism of Action of Quercetin and Quercetin Diels-Alder anti-Dimer on Erastin-Induced Ferroptosis in Bone Marrow-Derived Mesenchymal Stem Cells

Antioxidants ◽  
2020 ◽  
Vol 9 (3) ◽  
pp. 205 ◽  
Author(s):  
Xican Li ◽  
Jingyuan Zeng ◽  
Yangping Liu ◽  
Minshi Liang ◽  
Qianru Liu ◽  
...  
Keyword(s):  
Bone Marrow ◽  
Radical Scavenging ◽  
Ultra Performance Liquid Chromatography ◽  
Inhibitory Effect ◽  
Diels Alder ◽  
Cell Counting ◽  
Flow Cytometric ◽  
Ic50 Values ◽  
Dpph Scavenging ◽  
Antioxidant Effects

In this study, the anti-ferroptosis effects of catecholic flavonol quercetin and its metabolite quercetin Diels-Alder anti-dimer (QDAD) were studied using an erastin-treated bone marrow-derived mesenchymal stem cell (bmMSCs) model. Quercetin exhibited higher anti-ferroptosis levels than QDAD, as indicated by 4,4-difluoro-5-(4-phenyl-1,3-butadienyl)-4-bora-3a,4a-diaza-s-indacene-3-undecanoic acid (C11-BODIPY), 2′,7′-dichlorodihydrofluoroscein diacetate (H2DCFDA), lactate dehydrogenase (LDH) release, cell counting kit-8 (CCK-8), and flow cytometric assays. To understand the possible pathways involved, the reaction product of quercetin with the 1,1-diphenyl-2-picrylhydrazyl radical (DPPH●) was measured using ultra-performance liquid-chromatography coupled with electrospray-ionization quadrupole time-of-flight tandem mass spectrometry (UHPLC-ESI-Q-TOF-MS). Quercetin was found to produce the same clusters of molecular ion peaks and fragments as standard QDAD. Furthermore, the antioxidant effects of quercetin and QDAD were compared by determining their 2-phenyl-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide radical-scavenging, Cu2+-reducing, Fe3+-reducing, lipid peroxidation-scavenging, and DPPH●-scavenging activities. Quercetin consistently showed lower IC50 values than QDAD. These findings indicate that quercetin and QDAD can protect bmMSCs from erastin-induced ferroptosis, possibly through the antioxidant pathway. The antioxidant pathway can convert quercetin into QDAD—an inferior ferroptosis-inhibitor and antioxidant. The weakening has highlighted a rule for predicting the relative anti-ferroptosis and antioxidant effects of catecholic flavonols and their Diels-Alder dimer metabolites.

scholarly journals A Null B-Ring Improves the Antioxidant Levels of Flavonol: A Comparative Study between Galangin and 3,5,7-Trihydroxychromone

Molecules ◽  
2018 ◽  
Vol 23 (12) ◽  
pp. 3083 ◽  
Author(s):  
Xiaojian Ouyang ◽  
Xican Li ◽  
Wenbiao Lu ◽  
Xiaojun Zhao ◽  
Dongfeng Chen
Keyword(s):  
Comparative Study ◽  
Radical Scavenging ◽  
Ultra Performance Liquid Chromatography ◽  
Reaction Products ◽  
Radical Adduct ◽  
Ic50 Values ◽  
Reducing Activity ◽  
Dpph Scavenging ◽  
Tof Ms

