scholarly journals Antioxidant Activities of a New Chemotype of Piper cubeba L. Fruit Essential Oil (Methyleugenol/Eugenol): In Silico Molecular Docking and ADMET Studies

Plants ◽  
2020 ◽  
Vol 9 (11) ◽  
pp. 1534
Author(s):  
Fahad Alminderej ◽  
Sana Bakari ◽  
Tariq I. Almundarij ◽  
Mejdi Snoussi ◽  
Kaïss Aouadi ◽  
...  

Piper cubeba L. fruit is an important species used in folk medicine for different types of pains such as rheumatism, chills, flu, colds, muscular aches, and fever. This study examines the chemical constituents, antioxidant activity, and potential inhibitory effect against human peroxiredoxin 5, a key enzyme of P. cubeba essential oil from fruits. Using gas chromatography coupled with mass spectrometry (GC–MS), the principal components were methyleugenol (41.31%) and eugenol (33.95%), followed by (E)-caryophyllene (5.65%), p-cymene-8-ol (3.50%), 1,8-cineole (2.94%), and α-terpinolene (1.41%). Results showed similar scavenging activity via 2,2-diphenyl-1-picrylhydrazyl DPPH radical scavenging activity (IC50 = 110.00 ± 0.08 μg/mL), as well as very potent antioxidant activity against both ferric reducing/antioxidant power (FRAP) (106.00 ± 0.11 μg/mL) and β-carotene bleaching (IC50 = 315.00 ± 2.08 μg/mL) assays when compared to positive butylated hydroxytoluene and ascorbic acid. The molecular docking approach has also been performed to screen the antioxidant activities of the major and potent compounds against human protein target peroxiredoxin 5. Results showed good binding profiles and attributed the strongest inhibitory activity to β-caryophyllene oxide (–5.8 kcal/mol), followed respectively by isocembrol and α-selinene (–5.4 kcal/mol), and viridiflorol (–5.1 kcal/mol). Furthermore, ADME (absorption, distribution, metabolism and excretion)-related physicochemical and pharmacokinetic properties have been assessed and support our in vitro findings. This work demonstrates the powerful antioxidant potency of cubeba pepper and paves the way for the discovery and development of antioxidant agent with high potency.


2013 ◽  
Vol 2013 ◽  
pp. 1-6 ◽  
Author(s):  
Sushil Kumar Middha ◽  
Talambedu Usha ◽  
Veena Pande

This study revealed polyphenolic content, nutritive content, antioxidant activity, and phenolic profile of methanol and aqueous extracts ofPunica granatumpeel extract. For this, extracts were screened for possible antioxidant activities by free radical scavenging activity (DPPH), hydrogen peroxide scavenging activity and ferric-reducing antioxidant power (FRAP) assays. The total phenolics and flavonoid recovered by methanolic (MPE) and the water extract (AQPE) were ranged from 185 ± 12.45 to 298.00 ± 24.86 mg GAE (gallic acid equivalents)/gm and 23.05 ± 1.54 to 49.8 ± 2.14 quercetin (QE) mg/g, respectively. The EC50of herbal extracts ranged from 100 µg/ml (0.38 quercetin equivalents), for AQPE, 168 µg/ml (0.80 quercetin equivalents), for MPE. The phenolic profile in the methanolic extracts was investigated by chromatographic (HPLC) method. About 5 different flavonoids, phenolic acids, and their derivatives including quercetin (1), rutin (2), gallic acid (3), ellagic acid (4), and punicalagin as a major ellagitannin (5) have been identified. Among both extracts, methanolic extract was the most effective. This report may be the first to show nutritive content and correlation analysis to suggest that phenols and flavonoids might contribute the high antioxidant activity of this fruit peel and establish it as a valuable natural antioxidant source applicable in the health food industry.



2011 ◽  
Vol 76 (10) ◽  
pp. 1379-1386
Author(s):  
A Aziz-Ur-Rehman ◽  
Sehrish Gulzar ◽  
Muhammad Abbasi ◽  
Tayyaba Shahzadi ◽  
Tauheeda Riaz ◽  
...  

