In Vitro and Molecular Docking Evaluation of the Anticholinesterase and Antidiabetic Effects of Compounds from Terminalia macroptera Guill. & Perr. (Combretaceae).

Alzheimer's disease (AD) and diabetes are non-communicable diseases with global impacts. Inhibitors of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) are suitable therapies for AD, while α-amylase and α-glucosidase inhibitors are employed as antidiabetic agents. Compounds were isolated from the medicinal plant Terminalia macroptera and evaluated for their AChE, BChE, α-amylase, and α-glucosidase inhibitions. From 1H and 13C NMR data, the compounds were identified as 3,3'-di-O-methyl ellagic acid (1), 3,3',4'-tri-O-methyl ellagic acid-4-O-ß-D-xylopyranoside (2), 3,3',4'-tri-O-methyl ellagic acid-4-O-ß-D-glucopyranoside (3), 3,3'-di-O-methyl ellagic acid-4-O-ß-D-glucopyranoside (4), myricetin-3-O-rhamnoside (5), shikimic acid (6), arjungenin (7), terminolic acid (8), 24-deoxysericoside (9), arjunglucoside I (10), and chebuloside II (11). The derivatives of ellagic acid (1-4) showed moderate to good inhibition of cholinesterases, with the most potent being 3,3'-di-O-methyl ellagic acid, with IC50 values of 46.77 ± 0.90 µg/mL and 50.48 ± 1.10 µg/mL against AChE and BChE, respectively. The compounds exhibited potential inhibition of α-amylase and α-glucosidase, especially the phenolic compounds (1-5). Myricetin-3-O-rhamnoside had the highest α-amylase inhibition with an IC50 value of 65.17 ± 0.43 µg/mL compared to acarbose with an IC50 value of 32.25 ± 0.36 µg/mL. Two compounds, 3,3'-di-O-methyl ellagic acid (IC50 = 74.18 ± 0.29 µg/mL) and myricetin-3-O-rhamnoside (IC50 = 69.02 ± 0.65 µg/mL), were more active than the standard acarbose (IC50 = 87.70 ± 0.68 µg/mL) in the α-glucosidase assay. For α-glucosidase and α-amylase, the molecular docking results for 1-11 reveal that these compounds may fit well into the binding sites of the target enzymes, establishing stable complexes with negative binding energies in the range of -4.03 to -10.20 kcalmol-1. Though not all the compounds showed binding affinities with cholinesterases, some had negative binding energies, indicating that the inhibition was thermodynamically favorable.

Comparative assessment of phenolic composition profile and biological activities of green extract and conventional extracts of Salvia sclarea.

In recent years, there have been an attempt to develop safe and environmental friendly solvents to replace conventional solvents, and use for extraction bioactive compounds from natural sources. A current investigation involved the preparation of green, methanolic, and ultrasonic extracts of S. sclarea, and compared their phenolic profiling using HPLC-DAD, antibacterial, antioxidant, and enzyme inhibition activities. The HPLC-DAD analysis revealed that Rosmarinic acid was the main content in all extracts, with Ellagic acid only present in the green extract. The green extract exhibited superior anti-biofilm activity against S. Aureus and E. Faecalis compared to the other extracts at MIC concentration. Furthermore, the green extract also displayed the highest inhibition of swarming motility in P. Aeruginosa with inhibition range 68.0 ± 2.1 (MIC) to 19.5 ± 0.6 (MIC/4). and better enzyme inhibitory activity against BChE (with IC50 = 131.6 ± 0.98 µg/mL) and AChE (with inhibition 47.00 ± 1.50%) compared to the other extracts; while, the ultrasonic extract showed strong inhibition of violacein production by C. Violaceum with a inhibition range 05.5 ± 0.1 (MIC/32) to 100 ± 0.00 (MIC), followed by the green extract with a inhibition range 15.0 ± 0.5 (MIC/8) to 100 ± 0.00 (MIC), additionally, the ultrasonic and methanoic extracts showed significant activity against urease enzyme with (IC50 = 171.6 ± 0.95 µg/mL and IC5 0 = 187.5 ± 1.32 µg/mL) respectively. Both the green and methanolic extracts showed considerable antioxidant activities, as ß-carotene-linoleic acid (IC50 = 5.61 ± 0.47 µg/mL and 5.37 ± 0.27 µg/mL), DPPH· (IC50 = 19.20 ± 0.70 µg/mL and 16.31 ± 0.23 µg/mL), ABTS·+(IC50 = 8.64 ± 0.63 µg/mL and 6.50 ± 0.45 µg/mL) and CUPRAC (A0.5 = 17.22 ± 0.36 µg/mL and 12.28 ± 0.12 µg/mL) respectively, likewise the green extract performing better in metal chelating compared to the other extracts. The green extraction is reported as a cost effective and solvent free method for extracting natural products that produces compounds free of toxic chemicals. This could be the method to be used in the industries as a renewable method.

