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1.
Pharmaceuticals (Basel) ; 16(8)2023 Aug 03.
Artículo en Inglés | MEDLINE | ID: mdl-37631012

RESUMEN

This study examined the chemical composition and anti-coccal properties of essential oils and methanolic extracts of six different Humulus lupulus L. varieties from Poland: Iunga, Marynka, Sybilla, Magnum, Tradition and Chinook. The activity of an α-acid-enriched fraction of methanolic extracts was also studied. The chemical composition of essential oils and extracts was determined by gas chromatography-mass spectrometry (GC/MS) and liquid chromatography-mass spectrometry (LC/MS) techniques. The compounds characteristic to H. lupulus extracts include xanthohumol, α-acids, ß-acids, and prenylated flavonoids. Essential oil compositions showed a high prevalence of monoterpene hydrocarbon, myrcene and sesquiterpene hydrocarbons, α-humulene and ß-caryophyllene. The antimicrobial activity was investigated against eight human cocci pathogenic strains: Staphylococcus aureus MRSA (ATCC 43300), S. aureus MRSA (29213), S. aureus MSSA (ATCC 29213), S. epidermidis (ATCC 12228), Enterococcus faecalis (ATCC 29212), E. faecalis VRE (ATCC 51299), E. faecium (ATCC 19434) and Micrococcus luteus (ATCC 10240). The lowest minimum inhibitory concentrations (MIC) were obtained for extracts and essential oils from Iunga hop samples. Extracts were significantly more active than essential oils. The most susceptible strain to both essential oils and extracts was M. luteus, whilst the least susceptible was E. faecium. The antimicrobial activity correlated with a high concentration of xanthohumol of active extracts rather than with the content of α-acids. Xanthohumol showed considerable activity against MRSA with an MIC value of 3.9 µg/mL. The activity of the α-acid-enriched fraction was mediocre compared to the results of all extracts.

2.
Molecules ; 28(15)2023 Jul 27.
Artículo en Inglés | MEDLINE | ID: mdl-37570659

RESUMEN

Helicobacter pylori infections are highly common amongst the global population. Such infections have been shown to be the cause of gastric ulcers and stomach carcinoma and, unfortunately, most cases are asymptomatic. Standard treatment requires antibiotics such as metronidazole or azithromycin to which many strains are now resistant. Mentha species have been used as a natural treatment for gastrointestinal diseases throughout history and essential oils (EOs) derived from these plants show promising results as potential antimicrobial agents. In this study, EOs obtained from the leaves and flowers of five cultivars of Mentha × piperita and M. spicata were examined by GC-MS. The investigated mints are representatives of four chemotypes: the menthol chemotype (M. × piperita 'Multimentha' and M. × piperita 'Swiss'), the piperitenone oxide chemotype (M. × piperita 'Almira'), the linalool chemotype (M. × piperita 'Granada'), and the carvone chemotype (M. spicata 'Moroccan'). The chemical composition of EOs from mint flowers and leaves was comparable with the exception of the Swiss cultivar. Menthol was the most abundant component in the leaves while menthone was highest in flowers. The H. pylori ATCC 43504 reference strain and 10 other H. pylori clinical strains were examined for their sensitivity to the EOs in addition to their major monoterpenoid components (menthol, menthone, carvone, dihydrocarvone, linalool, 1,8-cineole, and limonene). All tested mint EOs showed inhibitory activity against both the reference H. pylori ATCC 43504 strain (MIC 15.6-31.3 mg/L) and clinical H. pylori strains (MIC50/90 31.3-250 mg/L/62.5-500 mg/L). Among the reference monoterpenes, menthol (MIC50/90 7.8/31.3 mg/L) and carvone (MIC50/90 31.3/62.5 mg/L) had the highest anti-H. pylori activity, which also correlated with a higher activity of EOs containing these compounds (M. × piperita 'Swiss' and M. spicata 'Moroccan'). A synergistic and additive interaction between the most active EOs/compounds and antibiotics possibly points to a new plant-based anti-H. pylori treatment.