The methanolic extract of Artemisia incisa Pamp. was dissolved in distilled water and successively partitioned with n-hexane, chloroform, ethyl acetate and n-butanol. The antioxidant potential of all these fractions and remaining aqueous fraction was evaluated by four methods, i.e., the scavenging activity of the 1,1-diphenyl-2-picrylhydrazyl radical (DPPH), the total antioxidant activity, the ferric reducing antioxidant power (FRAP) assay and the ferric thiocyanate assay. In addition, the total phenolics was determined. The obtained results revealed that among the studied fractions the ethyl acetate soluble fraction showed the most potent DPPH-radical scavenging activity with an IC50 value of 5.3 ? 0.71 ?g mL-1, which is even more effective than the standard antioxidant butylated hydroxytoluene (BHT) (IC50 value 0f 12.1? 0.92 ?g mL-1). The ethyl acetate fraction also showed the highest FRAP value (3677.13 ? 27.1 ?g TE mL-1), inhibition of lipid peroxidation (60.93 ? 0.84 % at 500 ?g mL-1) and total phenolic content (95.5 ? 0.05 ?g GAE g-1) as compared to other fractions. However, the remaining aqueous fraction was found to posses the highest antioxidant activity of all the fractions.



2014 ◽  
Vol 31 (4) ◽  
pp. 245-252 ◽  
Author(s):  
Jovana Veljković ◽  
Jelena Brcanović ◽  
Aleksandra Pavlović ◽  
Snežana Mitić ◽  
Biljana Kaličanin ◽  
...  

Summary While there is a large number of scientific papers reporting chemical composition and biological activities of Aronia melanocarpa, there is a lack information regarding the commercially available bagged tea. In order to supply new information on the antioxidant activity of the Aronia melanocarpa tea infusions, the aim of this study was to evaluate individual phenolic compounds which could be responsible for antioxidant activities of these beverages. Selected anthocyanins (cyanidin-3-O-galactoside, cyanidin-3-O-glucoside, cyanidin- 3-O-arabinoside, and cyanidin-3-O-xyloside), gallic acid, caffeic acid, rutin, morin, and protocatechuic acid were simultaneously detected from commercially available tea infusions using a High Performance Liquid Chromatographic (HPLC) method. The antioxidant activity was measured using five in vitro spectrophotometric methods: 1,1-diphenyl- 2-picrylhydrazyl radical scavenging activity (DPPH), 2,2'-azino-bis (3-ethylbenzthiazoline- 6-sulphonic acid) radical cation scavenging activity (ABTS), ferric reducing-antioxidant power (FRAP) and reduction power (RP)Fe(III) to Fe(II). Obtained results showed that anthocyanins, predominantly of cyanidin-3-O-galactoside, are the major class of polyphenolic compounds in tea infusions. Among phenolic acids the most abundant is caffeic acid. A significant correlation between DPPH and ABTS and FRAP and RP suggested that antioxidant components in these beverages were capable scavenging free radicals and reducing oxidants. Generally, these beverages had relatively high antioxidant capacities and could be important dietary sources of antioxidant phenolics for the prevention of diseases caused by oxidative stress.



2008 ◽  
Vol 3 (4) ◽  
pp. 1934578X0800300 ◽  
Author(s):  
Elena Stashenko ◽  
Carlos Ruiz ◽  
Amner Muñoz ◽  
Martha Castañeda ◽  
Jairo Martínez

Microwave-assisted hydrodistillation, simultaneous distillation-solvent extraction, and supercritical fluid extraction, were used to isolate secondary metabolites from two Lippia origanoides chemotypes growing wild in Colombia. Compound identification was based on chromatographic and spectroscopic criteria. The main components identified in the essential oil of one chemotype were carvacrol (44.4 – 51.8%) and p-cymene (8.8 – 10.1%). Those of the other chemotype were p-cymene (11.3 – 15.7%) and 1,8-cineole (6.8 – 10.9%). The last one constitutes a new chemotype, characterized by its low thymol and carvacrol contents and very low antioxidant activity. The radical scavenging activity of the essential oil of the first chemotype was higher than that of butylated hydroxytoluene (BHT) and similar to that of α-tocopherol.



2014 ◽  
Vol 2014 ◽  
pp. 1-8 ◽  
Author(s):  
Abdulwali Ablat ◽  
Jamaludin Mohamad ◽  
Khalijah Awang ◽  
Jamil A. Shilpi ◽  
Aditya Arya

