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1.
Int J Nanomedicine ; 15: 5345-5360, 2020.
Artigo em Inglês | MEDLINE | ID: mdl-32801693

RESUMO

Background: Soft corals have been endorsed as a plentiful source of bioactive compounds with promising anti-inflammatory activities; therefore, exploring their potential as source of anti-inflammatory metabolites has stimulated a growing research interest. Purpose: To investigate the anti-inflammatory potential of the soft coral, Nephthea sp., in its bulk and silver nanostructure. Metabolomics analysis of Nephthea sp., followed by molecular docking studies, was also conducted in order to explore and predict the secondary metabolites that might provide its inhibitory actions on inflammation. Materials and Methods: The petroleum ether and ethyl acetate fractions were used to synthesize silver nanoparticles. The prepared silver nanoparticles were characterized through UV-vis spectrophotometric, transmission electron microscopy (TEM) and Fourier-transform infrared spectroscopy (FTIR) analyses. Testing for the anti-inflammatory activity was performed against COX-1 and COX-2. Furthermore, liquid chromatography-mass spectrometry (LC-MS) based metabolomics analysis and molecular docking were also applied. Results: A variety of secondary metabolites were identified, among them, sesquiterpenes were found to prevail. The petroleum ether and acetone fractions of Nephthea sp. showed the highest COX-2 inhibitory activities, possibly attributable to their substantial contents of terpenoids. Additionally, the green synthesized silver nanoparticles of both the petroleum ether and ethyl acetate fractions of Nephthea sp. demonstrated higher anti-COX-2 properties. Conclusion: The obtained results showed the effectiveness of non-targeted metabolomics technique in metabolic profiling of Nephthea sp., helping the search for new bioactive metabolites in future chemical studies on this soft coral. The interesting anti-inflammatory potential of the tested extracts and their nanoparticles could also be relevant to the development of new, effective anti-inflammatory agents.


Assuntos
Antozoários/metabolismo , Anti-Inflamatórios/química , Anti-Inflamatórios/farmacologia , Nanopartículas Metálicas/química , Prata/química , Alcanos/química , Animais , Antozoários/química , Anti-Inflamatórios/síntese química , Ciclo-Oxigenase 1/química , Ciclo-Oxigenase 1/metabolismo , Inibidores de Ciclo-Oxigenase 2/química , Inibidores de Ciclo-Oxigenase 2/farmacologia , Inibidores de Ciclo-Oxigenase/química , Inibidores de Ciclo-Oxigenase/farmacologia , Química Verde , Humanos , Metabolômica , Simulação de Acoplamento Molecular , Metabolismo Secundário , Sesquiterpenos/análise , Espectrometria de Massas por Ionização por Electrospray , Espectroscopia de Infravermelho com Transformada de Fourier
2.
J Chromatogr A ; 1619: 460969, 2020 May 24.
Artigo em Inglês | MEDLINE | ID: mdl-32089290

RESUMO

Room temperature ionic liquids (ILs) are well established stationary phases (SPs) for gas chromatography (GC) in several fields of applications because of their unique and tunable selectivity, low vapor pressure and volatility, high thermal stability (over 300 °C), and good chromatographic properties. This study is focused on an IL based on a phosphonium derivative (trihexyl(tetradecyl)phosphonium chloride, [P66614+] [Cl-]), previously shown to be suitable as a gas chromatographic SP because of its unique selectivity. In particular, it aims to establish the operative conditions to apply [P66614+][Cl-] to routine analysis of samples containing medium to high volatility analytes with different polarity, organic functional groups and chemical structure. In the first part, the study critically evaluates long term [P66614+][Cl-] column stability and maximum allowable operating temperatures (MAOT). The relatively low MAOT (210 °C) requires the adoption of a dedicated approach for analytes eluting above this temperature based on a suitable combination of efficiency and selectivity, and column characteristics (length, inner diameter and film thickness) and operative conditions. The performance of [P66614+][Cl-] as a GC SP have been validated through the Grob test, a model mixture of 41 compounds of different polarity, structure, and with different organic functional groups in the flavor and fragrance field, a standard mixture of 37 fatty acid methyl esters, some essential oils containing pairs or groups of compounds of different volatility critical to separate in particular peppermint, thyme, oregano, sandalwood and frankincense. The above approach has produced highly satisfactory separations with all of the samples investigated.