Assessment of Chemical Composition and In Vitro Antioxidant, Antidiabetic, Anticholinesterase and Microbial Virulence-Quenching Effects of Salad Burnet (Sanguisorba minor L.) Harvested from Algeria.

Sanguisorba minor is a medicinal vegetable used in seasoning desserts, juices, and beverages. An evaluation of the total flavonoid, phenolic, tannin and anthocyanin contents indicated that these classes of compounds are distributed variably in the different fractions. In summary, the HPLC-DAD analyses enabled the identification and quantification of thirteen phenolic compounds in an ethyl acetate extract (EAE), nine in a dichloromethane extract (DCME), seven in an aqueous extract (AQE) and four in a butanol extract (BE). Rutin was the most abundant phenolic compound in the BE (278.4 ± 1.20 µg/g) and AQE (32.87 ± 0.23 µg/g) fractions, while apigenin was the most abundant in the DCME (84.75 ± 0.60 µg/g) and EAE (156.8 ± 0.95 µg/g) fractions. The presence of phenolic compounds in the fractions conferred good antioxidant capacity, especially the EAE and DCME fractions, which both exhibited higher antioxidant effects than BHA and α-tocopherol in DPPH• and CUPRAC assays. Additionally, in the ABTS•+ assay, EAE (IC50 = 9.27 ± 0.33 µg/mL) was more active than α-tocopherol (IC50 = 35.50 ± 0.55 µg/mL), and BHA (IC50 = 12.70 ± 0.10 µg/mL). At 200 µg/mL, the fractions inhibited acetylcholinesterase and butyrylcholinesterase as well as α-amylase and α-glucosidase, indicating that they can slow neurodegeneration and hyperglycemia. Minimal inhibitory concentration (MIC) values ranged from 0.312 mg/mL to 1.25 mg/mL, and fractions showed good biofilm inhibition against Staphylococcus aureus and Escherichia coli. The extracts exhibited good violacein inhibition in Chromobacterium violaceum CV12472 and Chromobacterium violaceum CV026, despite the supply of external acyl-homoserine lactone to CV026. The antioxidant, quorum-sensing, antibiofilm and enzyme inhibition attributes indicate the potential for the application of S. minor as a food preservative.

Volatile Compound Profiling of Seven Tuber Species Using HS-SPME-GC-MS and Classification by a Chemometric Approach.

Edible mushrooms are important providers of nutrients and are well recognized for their particular organoleptic properties. The volatiles that Tuber releases serve purposes beyond simply appealing to our sense of smell. Truffles have different smells and tastes due to the fact that they contain different volatile components; therefore, aroma is essential in defining the organoleptic properties and quality of truffles. In this research, seven Tuber species, namely, Tuber ferrugineum, Tuber nitidum, Tuber excavatum, Tuber rufum, Tuber puberulum, Tuber aestivum, and Tuber borchii were selected. The primary objective of this study was to carry out the first in-depth investigation of the volatile compounds and chemometric analysis of seven truffle species from the Tuber genus that are grown in Turkey. The SPME headspace combined with GC-MS analysis identified 60 volatiles from different classes, with the abundance of terpenes being followed in a decreasing order by alcohols, aldehydes, sulfides, ketones, and other aromatic compounds. According to the chemometric analysis, methional, 3-methyl-4,5-dihydrothiophene, p-(methylthio) benzaldehyde, 3-octene, linalyl acetate, methyl caproate, and ß-trans-ocimene could be highlighted as markers for T. borchii grown in Turkey. This investigation was conducted for the first time using T. ferrugineum, T. puberulum, and T. nitidum. The comparison of the volatile profile of these tubers' species displayed branded differences. Thus, the knowledge gained from this research may pave the way to identify the key aroma contributors in the chosen Tuber species.

Citrus Honeys from Three Different Regions of Turkey: HPLC-DAD Profiling and in Vitro Enzyme Inhibition, Antioxidant, Anti-Inflammatory and Antimicrobial Properties with Chemometric Study.