The ethanol extract ofB. javanicaseed was fractionated with solvents of different polarities and tested for antioxidant activities by several assays including DPPH radical scavenging activity, ferric reducing antioxidant power (FRAP), ferrous ion chelating activity (FCA), and nitric oxide radical scavenging activity (NORSA) along with their polyphenolic contents. Antidiabetic activity was evaluated both in vitro and in vivo using a glycogen phosphorylaseα(GPα) inhibition assay and oral glucose tolerance test (OGTT) in nondiabetic rats. The ethyl acetate fraction (EAF), rich in tannin, exhibited the strongest antioxidant activities to DPPH, FRAP, and NORSA, except for FCA. The EAF also exerted a dose-depended inhibition of GPα(IC50= 0.75 mg/ml). Further evaluation of hypoglycemic effect on OGGT indicated that rats treated with EAF (125 mg/kg bw) showed a 39.91% decrease (P < 0.05) in blood glucose levels at 30 min, and continuous fall (P < 0.05) of 28.89% and 20.29% was observed in the following hours (60 and 90 min) compared to the normal control during OGTT. The EAF was applied to polyamide column chromatography, and the resulting tannin-free fraction was tested for both GPαinhibition and antioxidant (DPPH only) activity. The GPαinhibitory activity was retained, while antioxidant activity was lost (4.6-fold) after tannin removal. These results concluded that the GPαinhibitory activity initially detected was primarily due to the compounds other than tannins, whereas antioxidant activity was mainly due to the tannins.



2011 ◽  
Vol 343-344 ◽  
pp. 1098-1102 ◽  
Author(s):  
Xiang Tao Chen ◽  
Dong Qing Jiang ◽  
Fang Fang Chen ◽  
Ke Yuan

Citrus. reticulata Blanco cv. Suavissima friut has long been regarded as a food and medicinal plant. We investigated the antioxidant activity of the ethanol extract of peel and pulp part of fruit growned in Zhejiang Province, PR. China by several in-vitro systems of assay, namely DPPH radical-scavenging activity, ABTS.+ radical-scavenging activity, ferric reducing antioxidant power (FRAP) assay. Total phenolic content was measured by Folin-Ciocalteu reagent. The total flavonoids contents were measured using a modified colorimetric method.The extracts of different samples were found to have different levels of antioxidant activity in the systems tested. Ethanol extracts of the fruit showed stronger antioxidant activities compared with those of the commercial compound (Trolox). The results suggest that Citrus. reticulata Blanco cv. Suavissima friut can be a good source of natural antioxidant.



Molecules ◽  
2021 ◽  
Vol 26 (20) ◽  
pp. 6214
Author(s):  
Garland Kgosi More ◽  
Stephen Meddows-Taylor ◽  
Gerhard Prinsloo

The genus Vachellia, previously known as Acacia, belongs to the family Fabaceae, subfamily Leguminosae, which are flowering plants, commonly known as thorn trees. They are traditionally used medicinally in various countries including South Africa for the treatment of ailments such as fever, sore throat, Tuberculosis, convulsions and as sedatives. The aim of this study was to determine biochemical variations in five Vachellia species and correlate their metabolite profiles to antioxidant activity using a chemometric approach. The antioxidant activity of five Vachellia aqueous-methanolic extracts were analyzed using three methods: 2,2-di-phenyl-1-picrylhydrazyl (DPPH) radical scavenging assay, 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid (ABTS+) analysis and the ferric reducing antioxidant power (FRAP) assay by means of serial dilution and bioautography with the thin-layer chromatography (TLC) method. Amongst the Vachellia extracts tested, V. karroo, V. kosiensis and V. xanthophloea demonstrated the highest DPPH, ABTS+ and FRAP inhibitory activity. The antioxidant activities of DPPH were higher than those obtained by ABTS+, although these values varied among the Vachellia species. Proton nuclear magnetic resonance (1H NMR), coupled with multivariate statistical modeling tools such as principal component analysis (PCA) and orthogonal partial least squares discriminant analysis (OPLS-DA), were performed to profile metabolites responsible for the observed activity. The OPLS-DA categorized the five Vachellia species, separating them into two groups, with V. karroo, V. kosiensis and V. xanthophloea demonstrating significantly higher radical scavenging activity than V. tortilis and V. sieberiana, which clustered together to form another group with lower radical scavenging activity. Annotation of metabolites was carried out using the ultra-high-performance liquid chromatography–quadrupole time-of-flight mass spectrometry (UHPLC-qTOF-MS), and it tentatively identified 23 metabolites of significance, including epigallocatechin (m/z = 305.0659), methyl gallate (m/z = 183.0294) and quercetin (m/z = 301.0358), amongst others. These results elucidated the metabolites that separated the Vachellia species from each other and demonstrated their possible free radical scavenging activities.



2014 ◽  
Vol 472 ◽  
pp. 801-804
Author(s):  
Xi Feng Li ◽  
Nan Nan Zheng ◽  
Lu Tang ◽  
Wei Xiao Zhang ◽  
You Xu Wang ◽  
...  