Assuntos
Cromatografia Gasosa/métodos , Líquidos Iônicos/química , Compostos Organofosforados/química , Aromatizantes/análise , Odorantes/análise , Óleos Voláteis/análise , Perfumes/análise , Santalum , Sesquiterpenos/análise , Temperatura
3.
Artigo em Inglês | MEDLINE | ID: mdl-31911205

RESUMO

Due to the biological features of sesquiterpene coumarins and incomparable interest in therapeutics application of natural products, extraction of sesquiterpene coumarins from asafoetida have gained highly attention. One of the most important problems is removal of sulfur containing compounds which are co-existed with sesquiterpene coumarins. So employment of new methods for selective extraction and cleanup of sesquiterpene coumarins is very substantial. In this study using dummy molecularly imprinting technique, 7-hydroxycoumarin-imprited polymer was synthesized and after evaluation of binding properties of polymers, the optimum one was used as sorbent in solid phase extraction. Afterwards dummy molecularly imprinting solid phase extraction (DMISPE) method was calibrated for simultaneous extraction of galbanic acid, 7-isopentenyloxy coumarin and auraptene from aqueous media before high performance liquid chromatography with UV detector (HPLC-UV) analysis. The recovery was in the range of 68.32%-84.69%, which were in the acceptable range compared to previous works. Finally, the calibrated DMISPE method was used for extraction and cleanup of sesquiterpene coumarins from asafetida plant. The concentration of isosamarcandin, kellerin and farnesiferol in asafoetida extract was obtained 0.8, 2.7, and 5 µg/mL, respectively, using standard addition method.


Assuntos
Cumarínicos/isolamento & purificação , Ferula/química , Impressão Molecular/métodos , Sesquiterpenos/isolamento & purificação , Extração em Fase Sólida/métodos , Cromatografia Líquida de Alta Pressão , Cumarínicos/análise , Cumarínicos/química , Extratos Vegetais/química , Reprodutibilidade dos Testes , Sesquiterpenos/análise , Sesquiterpenos/química
4.
Artigo em Inglês | MEDLINE | ID: mdl-31931331

RESUMO

Ptaquiloside (PTA) is an illudane glycoside partly responsible for the carcinogenicity of bracken ferns (Pteridium sp.). The PTA analogues ptesculentoside (PTE) and caudatoside (CAU) have similar biochemical reactivity. However, both compounds are highly under-investigated due to the lack of analytical standards and appropriate methods. This study presents a robust method for preparation of analytical standards of PTE, CAU, PTA, the corresponding hydrolysis products: pterosins G, A and B, and an LC-MS based method for simultaneous quantification of the six compounds in bracken. The chromatographic separation of analytes takes 5 min. The observed linear range of quantification was 20-500 µg/L for PTA and pterosin B, and 10-250 µg/L for the remaining compounds (r > 0.999). The limits of detection were 0.08-0.26 µg/L for PTE, CAU and PTA and 0.01-0.03 µg/L for the pterosins, equivalent to 2.0-6.5 µg/g and 0.25-0.75 µg/g in dry weight, respectively. The method was applied on 18 samples of dried fern leaves from 6 continents. Results demonstrated high variation in concentrations of PTE, CAU and PTA with levels prior to hydrolysis up to 3,900, 2,200 and 2,100 µg/g respectively. This is the first analytical method for simultaneous and direct measurement of all six compounds. Its application demonstrated that bracken ferns contain significant amounts of PTE and CAU relative to PTA.


Assuntos
Cromatografia Líquida/métodos , Glicosídeos , Indanos , Pteridium/química , Sesquiterpenos , Glicosídeos/análise , Glicosídeos/química , Indanos/análise , Indanos/química , Limite de Detecção , Modelos Lineares , Espectrometria de Massas/métodos , Compostos Fitoquímicos/análise , Compostos Fitoquímicos/química , Extratos Vegetais/química , Sesquiterpenos Policíclicos/análise , Sesquiterpenos Policíclicos/química , Reprodutibilidade dos Testes , Sesquiterpenos/análise , Sesquiterpenos/química
5.
J Agric Food Chem ; 68(10): 3006-3016, 2020 Mar 11.
Artigo em Inglês | MEDLINE | ID: mdl-31986035

RESUMO

An increase in crop competitiveness relative to weed interference has the potential to reduce crop yield losses. In this study, the effects of phytoalexin resveratrol were examined in Zea mays L. (corn) and in the weed species Ipomoea grandifolia (Dammer) O'Donell (morning glory). At a concentration range from 220 to 2200 µM resveratrol exerted a stimulus on Z. mays seedling growth that was more pronounced at low concentrations; in the weed species I. grandifolia, resveratrol exerted inhibitory action on seedling growth in all of the assayed concentration range. In I. grandifolia, resveratrol also inhibited the respiratory activity of the primary roots. In mitochondria isolated from Z. mays roots, resveratrol at concentrations above 440 µM inhibited the respiration coupled to ADP phosphorylation and the activities of NADH-oxidase, succinate-oxidase, and ATPsynthase. These effects were not reproduced in Z. mays grown in the presence of resveratrol as the respiratory activities of the roots were not affected. The finding that the resveratrol exerts beneficial effects on growth of Z. mays seedlings and inhibits the growth of I. grandifolia heightens the potential of resveratrol application for crop protection.