Asunto(s)
Infecciones por Helicobacter , Helicobacter pylori , Mentha , Aceites Volátiles , Humanos , Aceites Volátiles/farmacología , Aceites Volátiles/química , Mentol/farmacología , Mentol/química , Mentha/química , Mentha piperita/química , Antibacterianos/farmacología
3.
Molecules ; 28(7)2023 Mar 29.
Artículo en Inglés | MEDLINE | ID: mdl-37049808

RESUMEN

Essential oils (EOs) with established and well-known activities against human pathogens might become new therapeutics in multidrug-resistant bacterial infections, including respiratory tract infections. The aim of this study was to evaluate the antimicrobial activity of EOs obtained from several samples of Origanum vulgare, O. syriacum, and O. majorana cultivated in Poland. EOs were analyzed by GC-MS and tested against four bacterial strains: Staphylococcus aureus (MRSA), Haemophilus influenzae, Haemophilus parainfluenzae, and Pseudomonas aeruginosa. Chemical analyses showed that the Eos were characterized by a high diversity in composition. Based on the chemical data, four chemotypes of Origanum EOs were confirmed. These were carvacrol, terpineol/sabinene hydrate, caryophyllene oxide, and thymol chemotypes. Thin-layer chromatography-bioautography confirmed the presence of biologically active antibacterial components in all tested EOs. The highest number of active spots were found among EOs with cis-sabinene hydrate as the major compound. On the other hand, the largest spots of inhibition were characteristic to EOs of the carvacrol chemotype. Minimal inhibitory concentrations (MICs) were evaluated for the most active EOs: O. vulgare 'Hirtum', O. vulgare 'Margarita', O. vulgare 'Hot & Spicy', O. majorana, and O. syriacum (I) and (II); it was shown that both Haemophilus strains were the most sensitive with an MIC value of 0.15 mg/mL for all EOs. O. majorana EO was also the most active in the MIC assay and had the highest inhibitory rate in the anti-biofilm assay against all strains. The most characteristic components present in this EO were the trans-sabinene hydrate and terpinen-4-ol. The strain with the least sensitivity was the MRSA with an MIC of 0.6 mg/mL for all EOs except for O. majorana, where the MIC value reached 0.3 mg/mL. Scanning electron microscopy performed on the Haemophilus influenzae and Haemophilus parainfluenzae biofilms showed a visible decrease in the appearance of bacterial clusters under the influence of O. majorana EO.


Asunto(s)
Aceites Volátiles , Origanum , Humanos , Aceites Volátiles/farmacología , Aceites Volátiles/química , Origanum/química , Cimenos/farmacología , Antibacterianos/farmacología , Antibacterianos/química , Bacterias , Pruebas de Sensibilidad Microbiana
4.
Molecules ; 28(7)2023 Apr 05.
Artículo en Inglés | MEDLINE | ID: mdl-37050009

RESUMEN

The mutualistic coexistence between the host and endophyte is diverse and complex, including host growth regulation, the exchange of substances like nutrients or biostimulants, and protection from microbial or herbivore attack. The latter is commonly associated with the production by endophytes of bioactive natural products, which also possess multiple activities, including antibacterial, insecticidal, antioxidant, antitumor, and antidiabetic properties, making them interesting and valuable model substances for future development into drugs. The endophytes of higher plants have been extensively studied, but there is a dearth of information on the biodiversity of endophytic microorganisms associated with bryophytes and, more importantly, their bioactive metabolites. For the first time, we name bryophyte endophytes "bryendophytes" to elaborate on this important and productive source of biota. In this review, we summarize the current knowledge on the diversity of compounds produced by endophytes, emphasizing bioactive molecules from bryendophytes. Moreover, the isolation methods and biodiversity of bryendophytes from mosses, liverworts, and hornworts are described.


Asunto(s)
Briófitas , Hepatophyta , Hongos/metabolismo , Simbiosis , Endófitos/metabolismo
5.
Molecules ; 28(5)2023 Feb 27.
Artículo en Inglés | MEDLINE | ID: mdl-36903448

