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1.
Bioorg Chem ; 119: 105551, 2022 02.
Article in English | MEDLINE | ID: mdl-34915284

ABSTRACT

Oxidative stress is linked to several invasive diseases which causes significant clinical and economic impact, therefore, there is a need to develop new antioxidants. The natural products could play an important role in overcoming the current need. In the present work, the antioxidant bioassay-guided fractionation of the ethanolic extract of Inula viscosa leaves (Asteraceae) was performed using DPPH and ABTS assays affording three known compounds, which were successfully characterized as ilicic acid (1), taxifolin (2) and quercetin (3) based on 1D, 2D NMR. Compounds 2 and 3 were identified as the most active, displaying similar or higher potency against ABTS (value 41.27 for quercetin and 142.58 for taxifolin) and similar activity against DPPH (value 41.27 for quercetin and 142.58 for taxifolin) than the well-known reference, ascorbic acid (value 65.36 for quercetin and 58.43 for taxifolin) but less potency than the standard gallic acid. The discussion of SAR of the antioxidant potential revealed that the type of natural product is crucial for the activity and the substitution pattern on the flavonoid skeleton modulate the antioxidant profile. Our findings show that I. viscosa leaves may be a natural source of antioxidants and once again the role of flavonoids health benefits is more strongly endorsed.


Subject(s)
Antioxidants/pharmacology , Inula/chemistry , Plant Extracts/pharmacology , Antioxidants/chemistry , Antioxidants/isolation & purification , Benzothiazoles/antagonists & inhibitors , Dose-Response Relationship, Drug , Molecular Structure , Oxidative Stress/drug effects , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Plant Leaves/chemistry , Structure-Activity Relationship , Sulfonic Acids/antagonists & inhibitors
2.
Molecules ; 26(24)2021 Dec 18.
Article in English | MEDLINE | ID: mdl-34946757

ABSTRACT

The current study aimed to explore the crude oils obtained from the n-hexane fraction of Scutellaria edelbergii and further analyzed, for the first time, for their chemical composition, in vitro antibacterial, antifungal, antioxidant, antidiabetic, and in vivo anti-inflammatory, and analgesic activities. For the phytochemical composition, the oils proceeded to gas chromatography-mass spectrometry (GC-MS) analysis and from the resultant chromatogram, 42 bioactive constituents were identified. Among them, the major components were linoleic acid ethyl ester (19.67%) followed by ethyl oleate (18.45%), linolenic acid methyl ester (11.67%), and palmitic acid ethyl ester (11.01%). Tetrazolium 96-well plate MTT assay and agar-well diffusion methods were used to evaluate the isolated oil for its minimum inhibitory concentrations (MIC), minimum bactericidal concentration (MBC), half-maximal inhibitory concentrations (IC50), and zone of inhibitions that could determine the potential antimicrobial efficacy's. Substantial antibacterial activities were observed against the clinical isolates comprising of three Gram-negative bacteria, viz., Escherichia coli, Klebsiella pneumoniae, and Pseudomonas aeruginosa, and one Gram-positive bacterial strain, Enterococcus faecalis. The oils were also effective against Candida albicans and Fusarium oxysporum when evaluated for their antifungal potential. Moreover, significant antioxidant potential with IC50 values of 136.4 and 161.5 µg/mL for extracted oil was evaluated through DPPH (1,1-Diphenyl-2-picryl-hydrazyl) and ABTS assays compared with standard ascorbic acid where the IC50 values were 44.49 and 67.78 µg/mL, respectively, against the tested free radicals. The oils was also potent, inhibiting the α-glucosidase (IC50 5.45 ± 0.42 µg/mL) enzyme compared to the standard. Anti-glucosidase potential was visualized through molecular docking simulations where ten compounds of the oil were found to be the leading inhibitors of the selected enzyme based on interactions, binding energy, and binding affinity. The oil was found to be an effective anti-inflammatory (61%) agent compared with diclofenac sodium (70.92%) via the carrageenan-induced assay. An appreciable (48.28%) analgesic activity in correlation with the standard aspirin was observed through the acetic acid-induced writhing bioassay. The oil from the n-hexane fraction of S. edelbergii contained valuable bioactive constituents that can act as in vitro biological and in vivo pharmacological agents. However, further studies are needed to uncover individual responsible compounds of the observed biological potentials which would be helpful in devising novel drugs.


Subject(s)
Anti-Bacterial Agents/analysis , Antifungal Agents/analysis , Antioxidants/analysis , Glycoside Hydrolase Inhibitors/analysis , Plant Oils/analysis , Scutellaria/chemistry , Animals , Anti-Bacterial Agents/pharmacology , Antifungal Agents/pharmacology , Antioxidants/pharmacology , Benzothiazoles/antagonists & inhibitors , Biphenyl Compounds/antagonists & inhibitors , Carrageenan , Edema/chemically induced , Edema/drug therapy , Fungi/drug effects , Gas Chromatography-Mass Spectrometry , Glycoside Hydrolase Inhibitors/pharmacology , Gram-Negative Bacteria/drug effects , Gram-Positive Bacteria/drug effects , Hexanes/chemistry , Humans , Mice , Microbial Sensitivity Tests , Molecular Docking Simulation , Picrates/antagonists & inhibitors , Plant Oils/pharmacology , Plants, Medicinal , Sulfonic Acids/antagonists & inhibitors , alpha-Glucosidases/metabolism
3.
Molecules ; 26(21)2021 Oct 31.
Article in English | MEDLINE | ID: mdl-34771017