To clarify the role of the B-ring in antioxidant flavonols, we performed a comparative study between galangin with a null B-ring and 3,5,7-trihydroxychromone without a B-ring using five spectrophotometric assays, namely, •O2−-scavenging, 1,1-diphenyl-2-picrylhydrazyl radical (DPPH•)-scavenging, 2-phenyl-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide radical-scavenging, 2,2′-azino-bis(3-ethylbenzo-thiazoline-6-sulfonic acid) radical-scavenging, and Fe3+-reducing activity. The DPPH•-scavenging reaction products of these assays were further analyzed by ultra-performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry (UPLC-ESI-Q-TOF-MS/MS) technology. In the five spectrophotometric assays, galangin and 3,5,7-trihydroxychromone dose-dependently increased their radical-scavenging (or Fe3+-reducing) percentages. However, galangin always gave lower IC50 values than those of 3,5,7-trihydroxychromone. In the UPLC-ESI-Q-TOF-MS/MS analysis, galangin yielded galangin-DPPH adduct MS peaks (m/z 662, 434, 301, 227,196, and 151) and galangin-galangin dimer MS peaks (m/z 538, 385, 268, 239, 211, 195, and 151). 3,5,7-Trihydroxychromone, however, only generated m/z 3,5,7-trihydroxychromone-DPPH adduct MS peaks (m/z 586, 539, 227, 196, and 136). In conclusion, both galangin and 3,5,7-trihydroxychromone could similarly undergo multiple antioxidant pathways, including redox-dependent pathways (such as electron transfer (ET) and ET plus proton transfer (PT)) and a non-redox-dependent radical adduct formation (RAF) pathway; thus, the null B-ring could hardly change their antioxidant pathways. However, it did improve their antioxidant levels in these pathways. Such improvement of the B-ring toward an antioxidant flavonol is associated with its π-π conjugation, which can provide more resonance forms and bonding sites.

scholarly journals Steric Effect of Antioxidant Diels-Alder-Type Adducts: A Comparison of Sanggenon C with Sanggenon D

Molecules ◽  
2018 ◽  
Vol 23 (10) ◽  
pp. 2610 ◽  
Author(s):  
Xican Li ◽  
Zhenxing Ren ◽  
Zimei Wu ◽  
Zhen Fu ◽  
Hong Xie ◽  
...  
Keyword(s):  
Flow Cytometry ◽  
Steric Effect ◽  
Bathochromic Shift ◽  
Radical Scavenging ◽  
Diels Alder ◽  
Frap Assay ◽  
Antioxidant Power ◽  
Ic50 Values ◽  
Dpph Scavenging ◽  
Dpph Scavenging Assay

Sanggenons C and D are two Diels-Alder-type adducts from Chinese crude drug Sang-bai-pi. Structurally, both sanggenons construct stereoisomers. In the study, they were comparatively determined using four antioxidant assays, including ferric ion reducing antioxidant power (FRAP) assay, Cu2+-reducing assay, 1,1-diphenyl-2-picryl-hydrazl (DPPH•)-scavenging assay, and 2,2′-azino-bis (3-ethylbenzo-thiazoline-6-sulfonic acid radical (ABTS•+)-scavenging assay. Their Fe2+-binding reactions were explored using UV-Vis spectra. Finally, their cytoprotective effects were evaluated using flow cytometry. In electron transfer (ET)-based FRAP and Cu2+-reducing assays, sanggenon D was found to have lower IC50 values than sanggenon C; however, in multi-pathway-based DPPH•-scavenging and ABTS•+-scavenging assays, sanggenon C possessed lower IC50 values than sanggenon D. UV-Vis spectra suggested that sanggenon C generated a bathochromic-shift (286 nm → 302 nm) and displayed stronger UV absorption than sanggenon D. In flow cytometry, sanggenon C and sanggenon D, respectively, exhibited 31.1% and 42.0% early apoptosis-percentages towards oxidative-stressed mesenchymal stem cells (MSCs). In conclusion, both sanggenons may undergo multiple pathways (e.g., ET and Fe2+-binding) to protect MSCs against oxidative stress. In the mere ET aspect, sanggenon D possesses a higher level than sanggenon C, while in multi-pathway-based radical-scavenging, Fe2+-binding, and cytoprotection aspects, sanggenon C is more active than sanggenon D. These discrepancies can conclusively be attributed to the steric effect.

scholarly journals 3′,8″-Dimerization Enhances the Antioxidant Capacity of Flavonoids: Evidence from Acacetin and Isoginkgetin

Molecules ◽  
2019 ◽  
Vol 24 (11) ◽  
pp. 2039 ◽  
Author(s):  
Xican Li ◽  
Xiaojian Ouyang ◽  
Rongxin Cai ◽  
Dongfeng Chen
Keyword(s):  
Sulfonic Acid ◽  
Mass Spectra ◽  
Relevant Literature ◽  
Radical Scavenging ◽  
Ultra Performance Liquid Chromatography ◽  
Tandem Mass ◽  
Comparison Standard ◽  
Ic50 Values ◽  
Transfer Potential ◽  
Tof Ms