RESUMEN

Natural bioresources, predominantly plants, have always been regarded as the richest source of drugs for diseases threatening humanity. Additionally, microorganism-originating metabolites have been extensively explored as weapons against bacterial, fungal, and viral infections. However, the biological potential of metabolites produced by plant endophytes still remains understudied, despite significant efforts reflected in recently published papers. Thus, our goal was to evaluate the metabolites produced by endophytes isolated from Marchantia polymorpha and to study their biological properties, namely anticancer and antiviral potential. The cytotoxicity and anticancer potential were assessed using the microculture tetrazolium technique (MTT) against non-cancerous VERO cells and cancer cells-namely the HeLa, RKO, and FaDu cell lines. The antiviral potential was tested against the human herpesvirus type-1 replicating in VERO cells by observing the influence of the extract on the virus-infected cells and measuring the viral infectious titer and viral load. The most characteristic metabolites identified in the ethyl acetate extract and fractions obtained by use of centrifugal partition chromatography (CPC) were volatile cyclic dipeptides, cyclo(l-phenylalanyl-l-prolyl), cyclo(l-leucyl-l-prolyl), and their stereoisomers. In addition to the diketopiperazine derivatives, this liverwort endophyte also produced arylethylamides and fatty acids amides. The presence of N-phenethylacetamide and oleic acid amide was confirmed. The endophyte extract and isolated fractions showed a potential selective anticancer influence on all tested cancer cell lines. Moreover, the extract and the first separated fraction noticeably diminished the formation of the HHV-1-induced cytopathic effect and reduced the virus infectious titer by 0.61-1.16 log and the viral load by 0.93-1.03 log. Endophytic organisms produced metabolites with potential anticancer and antiviral activity; thus, future studies should aim to isolate pure compounds and evaluate their biological activities.


Asunto(s)
Endófitos , Marchantia , Animales , Chlorocebus aethiops , Humanos , Endófitos/química , Células Vero , Bacterias , Antivirales/farmacología
6.
J Nat Prod ; 85(3): 729-762, 2022 03 25.
Artículo en Inglés | MEDLINE | ID: mdl-34783552

RESUMEN

The Marchantiophyta (liverworts) are rich sources of phenolic substances, especially cyclic and acyclic bis-bibenzyls, which are rare natural products in the plant kingdom, together with bibenzyls and characteristic terpenoids. At present, more than 125 bis-bibenzyls have been found in liverworts. They are biosynthesized from the dimerization of lunularic acid via dihydrocoumaric acid and prelunularin. The structurally unusual cyclic and acyclic bis-bibenzyls show various biological activities such as antimicrobial, antifungal, cytotoxic, muscle relaxation, antioxidant, tubulin polymerization inhibitory, and antitrypanosomal activities, among others. The present review article deals with the distribution and structure of bis-bibenzyls, bibenzyls, and several characteristic ent-sesqui- and diterpenoids in liverworts. Furthermore, the biosynthesis and total syntheses and biological activities of bis-bibenzyls are also surveyed.


Asunto(s)
Bibencilos , Diterpenos , Hepatophyta , Bibencilos/química , Bibencilos/farmacología , Diterpenos/farmacología , Hepatophyta/química , Estructura Molecular , Plantas , Terpenos/química , Terpenos/farmacología
7.
Molecules ; 26(24)2021 Dec 13.
Artículo en Inglés | MEDLINE | ID: mdl-34946632

RESUMEN

Many of the essential oils obtained from medicinal plants possess proven antimicrobial activity and are suitable for medicinal purposes and applications in the food industry. The aim of the present work was the chemical analysis of 19 essential oils (EOs) from seven different Cymbopogon species (C. nardus, C. citratus, C winterianus, C. flexuosus, C. schoenanthus, C. martinii, C. giganteus). Five different chemotypes were established by GC/MS and TLC assay. The EOs, as well as some reference compounds, i.e., citronellol, geraniol and citral (neral + geranial), were also tested for their antimicrobial and antibiofilm activity against methicillin-resistant Staphylococcus aureus (MRSA) by the microdilution method and direct bioautography. The toxicity of EOs was evaluated by Danio rerio 'Zebrafish' model assay. All examined EOs showed moderate to high activity against MRSA, with the highest activity noted for C. flexuosus-lemongrass essential oil, both in microdilution and direct autobiography method. Significant difference in the toxicity of the examined EOs was also detected.