ABSTRACT

Hazelnut shells represent a waste material (about 42% of the total biomass) deriving from hazelnut harvest. These are mainly used as a heating source; however, they represent an interesting source of polyphenols useful in health field. The impact on phenolic profile and concentrations of hazelnut shell extracts obtained by three extraction methods (maceration, ultrasonic bath, and high-power ultrasonic), as well as temperature, extraction time, and preventive maceration, was studied. The prepared extracts were characterized in terms of chemical composition, antioxidant and antimicrobial activities. Eighteen different phenolic compounds were identified and quantified by chemical analysis and gallic acid was the most abundant in all the extracts analyzed. Other relevant compounds were chlorogenic acid, protocatechuic acid and catechin. Preventive maceration had a positive effect on the extraction of different types of compounds regardless of the method performed. Application of the high-power ultrasonic method had different effects, either positive or negative, depending on the type of compound and extraction time. All the prepared extracts showed antioxidant activity especially those prepared by maceration, and many of them were able to inhibit the growth of both B. subtilis and B. cereus.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antioxidants/pharmacology , Bacillus cereus/drug effects , Bacillus subtilis/drug effects , Corylus/chemistry , Plant Extracts/pharmacology , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/isolation & purification , Antioxidants/chemistry , Antioxidants/isolation & purification , Benzothiazoles/antagonists & inhibitors , Biphenyl Compounds/antagonists & inhibitors , Microbial Sensitivity Tests , Picrates/antagonists & inhibitors , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Sulfonic Acids/antagonists & inhibitors
4.
Molecules ; 26(21)2021 Nov 06.
Article in English | MEDLINE | ID: mdl-34771125

ABSTRACT

Phenolic compounds present in common beans (Phaseolus vulgaris L.) have been reported to possess antimicrobial, anti-inflammatory and ultraviolet radiation (UVR) protective properties. UVR from sunlight, which consists of UV-B and UV-A radiations, induces reactive oxygen species (ROS) and free radical formation, consequently activating proteinases and enzymes such as elastase and tyrosinase, leading to premature skin aging. The objective of this work was to extract, characterize and evaluate the antioxidant and antiaging potential of polyphenols from a black bean endemic variety. The polyphenolic extract was obtained from black beans by supercritical fluid extraction (SFE) using CO2 with a mixture of water-ethanol as a cosolvent and conventional leaching with a mixture of water-ethanol as solvent. The polyphenolic extracts were purified and characterized, and antioxidant potential, tyrosinase and elastase inhibitory potentials were measured. The extract obtained using the SFE method using CO2 and H2O-Ethanol (50:50 v/v) as a cosolvent showed the highest total phenolic compounds yield, with 66.60 ± 7.41 mg GAE/g coat (p > 0.05) and 7.30 ± 0.64 mg C3GE/g coat (p < 0.05) of anthocyanins compared to conventional leaching. Nineteen tentative phenolic compounds were identified in leaching crude extract using ESI-QTOF. Quercetin-3-D-galactoside was identified in crude and purified extracts. The purified SFC extract showed IC50 0.05 ± 0.002 and IC50 0.21 ± 0.008 mg/mL for DPPH and ABTS, respectively. The lowest IC50 value of tyrosinase inhibition was 0.143 ± 0.02 mg/mL and 0.005 ± 0.003 mg/mL of elastase inhibition for leaching purified extract. Phenolic compounds presented theoretical free energy values ranging from -5.3 to -7.8 kcal/mol for tyrosinase and -2.5 to -6.8 kcal/mol for elastase in molecular docking (in silico) studies. The results suggest that the purified extracts obtained by SFE or conventional leaching extraction could act as antioxidant and antiaging ingredients for cosmeceutical applications.


Subject(s)
Aging/drug effects , Antioxidants/pharmacology , Phaseolus/chemistry , Plant Extracts/pharmacology , Polyphenols/pharmacology , Antioxidants/chemistry , Antioxidants/isolation & purification , Benzothiazoles/antagonists & inhibitors , Biphenyl Compounds/antagonists & inhibitors , Carbon Dioxide/chemistry , Chromatography, Supercritical Fluid , Ethanol/chemistry , Humans , Molecular Docking Simulation , Picrates/antagonists & inhibitors , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Polyphenols/chemistry , Polyphenols/isolation & purification , Sulfonic Acids/antagonists & inhibitors , Ultraviolet Rays , Water/chemistry
5.
Molecules ; 26(21)2021 Nov 06.
Article in English | MEDLINE | ID: mdl-34771130

ABSTRACT

The genus Nothofagus is one of the most abundant in the subantarctic Patagonian forests. Five species inhabit these ecosystems, three evergreen (Nothofagus betuloides, Nothofagus dombeyi, and Nothofagus nitida) and two deciduous (Nothofagus pumilio and Nothofagus antarctica). This is the first report on the levels of secondary metabolites and the antioxidant capacity of Patagonian tree species growing in natural environments. The aim of this work was to carry out a phytochemical screening, to determine the antioxidant capacity, the sun protection factor, and the α-glucosidase and tyrosinase inhibitory activity of foliar extracts of the five previous species. Besides, Aristotelia chilensis and Berberis microphylla, two species of Patagonian shrubs growing in the same forests, were used as reference. N. dombeyi was the Nothofagus with the best antioxidant capacity. B. microphylla differed from all studied species. Moreover, the Nothofagus was split into two groups. N. betuloides and N. dombeyi are the most similar species to A. chilensis. The α-glucosidase was completely inhibited by all studied extracts. Furthermore, N. antarctica, N.pumilio, and N. nitida inhibited about 70% of the tyrosinase activity. All the results found in this study for the species of the genus Nothofagus support further research on their potential beneficial properties for human health.


