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1.
Chem Biodivers ; 20(8): e202300864, 2023 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-37459186

RESUMO

Dizygostemon riparius (Plantaginaceae) is an aromatic herbal species known as "Melosa", endemic to the Municipality of São Benedito do Rio Preto, East Maranhão state, Brazil. It has a refreshing and pleasant aroma and is used for food flavoring and controlling domestic animal parasites. This work aimed to evaluate the seasonal and circadian influence on the composition and production of essential oils (EOs) from D. riparius. The plant aerial parts were hydrodistilled, and the oils were analyzed by GC and GC/MS. The seasonal study was conducted from August 2019 to July 2020, and the circadian study in dry (November) and rainy (May) periods, at 6 am, 12 am, and 6 pm. The results showed that the medium EOs yield was 2.8 %, and the primary constituents (>2 %) were endo-fenchyl acetate (30.5-42.1 %) and endo-fenchol (31.6-37.4 %), (E)-caryophyllene (2.8-7.6 %), α-fenchene (3.3-6.5 %), p-cymene (0.7-4.5 %), and caryophyllene oxide (1.4-2.7 %). Yield and composition of EOs did not significantly correlate with the climatic parameters, but their seasonal percentages influenced their two main components due to precipitation and solar radiation environmental factors. Quantitative variability in the EOs composition during the dry and rainy seasons was observed in the circadian period. These data may be significant for the plant's economic use.


Assuntos
Óleos Voláteis , Plantaginaceae , Animais , Estações do Ano , Brasil
2.
Chem Biodivers ; 17(8): e1900733, 2020 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-32415726

RESUMO

Herbal medicines are widely used for the treatment of different types of diseases like skin and throat infections and other diseases in developing countries. Syzygium cumini (L.) Skeels fruit, leaves and bark were used for the remedies of different diseases anciently. The aim of the present study was to evaluate the chemical profile of Syzygium cumini leaves essential oil (EO) from Punjab, Pakistan. The essential oil was isolated using hydrodistillation technique and analyzed by gas chromatography (GC) and gas chromatography-mass spectrometry (GC/MS). Free radical scavenging capacity and antioxidant activity were assessed by using DPPH radical scavenging ability, inhibition of linoleic acid peroxidation, bleaching of ß-carotene in linoleic acid system and reducing power assays. Antimicrobial potential was assessed by disc diffusion assay and measurement of minimum inhibitory concentration (MIC) using resazurin microtiter-plate assay. The anti-heme biocrystallization activity of EO was also assessed. The major components (>3%) found in Syzygium cumini leaves EO were ß-farnesene (3.42 %), caryophyllenol (3.46 %), terpinen-4-ol (3.61 %), ß-myrcene (3.90 %), γ-cadinene (4.09 %), fenchol (4.22 %), cis-ß-ocimene (4.40 %) and 5-methyl-1,3,6-heptatriene (4.90 %). Excellent antioxidant, antimicrobial and weak antimalarial potential was observed. It can be concluded that Syzygium cumini leaves EO has potential application for food and pharmaceutical industries.


Assuntos
Óleos Voláteis/química , Óleos Voláteis/farmacologia , Folhas de Planta/química , Syzygium/química , Anti-Infecciosos/farmacologia , Antioxidantes/farmacologia , Cromatografia Gasosa-Espectrometria de Massas , Testes de Sensibilidade Microbiana , Paquistão
3.
Chem Biodivers ; 17(11): e2000462, 2020 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-32924270

RESUMO

Dizygostemon riparius (Plantaginaceae) is a new aromatic herbaceous species occurring in Maranhão State, Brazil. It is used as flavorings to remove domestic animal parasites and preventing mosquitoes. GC and GC/MS were used to analyze its essential oil, and a larvicidal bioassay was performed against Aedes albopictus larvae, a vector of arboviruses in Brazil. endo-Fenchyl acetate, endo-fenchol, (E)-caryophyllene, and caryophyllene oxide were the oil's primary constituents, totalizing 88.0 %. The two morphotypes of D. riparius, with purple and white flowers, did not present a significant difference in the oils' composition. From a chemotaxonomic point of view, D. riparius oil showed some similarities with other oils of Plantaginaceae, suggesting (E)-caryophyllene and caryophyllene oxide as possible chemical markers. The oil larvicidal action displayed the lowest and highest mortality percentage at 50 mg/L (2.0 %) and 600 mg/L (88.0 %). The fenchyl acetate and fenchol standards showed a lower and higher mortality percentage at a concentration of 300 mg/L (42.0 % and 26.0 %) and 900 mg/L (96.0 % and 98.0 %), respectively. The present study results with the D. riparius oil point to a new bioproduct with significant larvicidal activity.