Asunto(s)
Antibacterianos , Biopelículas/efectos de los fármacos , Cymbopogon/química , Staphylococcus aureus Resistente a Meticilina/fisiología , Aceites Volátiles , Antibacterianos/química , Antibacterianos/farmacología , Biopelículas/crecimiento & desarrollo , Aceites Volátiles/química , Aceites Volátiles/farmacología , Especificidad de la Especie
8.
Molecules ; 26(18)2021 Sep 09.
Artículo en Inglés | MEDLINE | ID: mdl-34576960

RESUMEN

Numerous species of Allium genus have been used in the traditional medicine based on their vast biological effects, e.g., antimicrobial, digestion stimulant, anti-sclerotic, soothing, antiradical or wound healing properties. In this work, unpolar and polar extracts from two lesser-investigated species of Allium growing in Kazakhstan, Alliumgalanthum Kar. & Kir. (AG) and A. turkestanicum Regel. (AT), were studied for their composition and biological effects. In the HPLC-ESI-QTOF-MS/MS analyses of water and alcoholic extracts simple organic acids, flavonoids and their glycosides were found to be the best represented group of secondary metabolites. On the other hand, in the GC-MS analysis diethyl ether, extracts were found to be rich sources of straight-chain hydrocarbons and their alcohols, fatty acids and sterols. The antimicrobial activity assessment showed a lower activity of polar extracts, however, the diethyl ether extract from AT bulbs and AG chives showed the strongest activity against Bacillus subtilis ATCC 6633, B. cereus ATCC 10876, some species of Staphylococcus (S. aureus ATCC 25923 and S. epidermidis ATCC 12228) and all tested Candida species (Candida albicans ATCC 2091, Candida albicans ATCC 10231, Candida glabrata ATCC 90030, Candida krusei ATCC 14243 and Candida parapsilosis ATCC 22019) with a minimum inhibitory concentration of 0.125-0.5 mg/mL. The highest antiradical capacity exhibited diethyl ether extracts from AG bulbs (IC50 = 19274.78 ± 92.11 mg Trolox eq/g of dried extract) in DPPH assay. In ABTS scavenging assay, the highest value of mg Trolox equivalents, 50.85 ± 2.90 was calculated for diethyl ether extract from AT bulbs. The same extract showed the highest inhibition of mushroom tyrosinase (82.65 ± 1.28% of enzyme activity), whereas AG bulb ether extract was the most efficient murine tyrosinase inhibitor (54% of the enzyme activity). The performed tests confirm possible cosmeceutical applications of these plants.


Asunto(s)
Allium/química , Antiinfecciosos/farmacología , Antioxidantes/farmacología , Fenoles/análisis , Extractos Vegetales/química , Antiinfecciosos/química , Antioxidantes/química , Inhibidores Enzimáticos/química , Inhibidores Enzimáticos/farmacología , Éter/química , Cromatografía de Gases y Espectrometría de Masas , Kazajstán , Monofenol Monooxigenasa/antagonistas & inhibidores , Cebollas/química , Extractos Vegetales/farmacología , Espectrometría de Masa por Ionización de Electrospray
10.
Molecules ; 26(11)2021 May 26.
Artículo en Inglés | MEDLINE | ID: mdl-34073499

RESUMEN

The chemical composition of the hydroethanolic extracts (60% v/v) from the aerial parts of Thymus marschallianus Willd (TM) and Thymus seravschanicus Klokov (TS) from Southern Kazakhstan flora was analyzed together with their hexane fractions. Determination of antibacterial, antifungal and antioxidant activities of both extracts was also performed. RP-HPLC/PDA and HPLC/ESI-QTOF-MS showed that there were some differences between the composition of both extracts. The most characteristic components of TM were rosmarinic acid, protocatechuic acid, luteolin 7-O-glucoside, and apigenin 7-O-glucuronide, while protocatechuic acid, luteolin 7-O-glucoside, luteolin 7-O-glucuronide, and eriodictyol predominated in TS. The content of polyplenols was higher in TS than in TM. The GC-MS analysis of the volatile fraction of both examined extracts revealed the presence of thymol and carvacrol. Additionally, sesquiterpenoids, fatty acids, and their ethyl esters were found in TM, and fatty acid methyl esters in TS. The antioxidant activity of both extracts was similar. The antibacterial activity of TS extract was somewhat higher than TM, while antifungal activity was the same. TS extract was the most active against Helicobacter pylori ATCC 43504 with MIC (minimal inhibitory concentration) = 0.625 mg/mL, exerting a bactericidal effect. The obtained data provide novel information about the phytochemistry of both thyme species and suggest new potential application of TS as a source of bioactive compounds, especially with anti-H. pylori activity.