Assuntos
Metabolismo Energético/efeitos dos fármacos , Ipomoea/efeitos dos fármacos , Resveratrol/farmacologia , Zea mays/efeitos dos fármacos , Ipomoea/crescimento & desenvolvimento , Ipomoea/metabolismo , Complexos Multienzimáticos/metabolismo , NADH NADPH Oxirredutases/metabolismo , Oxirredutases/metabolismo , Proteínas de Plantas/metabolismo , Plantas Daninhas/efeitos dos fármacos , Plantas Daninhas/crescimento & desenvolvimento , Plantas Daninhas/metabolismo , Resveratrol/análise , Sesquiterpenos/análise , Sesquiterpenos/farmacologia , Zea mays/crescimento & desenvolvimento , Zea mays/metabolismo
6.
Food Chem ; 312: 126070, 2020 May 15.
Artigo em Inglês | MEDLINE | ID: mdl-31911352

RESUMO

To evaluate the quality of Artemisia annua L., an accurate HPLC-DAD method has been developed, validated and applied to the simultaneous quantification of five flavonoids, two coumarins and four sesquiterpenes. An LC-ESI-QTOF-MS/MS confirmation method has been utilized to avoid false-positive results. Principal component analysis and hierarchical cluster analysis results indicated that their contents had obvious regional characteristics. Samples with high contents of artemisinin (8.24 ± 2.92 mg/g) and isorhamnetin (0.28 ± 0.25 mg/g) are mainly distributed south of the Yangtze River, and samples with high contents of scopolin (0.46 ± 0.22 mg/g), scopoletin (1.05 ± 0.17 mg/g), chrysosplenol D (0.64 ± 0.14 mg/g), casticin (1.07 ± 0.23 mg/g), arteannuin B (0.69 ± 0.18 mg/g) and artemisinic acid (3.02 ± 1.00 mg/g) are mainly distributed in eastern and northern China. Geographic content differences of the components in A. annua indicate the potential differences in the health-promoting effects of its clinical application.


Assuntos
Artemisia annua/química , Cumarínicos/análise , Flavonoides/análise , Compostos Fitoquímicos/análise , Sesquiterpenos/análise , China , Cromatografia Líquida de Alta Pressão/métodos , Análise de Componente Principal , Espectrometria de Massas em Tandem
7.
Nat Prod Res ; 34(3): 441-444, 2020 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-30600707

RESUMO

The hydro-distilled essential oil from aerial parts of Orthosiphon pallidus Royle, ex Benth (Lamiaceae) was investigated by using gas chromatography equipped with a flame ionisation detector (GC-FID) and gas chromatography coupled with a mass spectrometry (GC-MS). Fifty-two compounds, representing 98.4% of the total oil constituents, were identified. The major constituents were ß-caryophyllene (17.4%) and 7-epi-α-selinene (15.2%). The other minor constituents were terpinolene (6.9%), ß-pinene (6.8%), ß-elemene (5.1%), α-humulene (4.9%), α-copaene (4.8%), epi-cubebol (4.5%) and zonarene (3.9%). The oil was found to be rich in sesquiterpene hydrocarbon type constituents. Lamiaceae[Formula: see text].


Assuntos
Óleos Voláteis/análise , Orthosiphon/química , Monoterpenos Bicíclicos/análise , Monoterpenos Cicloexânicos/análise , Cromatografia Gasosa-Espectrometria de Massas , Lamiaceae/química , Sesquiterpenos Monocíclicos/análise , Óleos Voláteis/química , Sesquiterpenos Policíclicos/análise , Sesquiterpenos/análise
8.
Nat Prod Res ; 34(6): 851-854, 2020 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-30417666

RESUMO

The chemical composition, and antioxidant activity of the essential oils of the endemic Phlomis leucophracta P. H. Davis et Hub.-Mor. was investigated. The major compounds of the essential oil were linalool (36.4%), spathulenol (8.4%) and caryophyllene oxide (8.4%). The composition of the oil differs with published data, suggesting other chemotype. Moreover, the oil of this species was analysed for its antioxidant activity for the first time and results indicate it possess strong antioxidant activity comparable with already known antioxidants, such as ascorbic acid, BHT, or Trolox. Presented results suggest that this endemic species has strong potential to be used in food and pharmacological industries, and therefore they need to be further investigated.