Subject(s)
Antioxidants/pharmacology , Enzyme Inhibitors/pharmacology , Phytochemicals/pharmacology , Trees/chemistry , Antioxidants/chemistry , Antioxidants/metabolism , Benzothiazoles/antagonists & inhibitors , Biphenyl Compounds/antagonists & inhibitors , Chile , Drug Evaluation, Preclinical , Enzyme Inhibitors/chemistry , Enzyme Inhibitors/metabolism , Forests , Humans , Monophenol Monooxygenase/antagonists & inhibitors , Monophenol Monooxygenase/metabolism , Phytochemicals/chemistry , Phytochemicals/metabolism , Picrates/antagonists & inhibitors , Species Specificity , Sulfonic Acids/antagonists & inhibitors , Trees/metabolism , alpha-Glucosidases/metabolism
6.
Molecules ; 26(21)2021 Nov 08.
Article in English | MEDLINE | ID: mdl-34771156

ABSTRACT

According to French Paradox, red wine was famous for the potential effects on coronary heart disease (CHD), but the specific compounds against CHD were unclear. Therefore, screening and characterization of bioactive compounds from red wine was extremely necessary. In this paper, the multi-activity integrated strategy was developed and validated to screen, identify and quantify active compounds from red wine by using ultra high performance liquid chromatography-fraction collector (UHPLC-FC), ultra fast liquid chromatography-quadrupole-time-of-flight/mass spectrometry (UFLC-Q-TOF/MS) and bioactive analysis. UHPLC-FC was employed to separate and collect the components from red wine, which was further identified by UFLC-Q-TOF/MS to acquire their structural information. Furthermore, the active fractions were tested for antioxidant activity, inhibitory activity against thrombin and lipase activities in vitro by the activity screening kit. As the results, there were 37 fractions had antioxidant activity, 22 fractions had thrombin inhibitory activity and 28 fractions had lipase inhibitory activity. Finally, 77 active components from red wine were screened and 12 ingredients out of them were selected for quantification based on the integration of multi-activity. Collectively, the multi-activity integrated strategy was helpful for the rapid and effective discovery of bioactive components, which provided reference for exploring the health care function of food.


Subject(s)
Antioxidants/pharmacology , Enzyme Inhibitors/pharmacology , Lipase/antagonists & inhibitors , Thrombin/antagonists & inhibitors , Wine/analysis , Antioxidants/analysis , Benzothiazoles/antagonists & inhibitors , Chromatography, High Pressure Liquid , Drug Evaluation, Preclinical , Enzyme Inhibitors/analysis , Lipase/metabolism , Sulfonic Acids/antagonists & inhibitors , Tandem Mass Spectrometry , Thrombin/metabolism
7.
Chem Biodivers ; 18(12): e2100538, 2021 Dec.
Article in English | MEDLINE | ID: mdl-34609784

ABSTRACT

The aim of this study was to evaluate the phytochemical composition, antioxidant, and antimicrobial potential of crude extract and fractions of Punica granatum leaves. The extract was produced by turbo extraction, after which hexanic, ethyl acetate, and aqueous fractions were obtained by partitioning. The chemical analyses were performed by thin layer chromatography and high-performance liquid chromatography, and the antioxidant activities were assayed by DPPH. and ABTS.+ . Minimal inhibitory and bactericidal concentrations (MIC/MBC) were applied to twenty-two bacteria. Most strains susceptible to extract/fractions and resistant to antibiotics were selected, and ampicillin, azithromycin, ciprofloxacin, and gentamicin were associated with the ethyl acetate fraction (EAF) against multidrug-resistant strains in modulatory and checkboard models. The data from chromatographic analyses showed flavonoids and tannins in the extract, as well as the enrichment of EAF in phenols, mainly flavonoids. The flavonoids were connected to the electron transfer activity demonstrated in the DPPH. and ABTS.+ assays. Gram-positive strains are more susceptible to EAF. The subinhibitory concentrations of P. granatum enhanced the antimicrobial activity of the agents and reduced the EAF individual MIC, and the combination of EAF and antibiotics demonstrated a synergistic effect. These results present a promising approach for developing a therapy in which antioxidant extracts and fractions can be used in combination with antibiotics.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antioxidants/pharmacology , Drug Resistance, Multiple, Bacterial/drug effects , Lythraceae/chemistry , Plant Extracts/pharmacology , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/isolation & purification , Antioxidants/chemistry , Antioxidants/isolation & purification , Benzothiazoles/antagonists & inhibitors , Biphenyl Compounds/antagonists & inhibitors , Escherichia coli/drug effects , Klebsiella pneumoniae/drug effects , Microbial Sensitivity Tests , Picrates/antagonists & inhibitors , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Plant Leaves/chemistry , Pseudomonas aeruginosa/drug effects , Sulfonic Acids/antagonists & inhibitors
8.
Chem Biodivers ; 18(12): e2100679, 2021 Dec.
Article in English | MEDLINE | ID: mdl-34651409

ABSTRACT

Pomelo seeds (PS) are important by-product of pomelo fruits (Citrus grandis Osbeck). The value-added utilization of PS remains highly challenged. This study aimed to investigate the utilization potential of PS as natural antioxidant, antibacterial, herbicidal agents, and their functional components. The ethanolic extract (EE) of PS and its four fractions as PEE (petroleum ether extract), AcOEtE (ethyl acetate extract), BTE (butanol extract), and WE (water extract), were prepared and biologically evaluated. BTE exhibited the best antioxidant activity among all these extracts, in both ABTS (2,2-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt) and FRAP (ferric reducing antioxidant power) assays. AcOEtE was superior to other extracts in herbicidal assay against both Festuca elata Keng (IC50 of 0.48 mg mL-1 ) and Amaranthus retroflexus L. (IC50 of 0.94 mg mL-1 ). Meanwhile, both AcOEtE and BTE demonstrated inhibitory effects against Bacillus subtilis, Escherichia coli, and Xanthomonas citri subsp. citri, with MIC ranging 2.5-5.0 mg mL-1 . Furthermore, the primary chemical components involving naringin, deacetylnomilin, limonin, nomilin, and obacunone, were quantified in all these extracts. PCA (principal component analysis) suggested that naringin might highly contribute to the antioxidant activity of PS, and the herbicidal activity should be ascribed to limonoids. This study successfully identified AcOEtE and BTE as naturally occurring antioxidant, antibacterial, and herbicidal agents, showing application potential in food and cosmetics industries, and organic farming agriculture.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antioxidants/pharmacology , Citrus/chemistry , Herbicides/pharmacology , Plant Extracts/pharmacology , Seeds/chemistry , Amaranthus/drug effects , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/isolation & purification , Antioxidants/chemistry , Antioxidants/isolation & purification , Bacillus subtilis/drug effects , Benzothiazoles/antagonists & inhibitors , Escherichia coli/drug effects , Festuca/drug effects , Herbicides/chemistry , Herbicides/isolation & purification , Microbial Sensitivity Tests , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Sulfonic Acids/antagonists & inhibitors , Xanthomonas/drug effects
9.
Chem Biodivers ; 18(11): e2100317, 2021 Nov.
Article in English | MEDLINE | ID: mdl-34554642