The objectives of the present study are to compare the phenolic profiles and biological activities of 15 citrus honey samples from three different locations in Turkey using a chemometric approach. The HPLC-DAD analysis was used to determine phenolic profiles. Nineteen phenolic compounds were identified. Gallic acid (107.14-717.04 µg/g) was recorded as the predominant compound. AF (Antalya-Finike) had the highest antioxidant activity in ABTS⋅+ (IC50 : 18.01±0.69 mg/mL), metal chelating (IC50 : 6.20±0.19 mg/mL) and CUPRAC (A0.50 : 12.05±0.68 mg/mL) assays, while it revealed the best anti-inflammatory activity against COX-2 (17.28±0.22 %) and COX-1 (43.28±0.91 %). AM (Antalya-Manavgat) was the most active in ß-carotene-linoleic acid (IC50 : 10.05±0.19 mg/mL), anti-urease (38.90±0.69 %), anti-quorum sensing and antimicrobial activities. AKO1 (Adana-Kozan-1) in DPPH⋅ (IC50 : 34.25±0.81 mg/mL) assay, AKU1 (Antalya-Kumluca-1) in tyrosinase inhibition activity (37.73±0.38 %) assay, AKU2 (Antalya-Kumluca-2) in AChE (10.55±0.63 %) and BChE (9.18±0.45 %) inhibition activity assays showed the best activity. Chemometric tools were applied to the phenolic compositions and biological properties. PCA and HCA ensured that 15 citrus honey samples were grouped into 3 clusters. The results showed that myricetin, kaempferol, vanillin, protocatechuic acid, rosmarinic acid, rutin, vanillic acid, gallic acid, catechin and p-hydroxyphenyl acetic acid are phenolic compounds that can be used in the classification of citrus honeys.

Anatoluin A and B isolated from medicinal Tricholoma anatolicum are new cytotoxic ergostanoids against the most common cancers.

Tricholoma anatolicum is an edible mushroom from the matsutake group growing under Cedar trees. Bioactivity-guided fractionation of Tricholoma anatolicum afforded two new (1 and 2), three known ergosterols (3-6), and four known (6-9) compounds. Structures were identified as anatoluin A (1), anatoluin B (2), 5α,6α-epoxy-ergosta-7,22-dien,3ß-ol (3), ergosterol-endoperoxide (4), ergosterol,3ß-ol (5), 3,5-dihydroxyfuran-2(5H)-one (6), mannitol (7), turanose (8), fumaric acid (9) using spectroscopic techniques. The cytotoxic activity of extract and isolated compounds was performed using MTT assay against MCF7, HT29, H1299, and HeLa cancerous cell lines while toxicity against PDF and L929 fibroblast healthy cell lines. The lipid peroxidation inhibitory and ABTS•+ scavenging activities were used to determine antioxidant activity. The polar extracts exhibited significant cytotoxic activity. The more perfect is that the extracts and isolated compounds (1-5) were inactive against PDF and L929 healthy cell lines. Compounds 1-3 and 4 exhibited noticeable cytotoxic activity, while 1-5 moderately inhibited lipid peroxidation.

Chemical Composition and Androgenic Effect of Bee Drone Larvae (Apilarnil) for Goat Male Kids.

Present study aimed to establish the stimulatory effects of bee drone larvae (BDL) on the androgenic effects and growth performance of goat male kids (GMK). The effects of BDL on growth and testosterone hormone levels were investigated in Saanen male kids. A total of 26 Saanen male kids (13 heads control, 13 heads treatment groups) were used for determining the effects of BDL 60 days after the weaning period. BDL was obtained from "good beekeeping practices" hives. Hormone levels, growth trials, testes characteristics, and body measurements were determined every 14 days on the days 75, 90, 105, 120, and 135 of the trial. The increasing level of testosterone hormone in the treatment group on 135 days strengthened the hypothesis that the BDL could have greater effects in the case of more application that is expensive and considering the time of maturity of Saanen GMK. The lipid composition of BDL was identified by GC/MS. Oleic acid (64.75 %) and palmitic acid (26.08 %) were the dominant lipid compounds of BDL. Additionally, the phenolic/organic acid profile investigated by HPLC-DAD revealed that trans-aconitic acid (11.20±0.32 µg/g) and fumaric acid (5.03±0.41 µg/g) were found as major compounds in BDL.

Isolation and characterization of chemical constituents from Chaerophyllum bulbosum roots and their enzyme inhibitory and antioxidant effects.

Isolation and bioactive effects of the roots of Chaerophyllum bulbosum L. were firstly investigated herein. Enzyme (acetylcholinesterase, butyrylcholinesterase, urease, α-amylase, α-glucosidase, and tyrosinase) inhibitory effects of C. bulbosum root extracts were tested. Three known compounds, n-heptadecanyl eicosanoate (1), stigmasterol (2), and ß-sitosterol-3-O-ß-d-glucopyranoside (3) were isolated from C. bulbosum. Antioxidant and enzyme inhibitory effects of isolated compounds were investigated. The hexane extract (IC50: 349.58 ± 0.06 µg/mL) displayed a higher α-glucosidase inhibitory effect than the standard (IC50: 378.66 ± 0.14 µg/mL). The best inhibitory effect was found in compound 2 on AChE (46.40 ± 0.31%), BChE (56.41 ± 0.54%), and urease (92.47 ± 0.11%); compound 1 on α-amylase (22.27 ± 0.61%); and compound 3 on α-glucosidase (12.43 ± 0.25%) and tyrosinase (19.00 ± 0.16%). All isolated compounds showed moderate antioxidant effects in all assays. This study contributes to the therapeutic uses of Chaerophyllum roots and emphasizes the value of C. bulbosum species for the development of novel therapeutic agents.