Assuntos
Antioxidantes , Óleos Voláteis/química , Phlomis/química , Monoterpenos Acíclicos/análise , Antioxidantes/farmacologia , Cromatografia Gasosa-Espectrometria de Massas , Sesquiterpenos Policíclicos/análise , Sesquiterpenos/análise , Turquia
9.
Nat Prod Res ; 34(4): 553-557, 2020 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-30317858

RESUMO

Urease inhibition potential of compound (1), guaiane-type sesquiterpene (2), confertin (3) and scopoletin (4) was carried out with high throughout mechanism-based assay. These compounds were isolated from Hypochaeris radicata L., an Asteraceae family member. The pure compounds were screened for their urease and carbonic anhydrase inhibitory activities. The ethyl acetate fractions were subjected to column chromatography, which resulted in the isolation and purification of four compounds (1-4). On evaluation, compounds (1-4) exhibited selective activity against urease enzyme with an IC50 value of 180.11 ± 2.00, 27.18 ± 0.80, 24.12 ± 0.2 and 30.12 ± 1.10 µM respectively. The compounds (1-4) were found to be inactive against carbonic anhydrase enzyme. Thiourea was used as standard inhibitor (21 ± 0.14 µM) of urease enzyme.


Assuntos
Asteraceae/química , Compostos Fitoquímicos/análise , Extratos Vegetais/química , Urease/antagonistas & inibidores , Inibidores Enzimáticos/isolamento & purificação , Inibidores Enzimáticos/farmacologia , Compostos Fitoquímicos/isolamento & purificação , Compostos Fitoquímicos/farmacologia , Extratos Vegetais/farmacologia , Sesquiterpenos/análise , Sesquiterpenos/química , Sesquiterpenos/isolamento & purificação , Sesquiterpenos/farmacologia
10.
Mycotoxin Res ; 36(1): 103-114, 2020 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-31512221

RESUMO

Canadian oat harvest samples, deliveries to processors, and train shipments from primary elevators were collected from mid-2014 through mid-2017 and analyzed for 26 mycotoxins and the fungal biomarker ergosterol. Of the 26 mycotoxins, 7 were not detected in any sample. The most frequently measured mycotoxins were beauvericin (in over 95% of samples analyzed), followed by tentoxin, culmorin, alternariol, alternariol methyl ether, and deoxynivalenol. Median concentrations of the Fusarium-produced mycotoxins ranged from 68 to 1142 µg/kg for deoxynivalenol, 39 to 188 µg/kg for HT-2 and T-2 toxins, 66 to 232 µg/kg for nivalenol, and less than 35 µg/kg for beauvericin. Median concentrations of the sum of Alternaria-produced mycotoxins were all less than 250 µg/kg. Concentrations of analytes varied among years, as well as among growing areas, for the harvest samples. Ergosterol, Fusarium, and Alternaria mycotoxin concentrations appeared to increase from the west toward the eastern Prairies and the province of Quebec; the differences were not statistically significant though. Ochratoxin A in deliveries and train shipments showed annual cyclic increases in the late summer. The results of the survey demonstrate the general compliance of Canadian oats with existing maximum levels for mycotoxins and indicate that in late summer and in years with increased Fusarium infection, there can be a need for monitoring of ochratoxin A and deoxynivalenol, respectively, to mitigate risks of noncompliant grain.


Assuntos
Avena/química , Grão Comestível/química , Ergosterol/análise , Micotoxinas/análise , Alternaria/metabolismo , Aspergillus/metabolismo , Avena/microbiologia , Canadá , Depsipeptídeos/análise , Contaminação de Alimentos/análise , Fusarium/metabolismo , Penicillium/metabolismo , Peptídeos Cíclicos/análise , Medição de Risco , Estações do Ano , Sesquiterpenos/análise
11.
J Sci Food Agric ; 100(1): 193-200, 2020 Jan 15.
Artigo em Inglês | MEDLINE | ID: mdl-31502246