ABSTRACT

The aim of this review article is to present, for the first time, an appraisal of the phytochemical, ethnobotanical and pharmacological data on Bunium species. The literature search was conducted using the Scopus, Google Scholar and PubMed databases. The genus Bunium has been found to produce both essential oil (EO), mainly comprising monoterpenes and sesquiterpenes, and non-volatile components mainly coumarins and flavonoids. There are several pharmacological activities associated with the Bunium species, especially antioxidant, antibacterial and antifungal properties. The chemotaxonomic appraisal of the phytochemical pattern of the genus is in sink with the current classification of the family. Moreover, this review confirms the significant ethnobotanical and pharmacological potential of different Bunium species.


Subject(s)
Anti-Infective Agents/pharmacology , Antioxidants/pharmacology , Apiaceae/chemistry , Phytochemicals/pharmacology , Plant Extracts/pharmacology , Animals , Anti-Infective Agents/chemistry , Anti-Infective Agents/isolation & purification , Antioxidants/chemistry , Antioxidants/isolation & purification , Bacteria/drug effects , Benzothiazoles/antagonists & inhibitors , Biphenyl Compounds/antagonists & inhibitors , Ethnobotany , Fungi/drug effects , Humans , Molecular Structure , Phytochemicals/chemistry , Phytochemicals/isolation & purification , Picrates/antagonists & inhibitors , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Sulfonic Acids/antagonists & inhibitors
10.
Molecules ; 26(17)2021 Sep 01.
Article in English | MEDLINE | ID: mdl-34500747

ABSTRACT

The chemical composition of essential oils (EOs) from dried and fresh flowers of Lavandula angustifolia L. (lavender), named LA 2019 and LA 2020, respectively, grown in central Italy was analyzed and compared by GC and GC-MS. For both samples, 61 compounds were identified, corresponding to 97.9% and 98.1% of the total essential oils. Explorative data analysis, performed to compare the statistical composition of the samples, resulted in a high level of global similarity (around 93%). The compositions of both samples were characterized by 10 major compounds, with a predominance of Linalool (35.3-36.0%), Borneol (15.6-19.4%) and 1,8-Cineole (11.0-9.0%). The in vitro antibacterial activity assay by disk diffusion tests against Bacillus subtilis PY79 and Escherichia coli DH5α showed inhibition of growth in both indicator strains. In addition, plate counts revealed a bactericidal effect on E. coli, which was particularly noticeable when using oil from the fresh lavender flowers at the highest concentrations. An in vitro antifungal assay showed that the EOs inhibited the growth of Sclerotium rolfsii, a phytopathogenic fungus that causes post-harvest diseases in many fruits and vegetables. The antioxidant activity was also assessed using the ABTS free radical scavenging assay, which showed a different antioxidant activity in both EOs. In addition, the potential application of EOs as a green method to control biodeterioration phenomena on an artistic wood painting (XIX century) was evaluated.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antifungal Agents/pharmacology , Antioxidants/pharmacology , Flowers/chemistry , Lavandula/chemistry , Oils, Volatile/pharmacology , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/isolation & purification , Antifungal Agents/chemistry , Antifungal Agents/isolation & purification , Antioxidants/chemistry , Antioxidants/isolation & purification , Bacillus subtilis/drug effects , Basidiomycota/drug effects , Benzothiazoles/antagonists & inhibitors , Dose-Response Relationship, Drug , Escherichia coli/drug effects , Microbial Sensitivity Tests , Molecular Structure , Oils, Volatile/chemistry , Oils, Volatile/isolation & purification , Structure-Activity Relationship , Sulfonic Acids/antagonists & inhibitors
11.
Chem Biodivers ; 18(11): e2100409, 2021 Nov.
Article in English | MEDLINE | ID: mdl-34467660

ABSTRACT

Many lignicolous mushroom species are used as a food supplement and may represent an alternative treatment of Alzheimer's disease (AD). This study aimed to evaluate acetylcholinesterase inhibition (AChEI) of Stereum hirsutum together with antioxidant activity (AO) and cytotoxic activity against HepG2 cells. Different extracts (water, ethanol, methanol, polysaccharide) were analyzed, with respect to their mineral composition and chemical content. Ethanol extract was the most potent in AChEI (98.44 %) and demonstrated cytotoxic activity (91.96 % at 900.00 µg/mL), while the highest AO was demonstrated for polar extracts (methanol and water) as well. These activities may be attributed to determined phenolics (hydroxybenzoic and quinic acid) and fatty acids (FA), while biflavonoid amentoflavone may be responsible for cytotoxic activity. The most prevalent FA was linoleic (40.00 %) and the domination of unsaturated FA (UFA) (71.91 %) over saturated (26.96 %) was observed. This is the first report of AChEI of S. hirsutum extracts and first detection of amentoflavone. Due to high amount of UFA and well-expressed AChEI, this species can be considered as a potent food supplement in the palliative therapy of AD.