Chemical composition, antioxidant and anticholinesterase activity of the essential oil of algerian cachrys sicula L.

In this work, in order to explore a new Algerian medicinal plant used in traditional medicine, the essential oil of the leaves of Cachrys sicula L. (Apiaceae) collected from Algeria, obtained by hydrodistillation, was analyzed by GC/MS. Thirty-two compounds were identified accounting for 98.6% of the total oil, which is characterized by a high content of monoterpene hydrocarbons (74.8%). The main constituents of the essential oil were ß-pinene (17.9%), sabinene (17.8%), myrcene (12%), and α-pinene (11.4%). In vitro antioxidant activity of the essential oil was assayed by three methods, namely ABTS•+, metal chelating, and DPPH• assays. The antioxidant activity of the oil was higher in the ABTS•+ method. Anticholinesterase activity was screened by the Ellman method against acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) which are the chief enzymes of Alzheimer's disease. The results showed mild acetylcholinesterase and good butyrylcholinesterase inhibitory effects.

HPLC-DAD characterization of phenolic profile and in vitro antioxidant, anticholinesterase, and antidiabetic activities of five mushroom species from Turkey.

In this study, Daedalea quercina (L.) Pers., Hydnum repandum L., Inonotus radiatus (Sowerby) P. Karst., Omphalotus olearius (DC.) Singer, and Schizophyllum commune Fr. hexane and methanol extracts were subjected to the spectrophotometric assays for antioxidant and enzyme inhibitory activities, which are linked with human diseases that are very prevalent in recent years. Additionally, phenolic compounds of the mushrooms were quantified by HPLC-DAD. The best antioxidant activity was found in H. repandum methanol extract (IC50: 12.04 ± 0.24 µg/mL) in the ß-carotene-linoleic assay; I. radiatus methanol extract in DPPH• (81.22 ± 0.50%), ABTS•+ (IC50: 73.47 ± 0.18 µg/mL), and CUPRAC (A0.50: 88.21 ± 0.02 µg/mL) assays; S. commune hexane extract (53.36 ± 0.89%) in the metal chelating assay. O. olearius hexane extract was found as the best inhibitor against AChE (71.58 ± 0.28%) and BChE (67.30 ± 0.15%). When I. radiatus methanol (95.88 ± 0.74%) and H. repandum hexane (95.75 ± 0.16%) extracts showed close α-amylase inhibitory activity to acarbose (96.68 ± 0.08%), D. quercina methanol extract (70.79 ± 0.34%) had higher α-glucosidase inhibitory activity than acarbose (67.01 ± 2.28%). Among 16 phenolic compounds analyzed, gallic acid (0.02 ± 0.01-0.23 ± 0.01 µg/g) was detected in all studied mushrooms. This study provides that investigated mushrooms can be used for further research, which can lead to the development of new natural remedies to alleviate complications related to oxidative stress, diabetes, and neurological diseases.

Antibiofilm and Enzyme Inhibitory Potentials of Two Annonaceous Food Spices, African Pepper (Xylopia aethiopica) and African Nutmeg (Monodora myristica).

Food pathogens represent an important health threat, and it is relevant to study the effect of foodstuffs such as spices which can inhibit bacterial growth. This study reports the antimicrobial, antibiofilm, and enzyme (Acetylcholinesterase, Butyrylcholinesterase, urease, tyrosinase) inhibitory activities of two medicinal food spices belonging to the Annonaceae family, Monodora myristica and Xylopia aethiopica. GC-MS (gas chromatography mass spectrometry) analysis of silylated samples of Methanol-Dicloromethane (50:50) extracts of both plants led to the identification of nine compounds in M. myristica and seven compounds in X. aethiopica. M. myristica and X. aethiopica had the same minimum inhibitory concentration (MIC) values of 0.625 mg/mL and 2.5 mg/mL on C. albicans and E. coli, respectively. However, M. myristica had better activity than X. aethiopica on Staphylococcus aureus, while Pseudomonas aeruginosa was more susceptible to X. aethiopica than M. myristica. The lowest MIC value was 0.1325 mg/mL, exhibited by M. myristica on S. aureus. Both extracts showed good antibiofilm activity. On S. aureus, at the same concentration, M. myristica had better antibiofilm activity than X. aethiopica. On E. coli and Candida albicans, X. aethiopica had better antibiofilm activity than M. myristica at the same concentration. X. aethiopica showed better violacein inhibition in Chromobacterium violaceum CV12472, as its percentage inhibition of violacein varied from 80.5% ± 3.0% at MIC to 5.6 ± 0.2 at MIC/8, as compared to M. myristica with 75.1% ± 2.5% at MIC and 15.5% ± 1.1% at MIC/8. The anti-motility activity by swimming and swarming inhibition on P. aeruginosa PA01 was low at test concentrations and in both models, M. myristica showed higher motility inhibition than X. aethiopica. Although in enzyme inhibitory assays all extracts had low inhibitions compared to standards tested at the same concentrations, the results show that these plants can be used to manage food-borne infections.

