Chemical Composition, In Vitro and In Silico Antioxidant Potential of Melissa officinalis subsp. officinalis Essential Oil

The investigation aimed to study the in vitro and in silico antioxidant properties of Melissa officinalis subsp. officinalis essential oil (MOEO). The chemical composition of MOEO was determined using GC–MS analysis. Among 36 compounds identified in MOEO, the main were beta-cubebene (27.66%), beta-caryophyllene (27.41%), alpha-cadinene (4.72%), caryophyllene oxide (4.09%), and alpha-cadinol (4.07%), respectively. In vitro antioxidant properties of MOEO have been studied in 2,2’-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) and 2,2-diphenyl-1-picrylhydrazyl (DPPH) free-radical scavenging, and inhibition of β-carotene bleaching assays. The half-maximal inhibitory concentration (IC50) for the radical scavenging abilities of ABTS and DPPH were 1.225 ± 0.011 μg/mL and 14.015 ± 0.027 μg/mL, respectively, demonstrating good antioxidant activity. Moreover, MOEO exhibited a strong inhibitory effect (94.031 ± 0.082%) in the β-carotene bleaching assay by neutralizing hydroperoxides, responsible for the oxidation of highly unsaturated β-carotene. Furthermore, molecular docking showed that the MOEO components could exert an in vitro antioxidant activity through xanthine oxidoreductase inhibition. The most active structures are minor MOEO components (approximately 6%), among which the highest affinity for the target protein belongs to carvacrol.

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Chemical Composition, Antioxidant Properties and Anti-cholinesterase Activity of Cordia gilletii (Boraginaceae) Leaves Essential Oil

Natural Product Communications ◽

10.1177/1934578x1100600225 ◽

2011 ◽

Vol 6 (2) ◽

pp. 1934578X1100600 ◽

Cited By ~ 1

Author(s):

Marco Bonesi ◽

Philippe N. Okusa ◽

Rosa Tundis ◽

Monica R. Loizzo ◽

Federica Menichini ◽

...

Keyword(s):

Antioxidant Activity ◽

Chemical Composition ◽

Essential Oil ◽

Antioxidant Properties ◽

In Vitro Tests ◽

Bleaching Test ◽

Total Oil ◽

Β Carotene ◽

Terpene Derivatives

This study aimed to investigate for the first time the chemical composition, the antioxidant properties and the acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitory activity of the essential oil from the leaves of Cordia gilletii De Wild (Boraginaceae). The essential oil, characterized by 23 constituents (90.1% of the total oil), was constituted by terpene derivatives (25.6%) and non-terpene derivatives (64.5%), among which aldehydes, fatty acids and alkanes were present with the percentage of 16.5%, 18.8% and 23.1%, respectively. The antioxidant activity of C. gilletii essential oil was screened by two in vitro tests: DPPH and β-carotene bleaching test. The essential oil revealed antioxidant activity with an IC50 value of 75.0 and 129.9 μg/mL on DPPH radical and β-carotene decoloration tests, respectively. Moreover, C. gilletii inhibited AChE enzyme with an IC50 value of 105.6 μg/mL.

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Essential Oil Composition and Antioxidant Activity of Marrubium vulgare L. Growing Wild in Eastern Algeria

International Letters of Chemistry Physics and Astronomy ◽

10.18052/www.scipress.com/ilcpa.14.17 ◽

2013 ◽

Vol 14 ◽

pp. 17-24 ◽

Cited By ~ 4

Author(s):

Abderazak Abadi ◽

Aicha Hassani

Keyword(s):