Subject(s)
Antineoplastic Agents/pharmacology , Antioxidants/pharmacology , Basidiomycota/chemistry , Cholinesterase Inhibitors/pharmacology , Fatty Acids/pharmacology , Phenols/pharmacology , Acetylcholinesterase/metabolism , Antineoplastic Agents/chemistry , Antineoplastic Agents/isolation & purification , Antioxidants/chemistry , Antioxidants/isolation & purification , Benzothiazoles/antagonists & inhibitors , Biphenyl Compounds/antagonists & inhibitors , Cell Survival/drug effects , Cholinesterase Inhibitors/chemistry , Cholinesterase Inhibitors/isolation & purification , Drug Screening Assays, Antitumor , Fatty Acids/chemistry , Fatty Acids/isolation & purification , Hep G2 Cells , Humans , Phenols/chemistry , Phenols/isolation & purification , Picrates/antagonists & inhibitors , Sulfonic Acids/antagonists & inhibitors
12.
Chem Biodivers ; 18(11): e2100201, 2021 Nov.
Article in English | MEDLINE | ID: mdl-34423561

ABSTRACT

Supercritical carbon dioxide (SC-CO2 ), hydrodistillation (HDO), ethanol extraction (EE), and petroleum ether extraction (PE) were used to extract the essential oil and extracts of Cinnamomum camphora fruit in this study. Gas chromatography-mass spectrometry was used to identify the volatile components of essential oils and extracts, and 63 compounds were identified. 2,2-Diphenyl-1-picrylhydrazyl (DPPH) and 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical scavenging assay and Ferric reducing ability of plasma (FRAP) assays and the inhibition experiment of bacteria and fungi (Staphylococcus aureus (S. aureus), Hay bacillus (H. bacillus), Escherichia coli (E. coli), Aspergillus niger (A. niger), Candida albicans (C. albicans)) showed these essential oils and extracts indicated antioxidant and antibacterial activities. S. aureus was the most sensitive to the essential oil (MIC=0.08 mg/ml). Combined with the Brine Shrimp Lethality Test (BSLT) experiment, HDO (LD50 =68.21 µg/ml) was considered to have the most potential natural preservative. Subsequently, the inhibitory mechanism of HDO on bacteria and fungi was explored through extracellular conductivity and SEM, and the possibility of HDO to preserve the freshness of bananas was verified through banana shelf-life experiments. The results suggested these essential oils and extracts of Cinnamomum camphora fruit indicated effectively inhibit the growth of microorganisms on the surface of bananas, extend the shelf-life, and have the potential to become a natural antiseptic ingredient.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antifungal Agents/pharmacology , Antioxidants/pharmacology , Cinnamomum camphora/chemistry , Oils, Volatile/pharmacology , Plant Extracts/pharmacology , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/isolation & purification , Antifungal Agents/chemistry , Antifungal Agents/isolation & purification , Antioxidants/chemistry , Antioxidants/isolation & purification , Aspergillus niger/drug effects , Benzothiazoles/antagonists & inhibitors , Biphenyl Compounds/antagonists & inhibitors , Candida albicans/drug effects , Escherichia coli/drug effects , Fruit/chemistry , Microbial Sensitivity Tests , Oils, Volatile/chemistry , Oils, Volatile/isolation & purification , Picrates/antagonists & inhibitors , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Staphylococcus aureus/drug effects , Sulfonic Acids/antagonists & inhibitors
13.
Chem Biodivers ; 18(10): e2100300, 2021 Oct.
Article in English | MEDLINE | ID: mdl-34375021

ABSTRACT

Trillium govanianum rhizomes are traditionally consumed as a raw powder and decoction for the treatment of health complications. Hence, the present study aimed to investigate whether aqueous and alcoholic extracts of T. govanianum rhizomes under hot and cold extraction conditions have similar or dissimilar chemical, nutrient, and antioxidant profiles. The total phenolics, flavonoids, carbohydrates, proteins, fats, and energy values were estimated in all the conditionally prepared samples. The total phenolics (21.23±1.4 mg GAE/g extract), flavonoids (70.57±3.24 mg RE/g extract) were found higher in hot ethanolic extract (TGHEt), while cold water extract (TGGC) showed higher nutrients including amino acids (10.545±0.219 mg/g) and nucleosides (1.803±0.018 mg/g). The nutrient energy value (2.60 and 2.49 Kcal/g extract) was higher in cold and hot ethanolic extracts. Further, TGHEt scavenged the DPPH. (IC50 ; 870±22 µg/mL) and ABTS.+ (IC50 ; 80±1.49 µg/mL) effectively and proved its highest antioxidant activity compared to other samples. In LC/MS/MS-based metabolite profiling, twenty-six metabolites (fatty acids, steroidal saponins, triterpene saponins, ecdysteroid hormones) were confirmed with mass fragmentation and literature, while one hundred nine metabolites were identified using the METLIN database. The principal component analysis showed clustering of hot condition extracts while cold extracts were differentially located in quadrants. The heatmaps exhibited the associations and differences between metabolite composition, solvents, and extraction conditions. The identified metabolites speculatively predicted the biosynthesis pathway of T. govanianum. Findings also illustrated that T. govanianum is a source of bioactive nutritional components and saponins. The current metabolite profiling of T. govanianum will help in its agricultural and biotechnological interventions for higher quality produce.