Isolation, structural characterization, and biological activities of galactomannans from Rhizopogon luteolus and Ganoderma adspersum mushrooms.

Polysaccharides are essential compounds that contribute to the biological activities of mushrooms. Two new galactomannans (Galactomannan I and II) were isolated from R. luteolus and G. adspersum. Their structures were characterized using FT-IR, 1D, and 2D-NMR techniques. Both isolated galactomannans I and II mainly include D-mannose and D-galactose in the molar percentages of 0.81:1.0 and 1:1.4, respectively. The GPC calculation demonstrated that the molecular weights are about 5240 and 5090 Da, respectively. Their structures comprise of ß-(1,4)-mannose (Man) backbone units with α-(1,6)-galactose (Gal) single unit as a side group. The anticholinesterase activity of galactomannans was tested against acetylcholinesterase (AChE) and butyrylcholinesterase (BChE), spectrophotometrically. Antioxidant activity was also measured by six assays (ABTS•+, DPPH•, O2•-, ß-carotene-linoleic acid, metal chelating, and CUPRAC assays). Galactomannan II indicated close inhibitory activity to galantamine against AChE (61.04 ±â€¯0.45%) and BChE (59.70 ±â€¯1.15%) at 50 µg/mL concentration. Nevertheless, both galactomannans showed low antioxidant activity in all tests. This study reveals that mainly, Galactomannan II could be used as a new natural promising anticholinesterase agent.

Antibiofilm, antiquorum sensing and antioxidant activity of secondary metabolites from seeds of Annona senegalensis, Persoon.

The increasing resistance of bacteria to antibiotics has motivated the interest in potent natural compounds capable of disrupting bacterial cell-to-cell communication. Column chromatography of seed extract of Annona senegalensis afforded N-cerotoyltryptamine (1), asimicin (2) and ent-19-carbomethoxykauran-17-oic acid (3). The compounds were tested for their antimicrobial, antibiofilm, and anti-quorum sensing activities. The minimum inhibitory concentrations (MIC) values ranged from 50 µg/mL to 100 µg/mL for C. albicans ATCC 10239 and S. aureus ATCC 25923 E. coli ATCC 25922, C. violaceum CV026 and C. violaceum CV12472. All the compounds inhibited biofilm formations of all microorganisms tested in various percentages at MIC and MIC/2. Compound 2 also exhibited the highest antibiofilm activity against C. albicans (yeast) and E. coli with percentage inhibitions ranging from 6.3 ± 4.1 (MIC/4) to 37.9 ± 4.5 (MIC) for C. albicans and from 18.8 ± 1.1 (MIC/4) to 43.2 ± 0.5 (MIC) for E. coli. Compound 1, however, showed highest biofilm inhibition on S. aureus as the percentage inhibition varied from 26.7 ± 3.6 (MIC/4) to 43.8 ± 2.1 (MIC). Compound 2 showed highest percentage violacein inhibition on C. violaceum CV12472 ranging from 10.2 ± 0.5 (MIC/8), 65.76 ± 1.3 (MIC/2) and 100 (MIC). Compound 1 and 3 had percentage violacein formation inhibitions on C. violaceum CV12472 ranging from 9.66 ± 1.1 (MIC/4) to 100 (MIC), and from 17.4 ± 2.4 (MIC/4) to 100 (MIC), respectively. Swimming and swarming motility of P. aeruginosa PA01 strain was evaluated at three concentrations of 50, 75 and 100 µg/mL. The compounds inhibited the P. aeruginosa swimming and swarming motility at the three tested concentrations (50, 75 and 100 µg/ml) in a dose-dependent manner. The extents of inhibition of motility migration was relatively higher in the swimming model than in the swarming model for all compounds. Compound 1 exhibited the highest percentage inhibition of motility of 41.50 ± 3.5 and 39.73 ± 1.5 in swimming model and swarming model respectively at 100 µg/ml. Compound 3 showed the lowest percentage inhibition of 30.36 ± 2.0 and 23.50 ± 2.5 in swimming and swarming respectively at 100 µg/ml. At the lowest tested concentration of 50 µg/ml, it was compound 2 showing the highest inhibition of motility of 17.49 ± 0.5 and 14.29 ± 1.0 in swimming and swarming respectively. Compound 1 showed highest quorum sensing (QS) activity with QS inhibition zone of 20.0 ± 1.5 mm at MIC and 11.0 ± 1.0 mm at MIC/8 while compound 2 had the highest antimicrobial (AM) zone diameter amongst the compounds at MIC. Compound 3 was the QS inhibitory sample and did not show any QS inhibition at MIC/8 while showing its highest QS inhibition zone of 13.0 ± 1.6 mm at MIC. For antioxidant assays, no sample showed better activity than the standards. Compound 2 had highest activity with IC50 values of 87.79 ± 2.70 and 42.77 ± 1.53 µg/mL in DPPH and ß-carotene-linoleic acid assay respectively and was more active (IC50 of 97.69 ± 1.40 µg/mL) than standard quercetin (IC50 250.09 ± 0.87 µg/mL) in metal chelation assay.