Antioxidant Activity ◽

Chemical Composition ◽

Essential Oil ◽

Antioxidant Properties ◽

Radical Scavenging ◽

Essential Oil Composition ◽

Oil Composition ◽

Aerial Parts ◽

Marrubium Vulgare ◽

Eastern Algeria

In previous work [1], the essential oil of the aerial parts of Marrubium vulgare L. obtained by hydrodistillation was analysed by gas chromatography coupled to mass spectrometry (GC-MS) in order to determine their chemical composition. Fifty (50) components in the oil of M. vulgare were identified. The results demonstrated that the major components of the essential oil were: 4,8,12,16-Tetramethyl heptadecan-4-olid (16.97 %), Germacrene D-4-ol (9.61 %), α- pinéne (9.37 %), Phytol (4.87 %), Dehydro-sabina ketone (4.12 %), Piperitone (3.27 %), δ-Cadinene (3.13 %), 1-Octen-3-ol (2.35 %) and Benzaldehyde (2.31 %). In this study, the antioxidant properties of essential oil were examined. The results showed that this oil can be considered an effective source of antioxidants of natural origin. This is the first report on chemical composition of M. vulgare essential oil cultivated in Algeria and the original study on the antioxidant activity of M. vulgare essential oil. The antioxidant activity was investigated with one method: 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging method.

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In-vitro, in-vivo, and in-silico assessment of radical scavenging and cytotoxic activities of Oliveria decumbens essential oil and its main components

Scientific Reports ◽

10.1038/s41598-021-93535-8 ◽

2021 ◽

Vol 11 (1) ◽

Author(s):

Tahereh Jamali ◽

Gholamreza Kavoosi ◽

Yousef Jamali ◽

Saeed Mortezazadeh ◽

Susan K. Ardestani

Keyword(s):

Nitric Oxide ◽

Flow Cytometry ◽

Essential Oil ◽

Cancer Cells ◽

In Silico ◽

Antioxidant Properties ◽

Radical Scavenging ◽

Main Components

AbstractWe aimed to explore and compare new insights on the pharmacological potential of Oliveria decumbence essential oil (OEO) and its main components highlighting their antioxidant activity in-vitro, in-vivo, and in-silico and also cytotoxic effects of OEO against A549 lung cancer cells. At first, based on GC–MS analysis, thymol, carvacrol, p-cymene, and γ-terpinene were introduced as basic ingredients of OEO and their in-vitro antioxidant capacity was considered by standard methods. Collectively, OEO exhibited strong antioxidant properties even more than its components. In LPS-stimulated macrophages treated with OEO, the reduction of ROS (Reactive-oxygen-species) and NO (nitric-oxide) and down-regulation of iNOS (inducible nitric-oxide-synthase) and NOX (NADPH-oxidase) mRNA expression was observed and compared with that of OEO components. According to the results, OEO, thymol, and carvacrol exhibited the highest radical scavenging potency compared to p-cymene, and γ-terpinene. In-silico Molecular-Docking and Molecular-Dynamics simulation indicated that thymol and carvacrol but no p-cymene and γ-terpinene may establish coordinative bonds in iNOS active site and thereby inhibit iNOS. However, they did not show any evidence for NOX inhibition. In the following, MTT assay showed that OEO induces cytotoxicity in A549 cancer cells despite having a limited effect on L929 normal cells. Apoptotic death and its dependence on caspase-3 activity and Bax/Bcl2 ratio in OEO-treated cells were established by fluorescence microscopy, flow cytometry, colorimetric assay, and western blot analysis. Additionally, flow cytometry studies demonstrated increased levels of ROS in OEO-treated cells. Therefore, OEO, despite showing antioxidant properties, induces apoptosis in cancer cells by increasing ROS levels. Collectively, our results provided new insight into the usage of OEO and main components, thymol, and carvacrol, into the development of novel antioxidant and anti-cancer agents.

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Chemical composition and antioxidant activity of essential oil of Cymbopogon flexuosus

Journal of Applied and Natural Science ◽

10.31018/jans.v12i1.2207 ◽

2020 ◽

Vol 12 (1) ◽

pp. 25-29

Author(s):

Anju Bhatnagar

Keyword(s):