Subject(s)
Antioxidants/pharmacology , Plant Extracts/pharmacology , Trillium/chemistry , Antioxidants/chemistry , Antioxidants/metabolism , Benzothiazoles/antagonists & inhibitors , Biphenyl Compounds/antagonists & inhibitors , Picrates/antagonists & inhibitors , Plant Extracts/chemistry , Plant Extracts/metabolism , Sulfonic Acids/antagonists & inhibitors
14.
Chem Biodivers ; 18(10): e2100356, 2021 Oct.
Article in English | MEDLINE | ID: mdl-34398524

ABSTRACT

The aim of the present study was to quantify selected phenolic compounds, determine antioxidant activity and enzyme inhibitory effects of the aerial parts of Alkanna trichophylla Hub.-Mor. (A. trichophylla) and Convolvulus galaticus Rost.ex Choisy (C. galaticus) extracts prepared by homogenizer-assisted extraction (HAE), maceration (MAC) and infusion techniques. This is the first time such study has been designed to validate the phytochemical composition and bioactivity of these plants. Multivariate analysis was conducted on collected data. Rutin and caffeoylquinic acid derivatives were the most significant compounds in A. trichophylla and C. galaticus, respectively. The highest antioxidant activity of A. trichophylla was mostly exhibited by HAE/methanolic extracts as determined by DPPH, ABTS, FRAP (51.39, 112.70 and 145.73 mg TE/g, respectively) and phosphomolybdenum (2.05 mmol TE/g) assays. However, significant antioxidant activities varied within the extracts of C. galaticus. HAE/methanolic extract of A. trichophylla significantly depressed AChE (2.70 mg GALAE/g), BChE (5.53 mg GALAE/g) and tyrosinase (26.34 mg KAE/g) activities and that of C. galaticus inhibited AChE (2.04 mg GALAE/g), tyrosinase (31.25 mg KAE/g) and α-amylase (0.53 mmol ACAE/g) activities significantly. We concluded that HAE was the most efficient extraction technique as high yield of compounds and promising bioactivities were recorded from extracts prepared. Multivariate analysis showed that types of solvents influenced recovery of compounds and biological activities. This research study can be used as one methodological starting point for further investigation on these plants as all results are clearly promising and open the door to further research challenges such as cytotoxicity evaluation, molecular docking analysis, and more screening of pharmacological actions.


Subject(s)
Antioxidants/pharmacology , Boraginaceae/chemistry , Convolvulus/chemistry , Enzyme Inhibitors/pharmacology , Plant Extracts/pharmacology , Plants, Medicinal/chemistry , Acetylcholinesterase/metabolism , Agaricales/enzymology , Antioxidants/chemistry , Antioxidants/isolation & purification , Benzothiazoles/antagonists & inhibitors , Biphenyl Compounds/antagonists & inhibitors , Butyrylcholinesterase/metabolism , Enzyme Inhibitors/chemistry , Enzyme Inhibitors/isolation & purification , Humans , Monophenol Monooxygenase/antagonists & inhibitors , Monophenol Monooxygenase/metabolism , Picrates/antagonists & inhibitors , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Saccharomyces cerevisiae/enzymology , Sulfonic Acids/antagonists & inhibitors , Turkey , alpha-Amylases/antagonists & inhibitors , alpha-Amylases/metabolism
15.
J Sep Sci ; 44(20): 3777-3788, 2021 Oct.
Article in English | MEDLINE | ID: mdl-34418299

ABSTRACT

A combinative method using high-performance liquid chromatography-electrochemical detection for fingerprinting and quantitative analysis was developed and successfully applied for the quality evaluation of Lophatherum gracile Brongn leaves collected from 21 geographical locations in China. In the fingerprint analysis, 18 common peaks were observed among the 21 samples, and 10 peaks were identified. Simultaneous quantification of the 10 components was conducted to interpret the variations in these compounds among the L. gracile Brongn leaves originating from different geographical locations. The correlation between the chromatograms and the antioxidant activities of the samples was further studied. The results indicated a linear correlation between the antioxidant activity and the total common peak areas of the fingerprints obtained by high-performance liquid chromatography-electrochemical detection. Importantly, it was found that high-performance liquid chromatography-electrochemical detection fingerprinting can not only determine the quantities of individual components present in such samples but also evaluate the antioxidant activities of the samples. The developed method is a valuable reference for the further study and development of L. gracile Brongn.


Subject(s)
Antioxidants/pharmacology , Drugs, Chinese Herbal/pharmacology , Electrochemical Techniques , Phytochemicals/pharmacology , Plant Extracts/pharmacology , Poaceae/chemistry , Antioxidants/analysis , Benzothiazoles/antagonists & inhibitors , Biphenyl Compounds/antagonists & inhibitors , Chromatography, High Pressure Liquid , Drugs, Chinese Herbal/analysis , Phytochemicals/analysis , Picrates/antagonists & inhibitors , Plant Extracts/analysis , Sulfonic Acids/antagonists & inhibitors
16.
Molecules ; 26(15)2021 Jul 29.
Article in English | MEDLINE | ID: mdl-34361759

ABSTRACT

Croton ferrugineus Kunth is an endemic species of Ecuador used in traditional medicine both for wound healing and as an antiseptic. In this study, fresh Croton ferrugineus leaves were collected and subjected to hydrodistillation for extraction of the essential oil. The chemical composition of the essential oil was determined by gas chromatography equipped with a flame ionization detector and gas chromatography coupled to a mass spectrometer using a non-polar and a polar chromatographic column. The antibacterial activity was assayed against three Gram-positive bacteria, one Gram-negative bacterium and one dermatophyte fungus. The radical scavenging properties of the essential oil was evaluated by means of DPPH and ABTS assays. The chemical analysis allowed us to identify thirty-five compounds representing more than 99.95% of the total composition. Aliphatic sesquiterpene hydrocarbon trans-caryophyllene was the main constituent with 20.47 ± 1.25%. Other main compounds were myrcene (11.47 ± 1.56%), ß-phellandrene (10.55 ± 0.02%), germacrene D (7.60 ± 0.60%), and α-humulene (5.49 ± 0.38%). The essential oil from Croton ferrugineus presented moderate activity against Candida albicans (ATCC 10231) with an MIC of 1000 µg/mL, a scavenging capacity SC50 of 901 ± 20 µg/mL with the ABTS method, and very strong antiglucosidase activity with an IC50 of 146 ± 20 µg/mL.