To probe the effect of 3′,8″-dimerization on antioxidant flavonoids, acacetin and its 3′,8″-dimer isoginkgetin were comparatively analyzed using three antioxidant assays, namely, the ·O2− scavenging assay, the Cu2+ reducing assay, and the 2,2′-azino bis(3-ethylbenzothiazolin-6-sulfonic acid) radical scavenging assay. In these assays, acacetin had consistently higher IC50 values than isoginkgetin. Subsequently, the acacetin was incubated with 4-methoxy-2,2,6,6-tetramethylpiperidine-1-oxy radicals (4-methoxy-TEMPO) and then analyzed by ultra-performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry (UHPLC−ESI−Q−TOF−MS) technology. The results of the UHPLC−ESI−Q−TOF−MS analysis suggested the presence of a dimer with m/z 565, 550, 413, 389, 374, 345, 330, and 283 peaks. By comparison, standard isoginkgetin yielded peaks at m/z 565, 533, 518, 489, 401, 389, 374, and 151 in the mass spectra. Based on these experimental data, MS interpretation, and the relevant literature, we concluded that isoginkgetin had higher electron transfer potential than its monomer because of the 3′,8″-dimerization. Additionally, acacetin can produce a dimer during its antioxidant process; however, the dimer is not isoginkgetin.

scholarly journals MiR-92a modulates proliferation, apoptosis, migration, and invasion of osteosarcoma cell lines by targeting Dickkopf-related protein 3

2019 ◽  
Vol 39 (4) ◽  
Author(s):  
Haiyang Yu ◽  
Hang Song ◽  
Li Liu ◽  
Shuo Hu ◽  
Yuxin Liao ◽  
...  
Keyword(s):  
Cell Lines ◽  
Inhibitory Effect ◽  
Cell Counting ◽  
Migration And Invasion ◽  
Osteosarcoma Cell ◽  
Related Protein ◽  
Flow Cytometric ◽  
Regulatory Impact ◽  
Direct Binding ◽  
And Diffusion

Abstract Osteosarcoma (OS) is recognized as a common malignant tumor with a high trend of metastasis and diffusion. Despite the progresses that have been made in surgery, chemotherapy, and radiotherapy in the recent decades, the prognosis of patients with OS still remains poor. MiRNAs are being increasingly considered as new therapeutic targets for OS treatment. Our research aims to investigate the regulatory impact of miR-92a in the development of OS. Quantitative real-time PCR (qRT-PCR) results revealed that the expression of miR-92a was aberrantly overexpressed in human OS cell lines. By using cell counting kit-8 (CCK-8) assays, colony formation assays, flow cytometric analyses and Transwell assays, our data suggested that up-regulation of miR-92a promoted the proliferation, migration, and invasion of MNNG and U2OS cells, while inhibiting their apoptosis. In contrast, the knockdown of miR-92a effectively reversed these cellular biological behaviors. Furthermore, bioinformatics analysis indicated that Dickkopf-related protein 3 (DKK3) was a possible target of miR-92a. Subsequently, negative regulation of miR-92a on DKK3 was observed, which further supported the direct binding between them. In addition, silencing DKK3 rescued the inhibitory effect of miR-92a inhibitor on the development of OS. To sum up, our study revealed that miR-92a played a carcinogenic role in the growth of OS by promoting the tumorigenesis of OS cells via targeting of DKK3, thus revealing a new therapeutic target for OS.

scholarly journals Evaluation of the Antioxidant and Antiradical Properties of Some Phyto and Mammalian Lignans

Molecules ◽  
2021 ◽  
Vol 26 (23) ◽  
pp. 7099
Author(s):  
Leyla Polat Kose ◽  
İlhami Gulcin
Keyword(s):  
Antioxidant Activities ◽  
Radical Scavenging ◽  
Nordihydroguaiaretic Acid ◽  
Butylated Hydroxytoluene ◽  
Frap Assay ◽  
Antiradical Properties ◽  
Reducing Ability ◽  
Ic50 Values ◽  
Dpph Scavenging ◽  
Dpph Scavenging Assay