Antioxidant Activity ◽

Chemical Composition ◽

Essential Oil ◽

Essential Oils ◽

Antioxidant Properties ◽

Radical Scavenging ◽

Racemic Mixture ◽

Oil Composition ◽

Cymbopogon Flexuosus ◽

Ic50 Value

Cymbopogon species from the Poaceae family are widely distributed in the Himalayan region of India and commonly used as flavors, fragrances, cosmetics, and pharmaceuticals. It is known to contain compound citral, which give the lemon scent to many of the plants of the cymbopogon genera. The essential oil of Cymbopogon flexuosus has high polyphenolic content which is responsible for antioxidant properties. Beside citral is also used for the synthesis of vitamin B and Ionones. The bioactive potential of Lemongrass and constituent are rapidly increasing which is reflected from growing number of reports being published. The present study was to know the chemical composition and in vitro antioxidant activity of essential oil of C. flexuosus from Uttarakhand. The essential oils of Cymbopogon collected in the region of Uttarakhand were obtained by hydrodistillation of the leaves and analyzed for chemical composition by GC/MS. The antioxidant activity of essential oils at different concentrations was determined against DPPH radical activity and vitamin C as the standard antioxidant compound. The IC50 value and percentage of DPPH inhibition were recorded. Twenty-five compounds were identified in essential oil extracted from leaves representing 93.15% of the oil composition. The yield of essential oil of Cymbopogon was 0.6 + 0.1 %and the major compound in the essential oil was citral (a racemic mixture of two isoforms geranial and nearl) followed by heptenone(1.98%) , linalool(1.65%), geraniol (1.47%), ?-caryophyllene (1.14% ) , limonene (0.92%), nearl acetate (0.82%), citronellal(0.44 %) and citronellol (0.22%). Radical scavenging capacity (Inhibition, %) of the C. flexuosus essential oil was high (78.19+1.11) at the concentration level of 150 ?g/ml and IC50 value of the essential oil was 43.67?g/ml. The data of this study encourages to consider the essential oil of C. flexuosus as a source of bioactive compounds which may add great industrial value to this crop.

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Chemical Composition and Antioxidant Properties of Essential Oils from Peppermint, Native Spearmint and Scotch Spearmint

Molecules ◽

10.3390/molecules24152825 ◽

2019 ◽

Vol 24 (15) ◽

pp. 2825 ◽

Cited By ~ 9

Author(s):

Zhaohai Wu ◽

Bie Tan ◽

Yanhong Liu ◽

James Dunn ◽

Patricia Martorell Guerola ◽

...

Keyword(s):

Lipid Peroxidation ◽

Antioxidant Activity ◽

Chemical Composition ◽

Essential Oils ◽

Antioxidant Properties ◽

Radical Scavenging ◽

Reducing Power ◽

C Elegans ◽

Reducing Power Assay

Natural antioxidants have drawn growing interest for use in animal feed and the food industry. In the current study, essential oils (EOs) obtained from hydrodistillation of three mentha species, including Mentha piperita (peppermint), Mentha spicata (native spearmint) and Mentha gracilis (Scotch spearmint), harvested in the Midwest region in the United States, were analyzed for their chemical composition using gas chromatography-mass spectrometry, and their antioxidant properties were assessed through chemical assays, in vitro cell culture modeling and in Caenorhabditis elegans (C. elegans). The activity of ferric iron reduction and free-radical scavenging capacity were assessed through chemical-based assays, including the reducing power assay, 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay, and Trolox equivalent antioxidant capacity assay (TEAC). Subsequently, the capacity of EOs to mitigate lipid peroxidation was analyzed at various doses using fresh liver homogenates from pigs. A porcine jejunum epithelial cell line (IPEC-J2) was employed as in vitro model to study the cellular antioxidant activity of the mint EOs. Finally, the effectiveness of mint EOs to alleviate acute systemic oxidative damage were evaluated in vivo using C. elegans. Data were analyzed by the MIXED procedure of SAS. Contrast statement was performed to assess linear or quadratic effects of mint EOs given at various doses. All three EOs are mostly composed of monoterpenes and their derivatives (76–90%), but differed in the major compounds, which are menthol and menthone (50%) in peppermint EO and carvone (70%) in spearmint EOs. Three mint EOs demonstrated prominent radical scavenging and Fe3+ reducing activity in chemical-based assays. In comparison with native and Scotch spearmint EOs, peppermint EO had the lowest (p < 0.05) half maximal effective concentration (EC50) in DPPH and TEAC assays and higher efficacy in the reducing power assay. All three EOs exhibited equivalent activity in mitigation of chemical-induced lipid peroxidation in liver tissues in a dose-dependent manner (linear, p < 0.001). The maximal cellular antioxidant activity (CAA) was observed at 5 µg/mL for peppermint, and 100 µg/mL for native and Scotch spearmint EOs. The addition of 25 µg/mL of both spearmint EOs increased (p < 0.05) cellular concentrations of glutathione in H2O2-treated IPEC-J2 cells, suggesting enhanced endogenous antioxidant defense. Supplementation of 100 µg/mL of peppermint or Scotch spearmint EO significantly increased (p < 0.05) the survival rate of C. elegans in response to H2O2-induced oxidative stress. The protective effect is comparable to that of supplementation of 10 µg/mL of ascorbic acid. However native spearmint EO failed to reduce the death rate within the same supplementation dose (10–200 μg/mL).