Subject(s)
Anti-Infective Agents/chemistry , Antioxidants/chemistry , Croton/chemistry , Enzyme Inhibitors/chemistry , Oils, Volatile/chemistry , Plant Leaves/chemistry , Acyclic Monoterpenes/chemistry , Acyclic Monoterpenes/isolation & purification , Alkenes/chemistry , Alkenes/isolation & purification , Anti-Infective Agents/isolation & purification , Anti-Infective Agents/pharmacology , Antioxidants/isolation & purification , Antioxidants/pharmacology , Benzothiazoles/antagonists & inhibitors , Biphenyl Compounds/antagonists & inhibitors , Candida albicans/drug effects , Candida albicans/growth & development , Cyclohexane Monoterpenes/chemistry , Cyclohexane Monoterpenes/isolation & purification , Enzyme Inhibitors/isolation & purification , Enzyme Inhibitors/pharmacology , Escherichia coli/drug effects , Escherichia coli/growth & development , Gram-Positive Bacteria/drug effects , Gram-Positive Bacteria/growth & development , Microbial Sensitivity Tests , Monocyclic Sesquiterpenes/chemistry , Monocyclic Sesquiterpenes/isolation & purification , Picrates/antagonists & inhibitors , Polycyclic Sesquiterpenes/chemistry , Polycyclic Sesquiterpenes/isolation & purification , Sesquiterpenes, Germacrane/chemistry , Sesquiterpenes, Germacrane/isolation & purification , Sulfonic Acids/antagonists & inhibitors , alpha-Glucosidases/chemistry
17.
Molecules ; 26(15)2021 Jul 29.
Article in English | MEDLINE | ID: mdl-34361766

ABSTRACT

Hedyosmum racemosum (Ruiz & Pav.) G. is a native species of Ecuador used in traditional medicine for treatment of rheumatism, bronchitis, cold, cough, asthma, bone pain, and stomach pain. In this study, fresh H. racemosum leaves of male and female specimens were collected and subjected to hydrodistillation for the extraction of the essential oil. The chemical composition of male and female essential oil was determined by gas chromatography-gas chromatography equipped with a flame ionization detector and coupled to a mass spectrometer using a non-polar and a polar chromatographic column. The antibacterial activity was assayed against five Gram-positive and two Gram-negative bacteria, and two dermatophytes fungi. The scavenging radical properties of the essential oil were evaluated by DPPH and ABTS assays. The chemical analysis allowed us to identify forty-three compounds that represent more than 98% of the total composition. In the non-polar and polar column, α-phellandrene was the principal constituent in male (28.24 and 25.90%) and female (26.47 and 23.90%) essential oil. Other main compounds were methyl chavicol, germacrene D, methyl eugenol, and α-pinene. Female essential oil presented a strong activity against Klebsiella pneumoniae (ATCC 9997) with an minimum inhibitory concentration (MIC) of 500 µg/mL and a scavenging capacity SC50 of 800 µg/mL.


Subject(s)
Anti-Bacterial Agents/chemistry , Antioxidants/chemistry , Cyclohexane Monoterpenes/chemistry , Magnoliopsida/chemistry , Oils, Volatile/chemistry , Allylbenzene Derivatives/chemistry , Allylbenzene Derivatives/isolation & purification , Anisoles/chemistry , Anisoles/isolation & purification , Anti-Bacterial Agents/isolation & purification , Anti-Bacterial Agents/pharmacology , Antioxidants/isolation & purification , Antioxidants/pharmacology , Arthrodermataceae/drug effects , Arthrodermataceae/growth & development , Benzothiazoles/antagonists & inhibitors , Bicyclic Monoterpenes/chemistry , Bicyclic Monoterpenes/isolation & purification , Biphenyl Compounds/antagonists & inhibitors , Cyclohexane Monoterpenes/isolation & purification , Ecuador , Eugenol/analogs & derivatives , Eugenol/chemistry , Eugenol/isolation & purification , Female , Gram-Negative Bacteria/drug effects , Gram-Negative Bacteria/growth & development , Gram-Positive Bacteria/drug effects , Gram-Positive Bacteria/growth & development , Humans , Magnoliopsida/metabolism , Male , Microbial Sensitivity Tests , Picrates/antagonists & inhibitors , Plant Leaves/chemistry , Plants, Medicinal , Sesquiterpenes, Germacrane/chemistry , Sesquiterpenes, Germacrane/isolation & purification , Sex Factors , Sulfonic Acids/antagonists & inhibitors
18.
Chem Biodivers ; 18(9): e2100278, 2021 Sep.
Article in English | MEDLINE | ID: mdl-34227240

ABSTRACT

This work aimed to investigate, for the first time, the chemical composition, antioxidant, antiparasitic, cytotoxicity, and antimicrobial activities of the aromatic plant Limonium oleifolium Mill. essential oil (EO) and organic extracts. L. oleifolium aerial parts essential oil was analyzed by GC-FID and GC-MS, and 46 constituents representing 98.25±1.12 % of the oil were identified. γ-Muurolene (10.81±0.07 %), cis-caryophyllene (7.71±0.06 %), o-cymene (7.07±0.01 %) and α-copaene (5.02±0.05 %) were the essential oil main compounds. The antioxidant activity of L. oleifolium EO and organic extracts (MeOH, CHCl3 , AcOEt, BuOH) was explored using 2,2-diphenyl-1-picrylhydrazyl (DPPH), ABTS, ß-carotene/linoleic acid, cupric reducing antioxidant capacity (CUPRAC), and ferric reducing power assays. The results showed that L. oleifolium EO exhibit antioxidant capacity (IC50 =17.40±1.32 µg/mL for DPPH assay, IC50 =29.82±1.08 µg/mL for ß-carotene assay, IC50 =25.23±1.01 µg/mL for ABTS assay, IC50 =9.11±0.08 µg/mL for CUPRAC assay and IC50 =19.41±2.06 mg/mL for reducing power assay). Additionally, the EO showed significant activity against trophozoite form of Acanthamoeba castellanii (IC50 =7.48±0.41 µg/mL) and promastigote form of Leishmania amazonensis (IC50 =19.36±1.06 µg/mL) and low cytotoxicity on murine macrophages (LC50  90.23±1.09 µg/mL), as well as good antimicrobial activity against Staphylococcus aureus, Escherichia coli, Klebsiella oxytoca, and Pseudomonas aeruginosa. These results suggest that L. oleifolium essential oil is a valuable source of bioactive compounds presenting antioxidant, antiparasitic, and antimicrobial activities. Furthermore, it is considered nontoxic.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antioxidants/pharmacology , Antiparasitic Agents/pharmacology , Plant Extracts/pharmacology , Plumbaginaceae/chemistry , Acanthamoeba castellanii/drug effects , Animals , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/isolation & purification , Antioxidants/chemistry , Antioxidants/isolation & purification , Antiparasitic Agents/chemistry , Antiparasitic Agents/isolation & purification , Bacteria/drug effects , Benzothiazoles/antagonists & inhibitors , Biphenyl Compounds/antagonists & inhibitors , Cell Line , Cell Survival/drug effects , Leishmania/drug effects , Macrophages/drug effects , Mice , Microbial Sensitivity Tests , Parasitic Sensitivity Tests , Picrates/antagonists & inhibitors , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Sulfonic Acids/antagonists & inhibitors
19.
Drug Des Devel Ther ; 15: 2047-2058, 2021.
Article in English | MEDLINE | ID: mdl-34017169