Asunto(s)
Antiinfecciosos/química , Antioxidantes/química , Extractos Vegetales/análisis , Thymus (Planta)/química , Cromatografía Líquida de Alta Presión , Etanol , Ácidos Grasos/química , Helicobacter pylori/efectos de los fármacos , Concentración 50 Inhibidora , Kazajstán , Pruebas de Sensibilidad Microbiana , Aceites Volátiles/química , Fitoquímicos/química , Componentes Aéreos de las Plantas/química , Aceites de Plantas/química , Polifenoles/química
11.
Molecules ; 26(9)2021 Apr 28.
Artículo en Inglés | MEDLINE | ID: mdl-33925143

RESUMEN

Plants belonging to the Rosa genus are known for their high content of bioactive molecules and broad spectrum of healing and cosmetic activities. Rosa platyacantha Schrenk is a wild-type species abundant in the mountainous regions of Kazakhstan. The phytochemical composition as well as the bioactivity of R. platyacantha extracts have not been fully investigated to date. In this study, various parts of R.platyacantha plant, collected in Almaty region, Kazakhstan, were used to prepare five hydroalcoholic extracts (R1-R5). The extracts were compared for the content of phytochemicals and selected biological activities, which are important for the potential cosmetic application of R. platyacantha. Extract R3, prepared from flower buds, showed the most significant antioxidant and tyrosinase inhibitory potential, decreasing the monophenolase and diphenolase activities of tyrosinase. Extract R3 showed also collagenase inhibitory activity and cytotoxicity against human melanoma cells A375, being less cytotoxic for noncancerous skin keratinocytes HaCaT. Analysis of fractions E and F, obtained from R3 extracts, revealed that quercetin, kaempferol, rutin, and their derivatives are more likely responsible for the tyrosinase inhibitory properties of R. platyacantha extracts.


Asunto(s)
Productos Biológicos/química , Cosméticos/química , Extractos Vegetales/química , Rosa/química , Animales , Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/farmacología , Antioxidantes/química , Antioxidantes/farmacología , Productos Biológicos/aislamiento & purificación , Productos Biológicos/farmacología , Línea Celular Tumoral , Cosméticos/aislamiento & purificación , Cosméticos/farmacología , Ratones , Monofenol Monooxigenasa/antagonistas & inhibidores , Monofenol Monooxigenasa/química , Fitoquímicos/química , Fitoquímicos/farmacología , Extractos Vegetales/aislamiento & purificación , Extractos Vegetales/farmacología , Especificidad de la Especie , Análisis Espectral
12.
J Oleo Sci ; 70(1): 125-133, 2021.
Artículo en Inglés | MEDLINE | ID: mdl-33431767

RESUMEN

Lemongrass (Cymbopogon citratus (DC) Stapf.) is a perennial plant indigenous to semi-tropical regions of Asia and cultivated in other semi-tropical countries. The present study aimed to examine the key chemical constituents of various parts of lemongrass cultivated in the temperate climate of Poland. The content of essential oil and its composition were determined in 4 plant parts: leaves (part C), overground shoots (part B), underground shoots (part A), and roots (part R). Moreover, the content of dry weight, chlorophyll, polyphenols and macro- and microelements was determined in the edible parts (excluding roots). The essential oil from the aerial part predominantly contained neral (> 30%) and geranial (> 40%), which is consistent with the data reported in literature; the main component of essential oil (EO) from the underground part was elemol (65%); interestingly, such a high concentration of it was found for the first time. The concentration of chlorophyll was found to be higher in leaves, as compared to parts B and A. The highest level of potassium, magnesium, zinc and sodium was found in part A while of calcium and copper in leaves. The quality of lemongrass raw materials grown in temperate climates did not differ significantly from those obtained in warmer regions. The study findings confirmed the usefulness of leaves as a raw material for the preparation of infusions (higher concentration of pigments, polyphenols and EO) and of near-ground parts of a plant as a culinary material (a higher content of macroelements at lower concentrations of green pigments and dry weight).