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In Silico and In Vitro Evaluation of the Antimicrobial and Antioxidant Potential of Mentha × smithiana R. GRAHAM Essential Oil from Western Romania

Foods ◽

10.3390/foods10040815 ◽

2021 ◽

Vol 10 (4) ◽

pp. 815

Author(s):

Călin Jianu ◽

Daniela Stoin ◽

Ileana Cocan ◽

Ioan David ◽

Georgeta Pop ◽

...

Keyword(s):

Antioxidant Activity ◽

Linoleic Acid ◽

Essential Oil ◽

In Silico ◽

Cumulative Effect ◽

Antioxidant Potential ◽

Gas Chromatography Mass Spectrometry ◽

Pharmaceutical Industries ◽

Β Carotene

This study was conducted to identify the volatile compounds of Mentha × smithiana essential oil (MSEO) and evaluate its antioxidant and antibacterial potential. The essential oil (EO) content was assessed by gas chromatography–mass spectrometry (GC-MS). Carvone (55.71%), limonene (18.83%), trans-carveol (3.54%), cis-carveol (2.72%), beta-bourbonene (1.94%), and caryophyllene oxide (1.59%) were the main identified compounds. The MSEO displayed broad-spectrum antibacterial effects and was also found to be the most effective antifungal agent against Candida albicans and Candida parapsilosis. The antioxidant activity of MSEO was tested against cold-pressed sunflower oil by peroxide, thiobarbituric acid, 1,1-diphenyl-2-picrylhydrazyl radical (DPPH), and β-carotene/linoleic acid bleaching methods. The EO showed strong antioxidant effects as reflected by IC50 values of 0.83 ± 0.01 mg/mL and relative antioxidative activity of 87.32 ± 0.03% in DPPH and β-carotene/linoleic acid bleaching assays, respectively. Moreover, in the first 8 days of the incubation period, the inhibition of primary and secondary oxidation compounds induced by the MSEO (0.3 mg/mL) was significantly stronger (p < 0.05) than that of butylated hydroxyanisole. In silico molecular docking studies were conducted to highlight the underlying antimicrobial mechanism as well as the in vitro antioxidant potential. Recorded data showed that the antimicrobial activity of MSEO compounds could be exerted through the D-Alanine-d-alanine ligase (DDl) inhibition and may be attributed to a cumulative effect. The most active compounds are minor components of the MSEO. Docking results also revealed that several mint EO components could exert their in vitro antioxidant activity by employing xanthine oxidase inhibition. Consequently, MSEO could be a new natural source of antioxidants and antiseptics, with potential applications in the food and pharmaceutical industries as an alternative to the utilization of synthetic additives.