RESUMO

BACKGROUND: Lemon processing procedures yield a significant amount of waste as peels, which are 57% of processed lemons and represent a possible source of bioactive compounds (essential oils, EOs). EOs were extracted from lemon fruits belonging to four cultivars harvested at four different sampling times (25 October, 23 November, 20 December, 1 February), characterized, and quantified through gas chromatography-mass spectrometry. RESULTS: The chemical composition of EOs highlighted that 26 compounds of the four lemon cultivars at the different ripening stages were clearly identified. The compounds analysed belonged to four chemical classes: monoterpene hydrocarbons, oxygenated monoterpenes, sesquiterpenes, and fatty alcohol esters. Among the monoterpene hydrocarbons, d-limonene, ß-pinene, and γ-terpinene were the most abundant; and among the oxygenated monoterpenes, α-terpineol, nerol, and geraniol were the most abundant. Quantitative gas chromatography-mass spectrometry analysis of the most abundant monoterpene hydrocarbons (α-pinene, ß-pinene, myrcene, d-limonene, and γ-terpinene) highlighted that the amount of EOs decreased during ripening stages. 'Ovale di Sorrento' and 'Sfusato Amalfitano' showed the highest level of EOs in December, whereas in 'Femminello Cerza' and 'Femminello Adamo' this occurred in November. EOs, as well as the phenolic compounds, were positively correlated with the antioxidant activity (2,2'-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid). CONCLUSIONS: EOs reached the highest level in the four lemon cultivars at different ripening stages. Campanian cultivars ('Ovale di Sorrento' and 'Sfusato Amalfitano') showed the greatest EO content in November, whereas in Sicilian cultivars ('Femminello Cerza' and 'Femminello Adamo') this occurred in December. Besides phenolic compounds, measured in lemon peel extracts, EOs can contribute to antioxidant activity, as demonstrated by the positive correlation. © 2019 Society of Chemical Industry.


Assuntos
Citrus/crescimento & desenvolvimento , Frutas/química , Óleos Voláteis/química , Óleos Vegetais/química , Monoterpenos Bicíclicos/análise , Citrus/química , Monoterpenos Cicloexânicos/análise , Frutas/crescimento & desenvolvimento , Sesquiterpenos/análise
12.
J Sci Food Agric ; 100(2): 517-526, 2020 Jan 30.
Artigo em Inglês | MEDLINE | ID: mdl-31512252

RESUMO

BACKGROUND: Aroma is one of the most important aspects of fruit quality and can reflect the characteristics of different fruits. Aroma-active compounds can usefully be employed to trace the production areas of two citrus cultivars ('Eureka' lemon and 'Huapi' kumquat) and to evaluate their aroma quality. RESULTS: 'Huapi' kumquat peel displayed higher monoterpene and sesquiterpene compound content, whereas 'Eureka' lemon peel exhibited higher monoterpene and monoterpene aldehyde compound content. 'Eureka' lemon peel ('Wanzhou' cultivar) had higher nerol acetate and geraniol acetate compound content. Kumquat peel ('Suichuan' and 'Rongan' cultivars) had higher sesquiterpene content. In addition, 30 and 31 aroma-active compounds were observed in kumquat and lemon, respectively, based on their odor activity values. Principal component analysis (PCA) and hierarchical clustering analysis (HCA) results indicated that classification for production areas based on aroma-active compounds was useful. The selected aroma-active compounds have been checked as aroma quality parameters that could be used with multivariate analysis to establish a model of aroma quality evaluation. Higher aroma quality values from kumquat and lemon were collected from Rongan and Wanzhou cultivars, respectively. CONCLUSION: Aroma-active compounds can be used to discriminate production areas using multivariate statistics. An objective method was established to evaluate the aroma quality of citrus fruits. 'Huapi' kumquat and 'Eureka' lemon, which had the highest aroma quality, was harvested from the Rongan and Wanzhou production areas. This was the first time that the aroma quality of citrus fruits was evaluated using multivariate analysis. © 2019 Society of Chemical Industry.


Assuntos
Citrus/química , Odorantes/análise , Compostos Orgânicos Voláteis/química , Acetatos/análise , Monoterpenos Acíclicos/análise , Aldeídos/análise , Frutas/química , Monoterpenos/análise , Controle de Qualidade , Sesquiterpenos/análise
13.
Food Chem ; 307: 125556, 2020 Mar 01.
Artigo em Inglês | MEDLINE | ID: mdl-31648180

RESUMO

The verification of the geographical origin of extra virgin (EVOO) and virgin olive oil (VOO) is crucial to protect consumers from misleading information. Despite the large number of studies performed, specific markers are still not available. The present study aims to evaluate sesquiterpene hydrocarbons (SHs) as markers of EVOO geographical origin and to compare the discrimination efficiency of targeted profiling and fingerprinting approaches. A prospective study was carried out on 82 EVOOs from seven countries, analyzed by Headspace Solid Phase Microextraction-Gas Chromatography-Mass Spectrometry (HS-SPME-GC-MS). Classification models were developed by Partial Least Square-Discriminant Analysis (PLS-DA) and internally validated (leave 10%-out cross-validation). The percentage of correct classification was higher for the fingerprinting (100%) than for the profiling approach (45.5-100%). These results confirm the suitability of SHs as EVOO geographical markers and establish the fingerprinting as the most efficient approach for the treatment of SH analytical data with this purpose up to date.