Asunto(s)
Clima , Cymbopogon/química , Aceites Volátiles/análisis , Aceites de Plantas/análisis , Clorofila/análisis , Colorantes/análisis , Elementos Químicos , Calidad de los Alimentos , Aceites Volátiles/química , Hojas de la Planta/química , Aceites de Plantas/química , Raíces de Plantas/química , Brotes de la Planta/química , Polonia , Polifenoles/análisis , Sesquiterpenos/análisis
13.
Molecules ; 27(1)2021 Dec 28.
Artículo en Inglés | MEDLINE | ID: mdl-35011384

RESUMEN

Liverwort endophytes could be a source of new biologically active substances, especially when these spore-forming plants are known to produce compounds that are not found in other living organisms. Despite the significant development of plant endophytes research, there are only a few studies describing liverwort endophytic microorganisms and their metabolites. In the presented study, the analysis of the volatile compounds obtained from thallose liverwort species, Marchantia polymorpha L., and its endophytes was carried out. For this purpose, non-polar extracts of plant material and symbiotic microorganisms were obtained. The extracts were analyzed using gas chromatography coupled to mass spectrometry. Compounds with the structure of diketopiperazine in the endophyte extract were identified. Liverwort volatile extract was a rich source of cuparane-, chamigrane-, acorane-, and thujopsane-type sesquiterpenoids. The cytotoxicity of ethyl acetate extracts from endophytic microorganisms was evaluated on a panel of cancer (FaDu, HeLa, and SCC-25) cell lines and normal (VERO), and revealed significant anticancer potential towards hypopharyngeal squamous cell carcinoma and cervical adenocarcinoma.


Asunto(s)
Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/farmacología , Endófitos/química , Marchantia/química , Fitoquímicos/química , Fitoquímicos/farmacología , Animales , Línea Celular , Cromatografía de Gases y Espectrometría de Masas , Humanos , Metabolómica/métodos , Estructura Molecular , Extractos Vegetales/química , Extractos Vegetales/farmacología , Compuestos Orgánicos Volátiles
14.
Biomedicines ; 8(8)2020 Jul 24.
Artículo en Inglés | MEDLINE | ID: mdl-32722017

RESUMEN

A growing body of evidence confirms abnormal fatty acid (FAs) metabolism in the pathophysiology of schizophrenia. Omega-3 polyunsaturated fatty acids (PUFAs) are endogenous ligands of the G protein-coupled receptors, which have anti-inflammatory properties and are a therapeutic target in many diseases. No clinical studies are concerned with the role of the GPR120 signaling pathway in schizophrenia. The aim of the study was to determine the differences in PUFA nutritional status and metabolism between patients with schizophrenia (SZ group) and healthy individuals (HC group). The study included 80 participants (40 in the SZ group, 40 in the HC group). There were no differences in serum GPR120 and PUFA concentrations and PUFA intake between the examined groups. In the HC group, there was a relationship between FAs in serum and GPR120 concentration (p < 0.05): α-linolenic acid (ALA) (R = -0.46), docosahexaenoic acid (DHA) (R = -0.54), omega-3 PUFAs (R = -0.41), arachidonic acid (AA) (R = -0.44). In the SZ group, FA serum concentration was not related to GPR120 (p > 0.05). In the HC group, ALA and DHA serum concentrations were independently associated with GPR120 (p < 0.05) in the model adjusted for eicosapentaenoic acid (EPA) and accounted for 38.59% of GPR120 variability (p < 0.05). Our results indicate different metabolisms of FAs in schizophrenia. It is possible that the diminished anti-inflammatory response could be a component connecting GPR120 insensitivity with schizophrenia.

15.
Molecules ; 25(7)2020 Apr 03.
Artículo en Inglés | MEDLINE | ID: mdl-32260053

RESUMEN

Although numerous studies have been conducted on ginger extracts and fractions, the data on the pharmacological activity of single constituents of Zingiber officinale are still insufficient. To assess the antidementia properties of the plant, a thin layer chromatography (TLC)-based bioautography acetylcholinesterase inhibitory assay was performed on the Zingiber officinale diethyl ether extract. It led to the recognition of three active inhibitors among volatile constituents of the plant: ar-curcumene (A), α-sesquiphellandrene (B) and a-zingiberene (C). The identification of the components was possible thanks to the application of a TLC-HPLC-MS interface analysis of active zones and the GC-MS qualitative analysis of the tested samples. Based on the obtained results, the influence of several extraction techniques (hydrodistillation-HD, pressurized liquid extraction or accelerated solvent extraction-ASE, shaking maceration-SM, supercritical fluid extraction-SFE, and ultrasound-assisted extraction-UAE) on the recovery of the active metabolites from plant material was assessed to deliver enriched extracts. As a result, HD and SFE, were found to be the most efficient methods to recover the volatile components and the concentrations of A, B, and C reached 0.51 ± 0.025, 0.77 ± 0.045, and 1.67 ± 0.11 percent, respectively. Only HD and SFE were found to recover monoterpene hydrocarbons from the plant matrix. The remaining techniques provided extracts rich in more complex constituents, like sesquiterpenes.