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Chemical composition and biological activities of essential oils of endemic Thymus leucostomus Hausskn. et Velen

Bangladesh Journal of Botany ◽

10.3329/bjb.v49i4.52505 ◽

2020 ◽

Vol 49 (4) ◽

pp. 957-965

Author(s):

Omer Elkiran ◽

Cumhur Avsar

Keyword(s):

Antioxidant Activity ◽

Chemical Composition ◽

Essential Oil ◽

Essential Oils ◽

Biological Activities ◽

Antioxidant Properties ◽

Antimicrobial Activities ◽

Gram Positive Bacteria ◽

In Vitro Antioxidant Activity

The chemical composition, antimicrobial and antioxidant properties of the essential oils from the leaves of endemic Thymus leucostomus naturally grown in Turkey were investigated and chemical differences were discussed by means of chemotaxonomy. Twenty-six components were identified representing 98.8% of the oils. The main compounds in the essential oil of T. leucostomus were: o-cymene (30.6%), carvacrol (9.6%), thymol methyl ether (7.2%), limonene (6.8%). Essential oil was screened for their antimicrobial activities against 7 bacteria and 2 yeast species by using disc-diffusion and MIC procedure. The essential oil showed higher effectiveness against all the tested bacteria and yeast. The extract was observed to be much more effective in Gram-positive bacteria (especially, S. aureus ATCC 6538). In vitro antioxidant activity based on the 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical was evaluated for the essential oil, and it was found that the essential oil had good antioxidant activity in the range of the IC50= 5.42 ±0.8 μg/ml.

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Chemical composition and biological activities of the essential oil from the leaves of Vaccinium myrtillus L.

Bangladesh Journal of Botany ◽

10.3329/bjb.v49i1.49098 ◽

2020 ◽

Vol 49 (1) ◽

pp. 91-96

Author(s):

Omer Elkiran ◽

Cumhur Avşar

Keyword(s):

Antioxidant Activity ◽

Chemical Composition ◽

Essential Oil ◽

Antioxidant Activities ◽

Biological Activities ◽

Antioxidant Properties ◽

Antimicrobial Activities ◽

Vaccinium Myrtillus ◽

First Time

The chemical composition, antimicrobial and antioxidant properties of the essential oil (EO), obtained from the leaves of Vaccinium myrtillus naturally grown in the northernmost of Turkey were determined by GC and GC-MS and chemical differences were discussed with the help of chemotaxonomy. The leaves of the plant samples were hydro-distilled to produce oil in the yields of 1%. Nineteen components were identified representing 96.4% of the oil. The main compounds in the EO of V. myrtillus were; 1,8-cineole (38.6%), α- pinene (21%), linalool (19.5%), α-terpineol (5.8%). The EO extract was screened for their antimicrobial activities against the 9 bacteria and 3 yeast species by using disc-diffusion and MIC procedure. The EO extract displayed more effective against all the tested bacteria (especially, S. aureus ATCC 6538 and MRSA) and yeast (only C. krusei). The MIC values of sample against tested microorganisms were found to be in the range of 320 to ≥1280 μg/ml. The most effective MIC values were observed against the S. aureus and MRSA (320 μg/ml). In vitro the antioxidant activity based on the 1,1-diphenly-2-picrylhydrazyl (DPPH) free radical was evaluated for the EO extract, and it was found that the extract had good antioxidant activity in the range of the IC50 = 583.4 ±11 μg ml. Antibacterial and antioxidant activities of the EO from the leaves of V. myrtillus has been reported for the first time.

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Rosemary Extract and Essential Oil as Drink Ingredients: An Evaluation of Their Chemical Composition, Genotoxicity, Antimicrobial, Antiviral, and Antioxidant Properties

Foods ◽

10.3390/foods10123143 ◽

2021 ◽

Vol 10 (12) ◽

pp. 3143

Author(s):

Spyridoula D. Christopoulou ◽

Chrysa Androutsopoulou ◽

Panagiotis Hahalis ◽

Chrysoula Kotsalou ◽

Apostolos Vantarakis ◽

...