Assuntos
Azeite de Oliva/química , Sesquiterpenos/análise , Fraude , Cromatografia Gasosa-Espectrometria de Massas , Geografia , Azeite de Oliva/análise , Estudos Prospectivos , Microextração em Fase Sólida
14.
Molecules ; 24(24)2019 Dec 12.
Artigo em Inglês | MEDLINE | ID: mdl-31842368

RESUMO

The accumulation of chemical constituents of some medicinal plants, such as Paeonia ostii T. Hong et J. X. Zhang, Houpoëa officinalis (Rehder and E. H. Wilson) N. H. Xia and C. Y. Wu. and Atractylodes lancea (Thunb.) DC, can precipitate on the surface and form frosts after natural or artificial intervention. The characteristics of these three medicinal plants and their frosts were analyzed by light microscope, polarizing microscope, stereomicroscope, and metalloscope. The results of ordinary Raman of P. ostii and H. officinalis showed that the frosts of P. ostii matched paeonol, while that of H. officinalis matched magnolol and honokiol. In P. ostii and its frost, 19 peaks were identified by UPLC-Q/TOF-MS, and the main component was paeonol. Eleven components were identified in H. officinalis and its frosts, and the main components were magnolol and honokiol. A. lancea and its frosts were analyzed by gas chromatography-mass spectrometry (GC-MS), 21 were identified, and its main components were hinesol and ß-eudesmol. These three medicinal plants accumulate compounds and precipitate frosts on the surface. The results show that the components of the frosts provide a basis for quality evaluation and research on similar medicinal plants, and reveals the scientific connotation of "taking the medicinal materials' precipitated frosts as the best" of P. ostii, H. officinalis, and A. lancea, to some extent.


Assuntos
Atractylodes/química , Paeonia/química , Casca de Planta/química , Plantas Medicinais/química , Acetofenonas/análise , Compostos de Bifenilo/análise , Lignanas/análise , Sesquiterpenos/análise , Sesquiterpenos de Eudesmano/análise , Compostos de Espiro/análise
15.
Molecules ; 24(24)2019 Dec 12.
Artigo em Inglês | MEDLINE | ID: mdl-31842378

RESUMO

The aroma quality of citrus fruit is determined by volatile compounds, which bring about different notes to allow discrimination among different citrus species. However, the volatiles with various aromatic traits specific to different citrus species have not been identified. In this study, volatile profiles in the fruit peels of four citrus species collected from our previous studies were subjected to various analyses to mine volatile biomarkers. Principal component analysis results indicated that different citrus species could almost completely be separated. Thirty volatiles were identified as potential biomarkers in discriminating loose-skin mandarin, sweet orange, pomelo, and lemon, while 17 were identified as effective biomarkers in discriminating clementine mandarins from the other loose-skin mandarins and sweet oranges. Finally, 30 citrus germplasms were used to verify the classification based on ß-elemene, valencene, nootkatone, and limettin as biomarkers. The accuracy values were 90.0%, 96.7%, 96.7%, and 100%, respectively. This research may provide a novel and effective alternative approach to identifying citrus genetic resources.


Assuntos
Citrus/química , Frutas/química , Compostos Orgânicos Voláteis/análise , Cumarínicos/análise , Sesquiterpenos Policíclicos/análise , Sesquiterpenos/análise
16.
Fitoterapia ; 139: 104361, 2019 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-31629871

RESUMO

Asafoetida, an oleo-gum-resin obtained from the exudates of Ferula assa-foetida L. roots, is traditionally used to treat various diseases including asthma, gastrointestinal disorders, and intestinal parasites. On the basis of Iranian traditional medicine, the main source of asafetida is F. assa-foetida roots. In folk medicine, however, different Ferula species have been used as sources of asafoetida. To identify the original asafoetida that possesses medicinal properties, we should compare metabolic profiles of different asafoetida sources which are commonly used for the oleo-gum-resin preparation.1H-NMR based metabolomics was used to obtain metabolic profiles of eight asafoetida oleo-gum-resin samples and forty-six samples of Ferula species roots from two main regions of Iran. The acquired data were analyzed using multivariate principal component analysis (PCA), partial least squares discriminant analysis (PLS-DA), and orthogonal projection to latent structures discriminant analysis (OPLS-DA) to identify the metabolic differences and similarities between the samples. Asafoetida is usually produced from Ferula species of southern and eastern regions of Iran. A clear metabolic differentiation was evident between asafoetida oleo-gum- resin samples from the southern and those of the eastern Iran. The distinguished metabolites, umbelliprenin, farnesiferol B, farnesiferol C, samarcandin and galbanic acid are significantly found in southern samples. Only southern asafoetida is obtained from F. assa-foetida. Asafoetida from eastern region of Iran is obtained from other species of Ferula such as F. alliacea and its metabolic profile is far different from that of southern asafoetida.