Asunto(s)
Inhibidores de la Colinesterasa/aislamiento & purificación , Terpenos/aislamiento & purificación , Zingiber officinale/química , Inhibidores de la Colinesterasa/farmacología , Cromatografía con Fluido Supercrítico , Cromatografía en Capa Delgada , Cromatografía de Gases y Espectrometría de Masas , Extractos Vegetales/aislamiento & purificación , Extractos Vegetales/farmacología , Polifenoles/aislamiento & purificación , Polifenoles/farmacología , Sesquiterpenos/aislamiento & purificación , Sesquiterpenos/farmacología , Terpenos/farmacología
16.
J Nat Prod ; 83(3): 756-769, 2020 03 27.
Artículo en Inglés | MEDLINE | ID: mdl-32142276

RESUMEN

Plants of the Radula genus are chemically very distinct from the other liverworts since they mainly elaborate bibenzyls including bibenzyl cannabinoids and prenyl bibenzyl derivatives, as well as bis-bibenzyls. Several of these components show biological activities such as psychoactivity, vasopressin antagonist, antimicrobial, antifungal, and NO production inhibitory activity, and cytotoxic activity against human cancer cell lines. While distribution of terpenoids in Radula species is in general very limited, some Portuguese species are rich sources of sesquiterpenoids. Among 679 liverwort species so far examined chemically, 264 species contained α-tocopherol, which may play an important antioxidative role for the constituents of oil bodies of liverworts.


Asunto(s)
Bibencilos/química , Hepatophyta/química , Terpenos/química , Bibencilos/farmacología , Estructura Molecular , Terpenos/farmacología
17.
Molecules ; 25(3)2020 Jan 29.
Artículo en Inglés | MEDLINE | ID: mdl-32013183

RESUMEN

The anti-H. pylori properties of 26 different commercial essential oils were examined in vitro by MIC (minimal inhibitory concentration) determination for the reference strain H. pylori ATCC 43504. We selected 9 essential oils with different anti-Helicobacter activities and established their phytochemical composition and urease inhibition activities. Phytochemical analysis of the selected essential oils by GC-MS method and antioxidant activity were performed. The phenol red method was used to screen the effect of essential oils on urease activity expressed as IC50 (the half of maximal inhibitory concentration). The most active essential oils, with MIC = 15.6 mg/L, were thyme, lemongrass, cedarwood and lemon balm oils; MIC = 31.3 mg/L-oregano oil; MIC = 62.5 mg/L-tea tree oil; MIC = 125 mg/L-pine needle, lemon and silver fir oils with bactericidal effect. Urease activity was inhibited by these oils with IC50 ranged from 5.3 to > 1049.9 mg/L. The most active was cedarwood oil (IC50 = 5.3 mg/L), inhibiting urease at sub-MIC concentrations (MIC = 15.6 mg/L). The statistical principal component analysis allowed for the division of the oils into three phytochemical groups differing in their anti-H. pylori activity. To summarize, the activity in vitro of the five essential oils silver fir, pine needle, tea tree, lemongrass, and cedarwood oils against H. pylori was found in this paper for the first time. The most active against clinical strains of H. pylori were cedar wood and oregano oils. Moreover, cedarwood oil inhibited the urease activity at subinhibitory concentrations. This essential oil can be regarded as a useful component of the plant preparations supporting the eradication H. pylori therapy.