Phytochemical contents, antioxidant effects, and inhibitory activities of key enzymes associated with Alzheimer's disease, ulcer, and skin disorders of Sideritis albiflora and Sideritis leptoclada.

In this study, urease, tyrosinase, cholinesterase inhibitory, and antioxidant activities of various extracts of Sideritis albiflora and Sideritis leptoclada were determined together with the phytochemical contents. In addition, the fatty acid compositions and phenolic compounds were investigated by gas chromatography (GC), gas chromatography-mass spectrometry (GC-MS), and high performance liquid chromatography-diode array detector (HPLC-DAD). Rosmarinic acid and caffeic acid in both Sideritis species were identified as the most abundant phenolic compounds whereas palmitic acid was found as a major fatty acid. The acetone extract of S. leptoclada indicated the highest antioxidant activity in ß-carotene-linoleic acid (IC50 : 17.23 ± 0.11 µg/ml), DPPH• (IC50 : 28.14 ± 0.05 µg/ml) and ABTS•+ (IC50 : 15.18 ± 0.02 µg/ml) assays. The acetone extract of S. albiflora (A0.50 : 32.71 ± 0.44 µg/ml) was found as the best reductant in cupric reducing antioxidant capacity (CUPRAC) assay. Against acetylcholinesterase (AChE) and butyrylcholinesterase (BChE), only the hexane extracts of Sideritis species showed moderate inhibitory activity. Moreover, all extracts of S. albiflora and the hexane extract of S. leptoclada exhibited significantly higher urease inhibitory activity than that of thiourea. Further, in vivo activity studies on extracts and isolated constituents obtained from these species are needed to understand the activity in biological systems. PRACTICAL APPLICATIONS: Multiple pharmacological studies have proven that Sideritis species is precious with significant bioactive properties. This is the first comprehensive research to determine the enzyme inhibitory and antioxidant activities of various extracts of S. albiflora and S. leptoclada with phytochemical contents. Both Sideritis species were found to be rich in rosmarinic and caffeic acids. The acetone extracts showed the highest activity in terms of antioxidant activity, while the hexane extracts exhibited superior urease inhibitory activity. These results show that Sideritis species could be used as urease inhibitors' agents and source of antioxidants in food, pharmaceutical, and cosmetic industries.

Isolation, characterization, and bioactivities of compounds from Fuscoporia torulosa mushroom.

Chromatographic purification of Fuscoporia torulosa extracts resulted in the isolation and characterization of a new steroid, 5α,8α-epidioxyergosta-6,22-dien-3ß-il-palmitate (1) and 10 known compounds (2-11). The structures of compounds were elucidated by IR, NMR, MS analyses, and comparison with literature data. Cytotoxic activities against MCF-7 (breast cancer), PC-3 (prostate cancer), and 3T3 (nontumor) of the extracts and cytotoxic, antioxidant, cholinesterase, and tyrosinase inhibitory activities of all isolated compounds were evaluated. The methanol extract and Compound 8 showed the best cytotoxicity against MCF-7, whereas the hexane extract and Compound 4 displayed the highest cytotoxicity against PC-3. Compounds 10 and 11 displayed higher antioxidant activity than α-tocopherol and butylated hydroxyanisole (BHA) which are used as standards in ABTS•+ , DPPH• , and cupric reducing antioxidant capacity (CUPRAC) assays. Also, cholinesterase inhibitory activity against acetylcholinesterase (AChE) and butrylcholinesterase (BChE), Compounds 4 and 8 were determined as the most active compounds. Among all isolated compounds, Compound 11 exhibited the highest tyrosinase inhibitory activity. PRACTICAL APPLICATIONS: Mushrooms have various important medicinal properties. A detailed study was made to identify the bioactive constituents of Fuscoporia torulosa mushroom and a new (1) and 10 known compounds (2-11) were isolated. Compounds 10 and 11 showed higher antioxidant activity than standards. The methanol extract and Compound 8 exhibited high cytotoxic activity against MCF-7. Compound 8 indicated potent BChE inhibitory activity. This study suggests that natural compounds isolated from F. torulosa mushroom could be used as promising anticancer, antioxidant, and anticholinesterase agents.

Structural characterization and determination of biological activities for different polysaccharides extracted from tree mushroom species.