The Zanthoxylum avicennae 95% EtoH extracts after concentration were dissolved in H2O and extracted with EtoAc and n-BuOH Successively. The n-BuOH layer was added to Diaion HP-20 macroporous resin column, then the resin was washed by distilled water to get rid of impurity, then washed by 20%, 40% and 60% methanol individually, and obtained M20, M40and M60respectively. And antioxidant activity was assessed using three methods: DPPH radical-scavenging activity, ABTS+radical-scavenging activity, ferric reducing antioxidant power (FRAP) assay. The results indicate that TEAC value of M40were higher than other part extracted from Zanthoxylum avicennae 95% EtoH extracts during three methods .The results of the experiments also can find M40is the strongest antioxidant activity part in Zanthoxylum avicennae 95% EtoH extracts and provide reference for further isolating the part M40.



2013 ◽  
Vol 8 (5) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Pavle Mašković ◽  
Marija Radojković ◽  
Mihailo Ristić ◽  
Slavica Solujić

The objective of this study was to evaluate the potential use of the essential oil of Kitaibelia vitifolia Willd. in the pharmaceutical and food industries. Antimicrobial and antioxidant activities of essential oil of K. vitifolia isolated by hydrodistillation using a Clevenger-type apparatus were assessed. GC/FID and GC/MS analyses were used to determine the major components of the essential oil as sclareoloxide ( cis A/B) 17.9%, sclaral 10.9%, labda-7,13,14-triene 10.6% and sclareol 9.5%. The antimicrobial activity of the essential oil was evaluated against the bacterial strains: Staphylococcus aureus ATCC 25923, Klebsiella pneumoniae ATCC 13883, Escherichia coli ATCC 25922, Proteus vulgaris ATCC 13315, P. mirabilis ATCC 14153, and Bacillus subtilis ATCC 6633; and fungal strains: Candida albicans ATCC 10231 and Aspergillus niger ATCC 16404. Antimicrobial activity was tested using a broth dilution procedure for determination of minimum inhibitory concentration (MIC). The essential oil of K. vitifolia showed strong antimicrobial activity. Antioxidant activities of the essential oils were evaluated using the DPPH and hydroxy radical scavenging, lipid peroxidation and metal chelating assays. The results for antioxidant activity were compared with control antioxidants, ascorbic acid, gallic acid, α-tocopherol and BHT. Results showed that the essential oil possesses antioxidant activity, with total antioxidant capacity of 95.4±0.7 μg AA/g and IC50 values of 5.45±1.45 μg/mL for DPPH free radical scavenging activity, 26.5±1.6 μg/mL for inhibitory activity against lipid peroxidation, 79.4±0.4 μg/mL for hydroxyl radical scavenging activity, and 39.9±0.7 μg/mL for metal chelating activity.



2020 ◽  
Vol 10 (2) ◽  
pp. 145-152 ◽  
Author(s):  
Imane Rihab Mami ◽  
Rania Belabbes ◽  
Mohammed El Amine Dib ◽  
Boufeldja Tabti ◽  
Jean Costa ◽  
...  

Background: Carthamus caeruleus belongs to the Asteraceae family. The roots are traditionally used as healing agents. They help to heal burns and treat skin diseases. They are also used against joint inflammation and are very effective against diseases such as irritable bowel syndrome for cancer patients. Objectives: The purpose of this work was i) to study the chemical composition of i) the essential oil and hydrosol extract of Carthamus caeruleus, ii) to isolate the major component of both extracts and iii) to evaluate their antioxidant, antifungal and insecticidal activities. Methods: The essential oil and hydrosol extract obtained from the roots were studied by GC and GC/MS. The antioxidant activities were performed using two different methods i) Radical scavenging activity (DPPH) and ii) the Ferric-Reducing Antioxidant Power (FRAP), using BHT as a positive control. Whereas, the antifungal activity of the essential oil and Carlina oxide was investigated against plant fungi. The fumigation toxicity of C. caeruleus essential oil besides Carlina oxide was evaluated against adults of Bactrocera oleae better known as the olive fly. Results: The essential oil and hydrosol extract were mainly represented by acetylenic compounds such as carline oxide and 13-methoxy carline oxide. Carlina oxide was isolated and identified by 1H and 13C NMR spectroscopic means. The results showed that Carlina oxide presented interesting antioxidant and antifungal properties, while C. caeruleus root essential oil had better insecticidal activity. Furthermore, Carlina oxide has demonstrated promising in vivo antifungal activity to control infection of apples by Penicillium expansum. Conclusion: Carlina oxide can be used as a natural food preservative and alternative to chemical fungicides to protect stored apple against Penicillium expansum.



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