ABSTRACT

AIM: Lemon peel, a traditional Chinese medicine, was tested in this study for its novel application in inhibiting cellular oxidative stress, and the effect of lemon peel extract (LPE) on protecting H9c2 rat heart cells from oxidative stress was investigated. METHODS: The scavenging effects of LPE on 1,1-diphenyl-2-picryhydrazyl (DPPH) and 2,2'-azino-bis (3-ethylbenzthiazoline-6-sulfonic acid) (ABTS) free radicals were measured in extracellular experiments. The 3-(4,5-dimethyl-2-thiazolinyl)-2,5-diphenyl-2-h-tetrazolylammonium bromide (MTT) assay was used to detect the cell survival rate. The cell supernatant and intracellular oxidation-related indicators were detected by a kit, and the mRNA expression in H9c2 cells was detected by quantitative polymerase chain reaction (qPCR). The chemical substances of LPE were analyzed by high-performance liquid chromatography (HPLC). RESULTS: The results showed that LPE exhibited better DPPH and ABTS free radical scavenging abilities than vitamin C. Compared with the cells in the normal state (control group), the cell survival rate in the model group decreased, and the level of lactate dehydrogenase (LDH) increased, the levels of superoxide dismutase (SOD), catalase (CAT), and glutathione (GSH) decreased, and the content of malondialdehyde (MDA) increased. Compared with the control group, the expression of Bcl-2-related X protein (Bax), caspase-3, nuclear factor erythroid 2-related factor 2 (Nrf2), and heme oxygenase-1 (HO-1) in the model group was increased, and the expression of B-cell lymphoma-2 (Bcl-2) was reduced. Compared with the model group, LPE treatment improved the cell survival rate, reduced the levels of LDH and MDA, increased the levels of SOD, CAT, and GSH, downregulated the expression of Bax, caspase-3, Nrf2 and HO-1, and upregulated the expression of Bcl-2. The composition analysis showed that LPE contained catechin, rutin, naringin, quercetin, and hesperidin. CONCLUSION: The results indicated that LPE could protect H9c2 cells from oxidative stress through five active components. LPE has the potential to be developed into natural medicine or health food for the inhibition of cell oxidative damage.


Subject(s)
Citrus/chemistry , Fruit/chemistry , Heart/drug effects , Plant Extracts/pharmacology , Protective Agents/pharmacology , Animals , Benzothiazoles/antagonists & inhibitors , Biphenyl Compounds/antagonists & inhibitors , Cell Line , Cell Survival/drug effects , Oxidative Stress/drug effects , Picrates/antagonists & inhibitors , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Protective Agents/chemistry , Protective Agents/isolation & purification , Rats , Sulfonic Acids/antagonists & inhibitors
20.
Chem Biodivers ; 18(6): e2100053, 2021 Jun.
Article in English | MEDLINE | ID: mdl-33932088

ABSTRACT

The Cistaceae family is well represented in Sardinia, and the Cistus genus is widely used in traditional medicine. Nowadays only few studies have been performed on this genus vegetating in Sardinia in spite of its ethnobotanical importance. Moreover, in the past there have been conflicting opinions among botanists for the exact assignment of the species growing in Sardinia. We started several years ago to carried out studies on this genus and in the present study was to evaluate the in vitro activity of several samples of Cistus salvifolius L., Cistus monspeliensis L., and Cistus albidus L. collected in Sardinia as antimicrobial agents against Escherichia coli, Staphylococcus aureus, and four Candida species and their antioxidant activity using DPPH, ABTS, and FRAP assays. Furthermore, the phenolic content and composition of the extracts were first evaluated. Using statistical multivariate analysis on the complete metabolomics profile of all Cistus species growing wild in Sardinia, we confirmed the botanical classification, and we observed an interesting correlation between metabolomics profile and antioxidant activity.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antifungal Agents/pharmacology , Antioxidants/pharmacology , Cistus/chemistry , Phenols/pharmacology , Plant Extracts/pharmacology , Anti-Bacterial Agents/analysis , Anti-Bacterial Agents/metabolism , Antifungal Agents/analysis , Antifungal Agents/metabolism , Antioxidants/analysis , Antioxidants/metabolism , Benzothiazoles/antagonists & inhibitors , Biphenyl Compounds/antagonists & inhibitors , Candida/drug effects , Escherichia coli/drug effects , Italy , Metabolomics , Microbial Sensitivity Tests , Multivariate Analysis , Phenols/analysis , Phenols/metabolism , Picrates/antagonists & inhibitors , Plant Extracts/analysis , Plant Extracts/metabolism , Staphylococcus aureus/drug effects , Sulfonic Acids/antagonists & inhibitors
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