Chemical composition and structural characterization of polysaccharides of Fomes fomentarius (FF), Fuscoporia torulosa, Ganoderma adspersum, Ganoderma applanatum (GAP), Ganoderma lucidum, Phellinus igniarius, Pleurotus ostreatus (PO), and Porodaedalea pini (PP) tree mushrooms with antioxidant and anticholinesterase activities were determined in this research. Total carbohydrate contents of the polysaccharides were ranged between 65.06 ± 6.76 and 88.27 ± 5.15 µg/mg and total protein contents were ranged between 3.18 ± 0.72 and 6.56 ± 1.25 µg/mg. Galactose, glucose, and mannose were identified as major monosaccharides in all polysaccharides using gas chromatography-mass spectrometry. FT-IR analysis showed the characteristic peaks of the polysaccharides and high performance liquid chromatography-diode array detection was used to determine the molecular weight of the polysaccharides. In ß-carotene-linoleic acid assay FF (IC50 : 2.55 ± 0.40 µg/ml) displayed the highest antioxidant activity, whereas GAP indicated the highest antioxidant activity in cupric reducing antioxidant capacity (A0.50 :59.90 ± 0.53 µg/ml), ABTS•+ (IC50 : 16.62 ± 0.31 µg/ml), and DPPH• (IC50 : 45.58 ± 0.21 µg/ml) assays. In cholinesterase inhibitory activity test, PO (56.31±0.0.74%) showed significant inhibitory activity against butyrylcholinesterase enzyme. PRACTICAL APPLICATIONS: Polysaccharides from mushrooms are the major class of bioactive compounds with various biological activities. Several studies were performed on the biological activity of the polysaccharide extracts from different mushrooms. However, to our knowledge, this is the first report on the chemical composition, structural characterization, antioxidant, and anticholinesterase activities of extracted polysaccharides from studied mushrooms in detail. This investigation shows that polysaccharide extracts obtained from tree mushrooms show a significant bioactivity and these polysaccharides might be used as bioactive natural sources in the pharmaceutical, food, and cosmetic industries.

Chemical Profile, In Vitro Enzyme Inhibitory, and Antioxidant Properties of Stereum Species (Agaricomycetes) from Turkey.

Recently, mushroom species have been the focus of researchers' interest because of several bioactivities. The aim of this study was to investigate the chemical profile and biological activities of various extracts of two Stereum species (S. rugosum and S. sanguinolentum). Antioxidant activity was tested using ß-carotene-linoleic acid, DPPH scavenging, ABTS·+ scavenging, cupric-reducing antioxidant capacity (CUPRAC), and metal chelating assays. The extracts were also tested for their enzyme inhibitory activities against acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). HPLC-DAD was applied for the analysis of phenolic compounds, and fatty acid compositions were determined using GC and GC-MS. When fumaric acid and catechin hydrate were found as the most abundant phenolic compounds in both Stereum species, oleic acid and palmitic acid were identified as major fatty acids. Both of the studied Stereum methanol extracts were determined as the most active in ß-carotene-linoleic acid, DPPR, ABTS·+, and CUPRAC assays; the n-hexane extracts were found to be most active in metal chelating and AChE inhibitory activity assays. In addition, the methanol extract of S. sanguinolentum (IC50: 34.26 ± 0.31 µg/mL) showed higher ABTS·+ scavenging activity than α-tocopherol (IC50: 38.51 ± 0.54 µg/mL). The acetone extracts were found as potent inhibitors against BChE. These results suggest that Stereum species could be an antioxidant source and cholinesterase agent in pharmaceutic, food, and cosmetics industries.

Chemical composition, antioxidant, anticholinesterase, antimicrobial and antibiofilm activities of essential oil and methanolic extract of Anthemis stiparum subsp. sabulicola (Pomel) Oberpr.