Assuntos
Ferula/química , Metabolômica , Cumarínicos/análise , Ferula/classificação , Irã (Geográfico) , Espectroscopia de Ressonância Magnética , Compostos Fitoquímicos/análise , Gomas Vegetais/química , Óleos Vegetais/química , Raízes de Plantas/química , Resinas Vegetais/química , Sesquiterpenos/análise
17.
Biol Pharm Bull ; 42(10): 1726-1732, 2019.
Artigo em Inglês | MEDLINE | ID: mdl-31582660

RESUMO

This study was conducted to investigate the effects of the extracts of green romaine lettuce (GRE) on sleep enhancement. GRE contains 1071.7 and 199.2 µg/g of extracts of lactucin and lactucopicrin, respectively, known as sleep enhancement substances. When 100 mg/kg of GRE was administered orally, sleep latency and duration time were significantly increased compared to controls (p < 0.05). Rapid eye movement (REM) sleep decreased with 100 mg/kg of GRE administration and non-REM (NREM) sleep also increased. There was no significant difference between REM and NREM among the oral GRE administration groups receiving 100, 120, and 160 mg/kg GRE. In the caffeine-induced insomnia model, total sleep time was significantly increased by 100 mg/kg GRE administration compared to the caffeine-treated group (p < 0.05). In addition, GRE inhibited the binding of [3H]-flumazenil in a concentration-dependent manner, and affinity of both lactucin and lactucopicrin to gamma-aminobutyric acid (GABA)A-benzodiazepine (BDZ) receptor was 80.7% and 55.9%, respectively. Finally, in the pentobarbital-induced sleep mouse model, the sleep enhancement effect of GRE was inhibited by flumazenil, an antagonist of BDZ. Thus, these results demonstrate that GRE acts via a GABAergic mechanism to promote sleep in a rodent model.


Assuntos
Lactonas/farmacologia , Alface , Forbóis/farmacologia , Extratos Vegetais/farmacologia , Sesquiterpenos/farmacologia , Sono/efeitos dos fármacos , Animais , Lactonas/análise , Masculino , Camundongos Endogâmicos ICR , Forbóis/análise , Extratos Vegetais/química , Folhas de Planta , Ratos Sprague-Dawley , Receptores de GABA-A/metabolismo , Sesquiterpenos/análise
18.
Bol. latinoam. Caribe plantas med. aromát ; 18(5): 480-491, sept. 2019. ilus, tab
Artigo em Inglês | LILACS | ID: biblio-1008273

RESUMO

In the present study, we investigated the antiproliferative activity of essential oil from leaves of Melissa officinalis L. grown in Southern Bosnia and Herzegovina. In vitro evaluation of antiproliferative activity of the M. officinalis essential oil was carried out on three human tumor cell lines: MCF-7, NCI-H460 and MOLT-4 by MTT assay. M. officinalis essential oil was characterized by high percentage of monoterpenes (77,5%), followed by the sesquiterpene fraction (14,5%) and aliphatic compounds (2,2%). The main constituents of the essential oil of M. officinalis are citral (47,2%), caryophyllene oxide (10,2%), citronellal (5,4%), geraniol (6,6%), geranyl acetate (4,1%) and ß- caryophyllene (3,8%). The essential oil showed significant antiproliferative activity against three cancer cell lines, MOLT-4, MCF-7, and NCI-H460 cells, with GI50 values of <5, 6±2 and 31±17 µg/mL, respectively. The results revealed that M. officinalis L. essential oil has a potential as anticancer therapeutic agent.


En el presente estudio, investigamos la actividad antiproliferativa del aceite esencial de las hojas de Melissa officinalis L. cultivadas en el sur de Bosnia y Herzegovina. La evaluación in vitro de la actividad antiproliferativa del aceite esencial de M. officinalis se llevó a cabo en tres líneas celulares de tumores humanos: MCF-7, NCI-H460 y MOLT-4 utilizando el ensayo de MTT. El aceite esencial de M. officinalis se caracterizó por un alto porcentaje de monoterpenos (77,5%), seguido de la fracción sesquiterpénica (14,5%) y compuestos alifáticos (2,2%). Los principales constituyentes del aceite esencial de M. officinalis fueron citral (47,2%), óxido de cariofileno (10,2%), citronelal (5,4%), geraniol (6,6%), acetato de geranilo (4, 1%), y ß-cariofileno (3,8%). El aceite esencial mostró una actividad antiproliferativa significativa contra las líneas celulares de cáncer MOLT-4, MCF-7 y NCI-H460, con valores GI50 de <5, 6±2 y 31±17 µg/mL, respectivamente. Los resultados revelaron que el aceite esencial de M. officinalis L. tiene potencial como agente terapéutico contra el cáncer.