In this study, the antioxidant and antiradical properties of some phyto lignans (nordihydroguaiaretic acid, secoisolariciresinol, secoisolariciresinol diglycoside, and α-(-)-conidendrin) and mammalian lignans (enterodiol and enterolactone) were examined by different antioxidant assays. For this purpose, radical scavenging activities of phyto and mammalian lignans were realized by 2,2′-azino-bis (3-ethylbenzothiazoline-6-sulphonic acid) radical (ABTS•+) scavenging assay and 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) scavenging assay. Additionally, the reducing ability of phyto and mammalian lignans were evaluated by cupric ions (Cu2+) reducing (CUPRAC) ability, and ferric ions (Fe3+) and [Fe3+-(TPTZ)2]3+ complex reducing (FRAP) abilities. Also, half maximal inhibitory concentration (IC50) values were determined and reported for DPPH• and ABTS•+ scavenging influences of all of the lignan molecules. The absorbances of the lignans were found in the range of 0.150–2.320 for Fe3+ reducing, in the range of 0.040–2.090 for Cu2+ reducing, and in the range of 0.360–1.810 for the FRAP assay. On the other hand, the IC50 values of phyto and mammalian lignans were determined in the ranges of 6.601–932.167 µg/mL for DPPH• scavenging and 13.007–27.829 µg/mL for ABTS•+ scavenging. In all of the used bioanalytical methods, phyto lignans, as secondary metabolites in plants, demonstrated considerably higher antioxidant activity compared to that of mammalian lignans. In addition, it was observed that enterodiol and enterolactone exhibited relatively weaker antioxidant activities when compared to phyto lignans or standard antioxidants, including butylated hydroxytoluene (BHT), butylated hydroxyanisole (BHA), Trolox, and α-tocopherol.

scholarly journals Biological Activities of Bellis perennis Volatiles and Extracts

2010 ◽  
Vol 5 (1) ◽  
pp. 1934578X1000500
Author(s):  
Neslihan Kavalcioğrlu ◽  
Leyla Açık ◽  
Fatih Demirci ◽  
Betül Demirci ◽  
Hülya Demir ◽  
...  
Keyword(s):  
Methanol Extract ◽  
Biological Activities ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Antimicrobial Activities ◽  
Inhibitory Effect ◽  
Plant Materials ◽  
Total Antioxidant ◽  
Antioxidant And Antimicrobial Activity ◽  
Dpph Scavenging

Different parts of Bellis perennis were subjected to hydrodistillation and the products were subsequently analyzed by GC and GC/MS. Aqueous and methanol extracts were prepared from the aerial parts. Antioxidant [1,1-diphenyl-2-picryl-hydrazyl (DPPH) radical scavenging, reducing activity, total antioxidant] and antimicrobial activity of the plant materials were studied. The aqueous extracts showed higher DPPH scavenging activity (85.8% at 102.5 μg/mL) than the methanol extract. Reducing power was also observed for both tested extracts, where the formation of linoleic acid peroxides was more for the aqueous extract than the methanol extract. Antimicrobial activities of all plant materials were evaluated at varying concentrations against a panel of pathogens, but without pronounced inhibitory effect.

scholarly journals EVALUATION OF IN VITRO- ANTI-OXIDANT POTENTIAL OF AQUEOUS ROOT EXTRACT OF CLERODENDRUM SERRATUM L.

2017 ◽  
Vol 10 (4) ◽  
pp. 402
Author(s):  
Raj Kumar Tiwari ◽  
Udayabanu Malairaman ◽  
Silpi Chanda
Keyword(s):  
Radical Scavenging ◽  
Reducing Power ◽  
Antioxidant Property ◽  
Root Extract ◽  
Antioxidant Power ◽  
Ic50 Values ◽  
Ferric Reducing Antioxidant Power ◽  
Dpph Scavenging ◽  
Aqueous Root Extract