Anthemis species are traditionally used to treat infectious and inflammatory processes, among others clinical disturbances. In the current study, the chemical composition, the total phenolic and flavonoid contents, the antioxidant, anticholinesterase, antimicrobial, and antibiofilm activities of Anthemis stiparum subsp. sabulicola aerial parts methanolic extract (As-ME) and essential oil (As-EO) were investigated. The chemical composition of As-EO was established by GC-MS and GC-FID. Total phenolic and flavonoid contents of As-ME were spectrophotometrically determined. Diphenyl-1-picrylhydrazyl (DPPH●) radical scavenging, cupric reducing antioxidant capacity (CUPRAC) and ß-carotene bleaching assays were applied to evaluate the antioxidant potential. The anticholinesterase activity against acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) enzymes were carried out spectrophotometrically. The antimicrobial activity was assessed by Minimal Inhibitory Concentration (MIC) using broth microdilution method against 7 ATCC® bacterial and one ATCC® yeast reference strains. The antibiofilm effect was determined quantifying the percentage of adhesion inhibition. GC-MS and GC-FID identified 72 compounds (99.02%), being As-EO predominantly constituted by germacrene D (11.13%), t-cadinol (11.01%), camphor (6.73%), spathulenol (6.50%) and isoamyl salicylate (6.45%). The total phenolic and flavonoid contents of As-ME were 13.6 ±â€¯0.03 and 5.9 ±â€¯0.04 pyrocatechol equivalents and quercetin equivalents, respectively. In ß-carotene-linoleic acid assay, As-ME showed the best lipid peroxidation inhibition activity with an IC50 = 9.96 µg/mL followed by As-EO with an IC50 = 619.98 µg/mL. In contrast, in DPPH assay, As-ME and As-EO showed moderate to low activity with an IC50 = 92.69 µg/mL for As-ME and 917.69 µg/mL for As-EO. While in CUPRAC assay, As-EO and As-ME indicated a less to moderate reducing activity. As-ME inhibited AChE (IC50 = 490.46 µg/mL) and BChE (IC50 = 142.07 µg/mL), while As-EO was inactive against AChE and revealed a discreet inhibitory action against BChE (IC50 = 212.14 µg/mL). As-ME displayed better antimicrobial activity than As-EO, being active against Staphylococcus aureus (ATCC® 25923) and Bacillus subtilis (ATCC® 6633), with MIC of 1.56 mg/mL. An expressive fungal adhesion inhibition (80.02%) on Candida albicans (ATCC® 10239) was detected with As-ME at 6.25 mg/mL. These results showed that A. stiparum subsp. sabulicola is a natural source of active compounds with antibiotic and antibiofilm effects against S. aureus and B. subtilis, and C. albicans, respectively, and also presents antioxidant and anticholinesterase properties.

Antioxidant, anticholinesterase and antibacterial activities of Stachys guyoniana and Mentha aquatica.

CONTEXT: Stachys guyoniana Noë ex. Batt. and Mentha aquatica L. are two Algerian Lamiaceae used in folk medicine. OBJECTIVE: To investigate their antioxidant, anticholinesterase and antibacterial activities. MATERIAL AND METHODS: n-Butanol (BESG), ethyl acetate (EESG) and chloroform (CESG) extracts of S. guyoniana and methanol (MEMA) and chloroform (CEMA) aerial part extracts of M. aquatica and methanol (MERMA) and acetone (AERMA) roots extracts of M. aquatica were evaluated for their antioxidant activity by the ß-carotene-linoleic acid, DPPH• and ABTS•+ scavenging, CUPRAC and metal chelating assays. The anticholinesterase activity was tested against AChE and BChE. The antibacterial activity was assessed by MICs determination against Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa, Salmonella heidelberg, Klebsiella pneumoniae, Enterobacter aerogenes and Morganella morganii strains. RESULTS: In the ß-carotene test, the CESG (IC50: 2.3 ± 1.27 µg/mL) exhibited the highest activity. The BESG was the best scavenger of DPPH• (IC50: 2.91 ± 0.14 µg/mL). In the ABTS test, AERMA was the most active (IC50: 4.21 ± 0.28 µg/mL). However, with the CUPRAC, the BESG exhibited the best activity (A0.50: 0.15 ± 0.05 µg/mL) and was active in metal chelating assay with 48% inhibition at 100 µg/mL. The BESG was the best AChE inhibitor (IC50: 5.78 ± 0.01 µg/mL) however, the AERMA showed the highest BChE inhibitory activity (IC50: 19.23 ± 1.42 µg/mL). The tested extracts exhibited a good antibacterial activity. CONCLUSION: This study demonstrated good antioxidant, anticholinesterase and antibacterial potential of S. guyoniana and M. aquatica, which fits in well with their use in folk medicine.

A new fatty acid ester from an edible mushroom Rhizopogon luteolus.

Phytochemical investigation of the Rhizopogon luteolus Fr. led to the isolation of one new fatty acid ester, 3-hydroxy-2,4-dimethylheptacosyl acetate (1) together with two known compounds tetracosanoic acid (2) and ergosterol (3). 1D and 2D NMR, and MS techniques were used for structural elucidation. Phenolic and fatty acid compositions were identified using HPLC-DAD and GC-MSD, respectively. Fumaric acid was the major phenolic acid, whereas linoleic, stearic and oleic acids were the most abundant fatty acids. Antioxidant and anticholinesterase activities of the extracts and compounds (1-3) were tested spectrophotometrically. Among the extracts, hexane extract showed the highest activity in all tests, particularly in ß-carotene-linoleic acid assay (IC50: 16.65 ± 1.12 µg/mL). Furthermore, compound 3 exhibited higher antioxidant and anticholinesterase activities. The study indicates that R. luteolus can be used in food, cosmetic and pharmaceutical industries.