Asunto(s)
Antibacterianos/farmacología , Inhibidores Enzimáticos/farmacología , Helicobacter pylori/efectos de los fármacos , Aceites Volátiles/farmacología , Aceites de Plantas/farmacología , Ureasa/antagonistas & inhibidores , Antibacterianos/química , Antioxidantes/farmacología , Inhibidores Enzimáticos/química , Cromatografía de Gases y Espectrometría de Masas , Helicobacter pylori/enzimología , Pruebas de Sensibilidad Microbiana , Aceites Volátiles/química , Aceites de Plantas/química
18.
Mater Sci Eng C Mater Biol Appl ; 105: 110025, 2019 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-31546453

RESUMEN

The purpose of this study was to determine whether dialysis method allows for efficient protein entrapment in curdlan-based hydrogel. Thus, bovine serum albumin, a model of bioactive protein, was incorporated into curdlan matrix using ion-exchanging dialysis method against two concentrations of CaCl2 solution - 2% and 10%, respectively. Then, physicochemical, mechanical, and biological properties of the bovine serum albumin-loaded curdlan hydrogels were evaluated. Received results show that neither the polymer nor the entrapment procedure change the bovine serum albumin conformation (as proven by Fourier transform infrared spectroscopy and circular dichroism spectroscopy) and the process guarantees high protein entrapment efficiency (above 95%). The curdlan-based carrier obtained against 2% of CaCl2 solution was found to possess higher swelling ability, release greater amounts of bovine serum albumin (up to 4 weeks), and exhibit superior biocompatibility compared to curdlan-based carrier obtained against 10% of CaCl2 solution. Thus, dialysis method enables efficient protein entrapment in curdlan hydrogel and obtained protein carrier via dialysis method into 2% of CaCl2 solution may be considered as a promising protein delivery system especially for tissue engineering applications. It should be noted that we are the first who presented effective method for protein entrapment in curdlan hydrogel.


Asunto(s)
Hidrogeles/química , Albúmina Sérica Bovina/análisis , beta-Glucanos/química , Animales , Bovinos , Muerte Celular , Línea Celular , Dicroismo Circular , Diálisis , Humanos , Intercambio Iónico , Espectroscopía Infrarroja por Transformada de Fourier , Porcinos
19.
Food Chem Toxicol ; 132: 110649, 2019 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-31254593

RESUMEN

Bryophytes, phylogenetically placed between the algae and pteridophytes, are divided into three classes: mosses, liverworts, and hornworts. Traditional system of medicine throughout the world has been utilizing this group of plants to treat various ailments. One of the outstanding features of these spore forming plants is their chemistry, especially that of the liverworts. Liverworts have yielded a rich array of terpenoids, especially sesqui- and diterpenoids. Many of these compounds are characterized by unprecedented structures, and some have not been found in any other plants, fungi or marine organisms. Among the bryophytes, the chemical constituents of liverworts and their biological activity have been studied in the most detail. In this review the chemistry of the terpenoids found in bryophytes have been presented, and their phytotoxic, antimicrobial, antifungal, cytotoxic, anti-inflammatory, piscicidal, insect repellent, antileishmanial and antitrypanosomal activities.


Asunto(s)
Anthocerotophyta/química , Briófitas/química , Hepatophyta/química , Terpenos/farmacología , Animales , Línea Celular Tumoral , Humanos , Terpenos/química , Terpenos/aislamiento & purificación
20.
Molecules ; 23(9)2018 Sep 18.
Artículo en Inglés | MEDLINE | ID: mdl-30231479

RESUMEN

The purpose of the study was to evaluate the antimycobacterial activity and the possible action mode of cinnamon bark essential oil and its main constituent-cinnamaldehyde-against the Mycobacterium tuberculosis ATCC 25177 strain. Cinnamaldehyde was proved to be the main bioactive compound responsible for mycobacterial growth inhibition and bactericidal effects. The antimycobacterial activity of cinnamaldehyde was found to be comparable with that of ethambutol, one of the first-line anti-TB antibiotics. The selectivity index determined using cell culture studies in vitro showed a high biological potential of cinnamaldehyde. In M. tuberculosis cells exposed to cinnamaldehyde the cell membrane stress sensing and envelope preserving system are activated. Overexpression of clgR gene indicates a threat to the stability of the cell membrane and suggests a possible mechanism of action. No synergism was detected with the basic set of antibiotics used in tuberculosis treatment: ethambutol, isoniazid, streptomycin, rifampicin, and ciprofloxacin.


Asunto(s)
Acroleína/análogos & derivados , Antituberculosos/farmacología , Mycobacterium tuberculosis/efectos de los fármacos , Acroleína/química , Acroleína/farmacología , Antituberculosos/química , Cromatografía de Gases y Espectrometría de Masas , Concentración 50 Inhibidora , Pruebas de Sensibilidad Microbiana , Aceites Volátiles/química , Aceites Volátiles/farmacología
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