Assuntos
Óleos Voláteis/farmacologia , Melissa , Antineoplásicos/farmacologia , Sesquiterpenos/análise , Técnicas In Vitro , Óleos Voláteis/química , Células Tumorais Cultivadas , Folhas de Planta , Monoterpenos/análise , Linhagem Celular Tumoral/efeitos dos fármacos , Proliferação de Células/efeitos dos fármacos , Cromatografia Gasosa-Espectrometria de Massas , Antineoplásicos/química
19.
Molecules ; 24(16)2019 Aug 20.
Artigo em Inglês | MEDLINE | ID: mdl-31434231

RESUMO

Sparassis crispa is a kind of edible fungus widely grows in the north temperate zone, which shows various medicinal properties. Due to the complexity of chemical constitutes of this species, few investigations have acquired a comprehensive configuration for the chemical profile of it. In this study, a strategy based on ultra-high performance liquid chromatography (UPLC) combined with Orbitrap mass spectrometer (MS) was established for rapidly characterizing various chemical components in S. crispa. Through the summarized MS/MS fragmentation patterns of reference compounds and systematic identification strategy, a total of 110 components attributed to six categories were identified for the first time. Moreover, allergic rhinitis (AR) is a worldwide inflammatory disease seriously affecting human health, and the development of drugs to treat AR has been a topic of interest. It has been reported that the extracts of S. crispa showed obvious inhibitory effects on degranulation of mast cell- and allergen-induced IgE and proinflammatory mediators, but the active components and specific mechanism were still not clear. Src family kinases (SFKs) participate in the initial stage of allergy occurrence, which are considered the targets of AR treatment. Herein, on the basis of that self-built chemical database, virtual screening was applied to predict the potential SFKs inhibitors in S. crispa, using known crystal structures of Hck, Lyn, Fyn, and Syk as receptors, followed by the anti-inflammatory activity evaluation for screened hits by intracellular calcium mobilization assay. As results, sparoside A was directly confirmed to have strong anti-inflammatory activity with an IC50 value of 5.06 ± 0.60 µM. This study provides a useful elucidation for the chemical composition of S. crispa, and demonstrated its potential inhibitory effects on AR, which could promote the research and development of effective agents from natural resources.


Assuntos
Anti-Inflamatórios não Esteroides/farmacologia , Espectrometria de Massas/métodos , Polyporales/química , Inibidores de Proteínas Quinases/química , Inibidores de Proteínas Quinases/farmacologia , Quinases da Família src/antagonistas & inibidores , Alcaloides/análise , Alcaloides/química , Animais , Anti-Inflamatórios não Esteroides/química , Benzofuranos/análise , Benzofuranos/química , Linhagem Celular , Cromatografia Líquida/métodos , Simulação por Computador , Avaliação Pré-Clínica de Medicamentos , Humanos , Ratos , Rinite Alérgica/tratamento farmacológico , Sesquiterpenos/análise , Sesquiterpenos/química , Esteróis/análise , Esteróis/química , Espectrometria de Massas em Tandem
20.
Biomed Chromatogr ; 33(12): e4677, 2019 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-31396971

RESUMO

An efficient ultra-performance liquid chromatography with diode-array detector method was established for simultaneous determination of six active components in Roukou Wuwei pills, namely gallic acid, piperine, costundide, dehydrocostus lactone, isoalantolactone and alantolactone. Chromatographic separation of six components was successfully achieved on an Waters BEH C18 column (50 × 2.1 mm, 1.7 µm) with a mobile phase composed of acetonitrile and water using a gradient elution. Gallic acid and piperine were detected at 270 nm and 343 nm, respectively; while costundide, dehydrocostus lactone, isoalantolactone and alantolactone were simultaneously measured at 225 nm. All six calibration curves showed good linearity (R2 ≥ 0.9994) between the peak area of each component and corresponding concentration. Relative standard deviations for inter- and intra-day precisions were <0.45 and 0.77%, respectively. The mean recovery rates ranged from 96.72 to 102.2% with relative standard deviations <2.07%. The developed method was validated in terms of linearity, precision and accuracy and then successfully applied for the quality control of commercial Roukou Wuwei samples.


Assuntos
Cromatografia Líquida de Alta Pressão/métodos , Medicamentos de Ervas Chinesas/análise , Medicamentos de Ervas Chinesas/química , Alcaloides/análise , Benzodioxóis/análise , Ácido Gálico/análise , Lactonas/análise , Limite de Detecção , Modelos Lineares , Piperidinas/análise , Alcamidas Poli-Insaturadas/análise , Reprodutibilidade dos Testes , Sesquiterpenos/análise
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