Objective: The intent  of this report  was to investigate the effect of aqueous root extract of Clerodendrum serratum L. for antioxidant activity using divergent models viz. DPPH scavenging assay, Superoxide scavenging assay and Ferric Reducing Antioxidant Power (FRAP) assay.Materials and Methods: The root of C. serratum was extracted using water. The yield of aqueous extract was 10%w/w. The outcome was examined statistically by the regression method.Results and discussions: The IC50 values are 85.43 µg/ml and 107.59 µg/ml for DPPH radical scavenging and Superoxide scavenging assay respectively whereas  FRAP showed significant reducing power activity with increased concentration of sample. The pilot study showed, a significant correlation existed between concentrations of the extract and percentage engrossment of free radicals.Conclusion: The antioxidant property may be corresponding to the polyphenols and flavonoids adjacent in the extract. These results clearly revealed that C. serratum might be effective against diseases analogous with free radical mediated. Keywords Clerodendrum serratum, DPPH, Superoxide, FRAP, Rutin, Antioxidant

scholarly journals Antioxidant Activities of Eucheuma sp. (Rhodophyceae) and Laminaria sp. (Phaeophyceae)

2019 ◽  
Vol 7 (sp1) ◽  
pp. 154
Author(s):  
İlknur Ak ◽  
Gülen Türker
Keyword(s):  
Condensed Tannins ◽  
Antioxidant Activities ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Total Content ◽  
Butylated Hydroxytoluene ◽  
Total Phenolic ◽  
Scavenging Activity ◽  
Ic50 Values ◽  
Dpph Scavenging

In this study, antioxidant activities of two macroalgae, Eucheuma sp. J.Agardh and Laminaria sp., J.V.Lamouroux used as food supplements were investigated. The antioxidant activity, free radical scavenging activity, the total content of phenolics, flavonoids and condensed tannins in extracts were determined. The IC50 values of the extracts of Eucheuma sp. and Laminaria sp. on DPPH scavenging activity was 2.26±0.03 mg/g and 2.63±0.03 mg/g of extract, respectively. The maximum total phenolic (5.31±0.04 mg GAE/g Ext.) were determined. According to our results, all extracts exhibited low radical scavenging activity when compared to the standards used, i.e. -tocopherol and butylated hydroxytoluene (BHT) with the inhibition percentage in the range of 48.45±0.06% (Eucheuma sp.) – 58.49±0.03% (Laminaria sp.). The highest flavonoid content was measured as 18.78±0.10 mg rutin/g of extract in Laminaria sp. The condensed tannins were not detected in Eucheuma sp. However, this value was measured as 6.24±0.60 mg CE/g of extract for Laminaria sp. According to our results, Eucheuma sp. and Laminaria sp., which are commercially sold in medicinal herb stores, are good sources of antioxidant components because of their phenolic and flavonoid contents.

scholarly journals Chemometric Profile of Calotropis gigantea and its Antioxidant Activity through Bioactive Compounds from Latex, Leaves and Flower Extracts

2020 ◽  
Vol 32 (11) ◽  
pp. 2865-2872
Author(s):  
V. Prabhu ◽  
V. Manjula ◽  
K. Santhiya ◽  
G.P. Tamileela Kanali ◽  
P. Saravanakumar ◽  
...  
Keyword(s):  
Radical Scavenging ◽  
Antioxidant Effect ◽  
Ethyl Esters ◽  
Calotropis Gigantea ◽  
Flower Extract ◽  
New Directions ◽  
Ic50 Values ◽  
Dpph Scavenging Activity ◽  
Dpph Scavenging ◽  
Free Radical Scavenging Activities

In present study, antioxidant effect was compared among latex, leaf and flower extract of Calotropis gigantea and is first report on comparing the chemometric profiling of various parts of C. gigantea. Ethanol and chloroform extracts of C. gigantea revealed the presence of 28 different chemotypes in latex, 27 in leaves and 32 in flowers. Major phtyochemicals present were of which fatty acid ethyl esters, fatty alcohols, terpenes, coumarins and carbocycles. C. gigantea leaf extract recorded 78% of 2,2-diphenyl-1-picrylhydrazyl (DPPH) scavenging activity and IC50 values of 14.44, 6.74 and 21.35 μg/mL were observed for latex, leaves and flower extracts respectively. For 2,2′-azinobis-(3- ethylbenzthiazolin-6-sulfonic acid) [ABTS+] assay, IC50 values ranged between 6.74 and 21.25 μg/mL by various components of C. gigantea. The results represent free radical-scavenging activities of extracts of several parts of C. gigantea. The findings will definitely use in new directions in pharmacological and therapeutic investigations on C. gigantea latex, leaves and flowers.

Sign in / Sign up

Export Citation Format

Share Document