Keyword(s):

Antioxidant Activity ◽

Chemical Composition ◽

Essential Oil ◽

Antioxidant Properties ◽

Radical Scavenging ◽

Biological Properties ◽

Rosemary Extract ◽

Antioxidant Power ◽

Ms Analysis ◽

Rosemary Essential Oil

Rosmarinus officinalis L. (rosemary) is in high demand in the food and drink industries due to its distinct organoleptic properties. With the aim of evaluating the rosemary leaves as drink ingredients, both the essential oil and alcoholic (38%, v/v) extract were studied in terms of chemical composition, genotoxicity, antimicrobial, antiviral, and antioxidant properties. GC–MS analysis showed that the main volatile compounds in the essential oil were eucalyptol (40.1%), camphor (12.4%), and α-pinene (12.9%). LC–MS analysis revealed gallocatechin and rosmarinic acid as the main extract ingredients. Both the essential oil and the extract were not genotoxic (Ames test) against TA98 and TA100 at the dilutions of 5% and 90%, respectively; those dilutions were selected as the maximum possible ones in the drink industry. Their activity was investigated against Escherichia coli, Salmonella enterica serovar Typhimurium, Staphylococcus aureus, Aspergillus niger, and Adenovirus 35. Both were effective against Adenovirus and A. niger, even the essential oil at 5% (v/v). The extract at dilutions of 25–90% had more pronounced activity against tested bacteria than the essential oil at the dilutions of 5–100%; the essential oil at the dilution of 5% inhibited S. aureus growth. The antioxidant activity was evaluated by the 2,2-diphenyl-1-picrylhydrazyl radical scavenging assay, the 2,2-azino-bis-3-ethylbenzothiazoline-6-sulfonic acid decolorization assay, and the ferric reducing antioxidant power assay. Both exhibited good antioxidant activity, but rosemary essential oil was far more effective than the extract. Our results demonstrate that rosemary essential oil and extract are safe and have beneficial biological properties. Therefore, they could serve as health-promoting ingredients in the drink industry.

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Curcumin-based antioxidant and glycohydrolase inhibitor compounds: Synthesis and in vitro appraisal of the dual activity against diabetes

Medicinal Chemistry ◽

10.2174/1573406416666200506083718 ◽

2020 ◽

Vol 16 ◽

Author(s):

Sajjad Esmaeili ◽

Nazanin Ghobadi ◽

Donya Nazari ◽

Alireza Pourhossein ◽

Hassan Rasouli ◽

...

Keyword(s):

Antioxidant Activity ◽

Enzyme Inhibitor ◽

Radical Scavenging Activity ◽

Curcuma Longa ◽

Radical Scavenging ◽

Reducing Power ◽

Inhibitory Effect ◽

Curcumin Derivatives ◽

Reducing Power Assay

Background: Curcumin, as the substantial constituent of the turmeric plant (Curcuma longa), plays a significant role in the prevention of various diseases, including diabetes. It possesses ideal structure features as enzyme inhibitor, including a flexible backbone, hydrophobic nature, and several available hydrogen bond (H-bond) donors and acceptors. Objective: The present study aimed at synthesizing several novel curcumin derivatives and further evaluation of these compounds for possible antioxidant and anti-diabetic properties along with inhibitory effect against two carbohydrate-hydrolyzing enzymes, α-amylase and α-glucosidase, as these enzymes are therapeutic targets for attenuation of postprandial hyperglycemia. Methods: Therefore, curcumin-based pyrido[2,3-d]pyrimidine derivatives were synthesized and identified using an instrumental technique like NMR spectroscopy and then screened for antioxidant and enzyme inhibitory potential. Total antioxidant activity, reducing power assay and 1,1-diphenyl-2-picrylhydrazyl (DPPH• ) radical scavenging activity were done to appraisal the antioxidant potential of these compounds in vitro. Results: Compounds L6-L9 showed higher antioxidant activity while L4, L9, L12 and especially L8 exhibited the best selectivity index (lowest α-amylase/α-glucosidase inhibition ratio). Conclusion: These antioxidant inhibitors may be potential anti-diabetic drugs, not only to reduce glycemic index but also to limit the activity of the major reactive oxygen species (ROS) producing pathways.

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