Assuntos
Inseticidas/química , Óleos Voláteis/química , Plantaginaceae/química , Aedes/efeitos dos fármacos , Aedes/crescimento & desenvolvimento , Animais , Brasil , Cromatografia Gasosa-Espectrometria de Massas , Inseticidas/análise , Inseticidas/farmacologia , Larva/efeitos dos fármacos , Larva/crescimento & desenvolvimento , Óleos Voláteis/análise , Óleos Voláteis/farmacologia , Óleos de Plantas/química , Plantaginaceae/metabolismo
4.
Eur J Med Chem ; 275: 116596, 2024 Sep 05.
Artigo em Inglês | MEDLINE | ID: mdl-38889610

RESUMO

The increasing frequency of filovirus outbreaks in African countries has led to a pressing need for the development of effective antifilovirus agents. In continuation of our previous research on the antifilovirus activity of monoterpenoid derivatives, we synthesized a series of (+)-fenchol and (-)-isopinocampheol derivatives by varying the type of heterocycle and linker length. Derivatives with an N-alkylpiperazine cycle proved to be the most potent antiviral compounds, with half-maximal inhibitory concentration (IC50) 1.4-20 µÐœ against Lenti-EboV-GP infection and 11.3-47 µÐœ against Lenti-MarV-GP infection. Mechanism-of-action experiments revealed that the compounds may exert their action by binding to surface glycoproteins (GPs). It was demonstrated that the binding of the synthesized compounds to the Marburg virus GP is less efficient as compared to the Ebola virus GP. Furthermore, it was shown that the compounds possess lysosomotropic properties. Thus, the antiviral activity may be due to dual effects. This study offers new antiviral agents that are worthy of further exploration.


Assuntos
Antivirais , Antivirais/farmacologia , Antivirais/química , Antivirais/síntese química , Humanos , Internalização do Vírus/efeitos dos fármacos , Relação Estrutura-Atividade , Ebolavirus/efeitos dos fármacos , Estrutura Molecular , Relação Dose-Resposta a Droga , Animais , Testes de Sensibilidade Microbiana , Chlorocebus aethiops , Marburgvirus/efeitos dos fármacos
5.
J Ethnopharmacol ; 334: 118542, 2024 Nov 15.
Artigo em Inglês | MEDLINE | ID: mdl-38992404

RESUMO

ETHNOPHARMACOLOGICAL RELEVANCE: Dried roots of Peucedanum decursivum, a traditional Chinese medicine (TCM), has historically respiratory diseases such as cough, thick phlegm, headache, fever, and gynecological diseases, rheumatoid arthritis, and nasopharyngeal carcinoma. AIM OF THE STUDY: Made an endeavor to evaluate the research trajectory of P. decursivum, comprehensively discern its developmental status, and offer a guideline for future investigations. MATERIALS AND METHODS: A meticulous search of literatures and books from 1955 to 2024 via databases like PubMed, Web of Science and CNKI was conducted, including topics and keywords of " P. decursivum" "Angelica decursivum" and "Zihua Qianhu". RESULTS: P. decursivum and its prescriptions have traditionally been used for treating phlegm-heat cough, wind-heat cough, gastrointestinal diseases, pain relief and so on. It contains 234 identified compounds, encompassing coumarins, terpenes, volatile oils, phenolic acids, fatty acids and derivatives. It exhibits diverse pharmacological activities, including anti-asthmatic, anti-inflammatory, antioxidant effects, anti-hypertensive, anti-diabetic, anti-Alzheimer, and anti-cancer properties, primarily attributed to coumarins. Microscopic identification, HPLC fingerprinting, and bioinformatics identification are the primary methods currently used for the quality control. CONCLUSION: P. decursivum demonstrates anti-asthmatic, anti-inflammatory, and antioxidant effects, aligning with its traditional use. However, experimental validation of its efficacy against phlegm and viruses is needed. Additionally, analgesic effects mentioned in historical texts lack modern pharmacological studies. Numerous isolated compounds exhibit highly valuable medicinal properties. Future research can delve into exploring these substances further. Rigorous of heavy metal contamination, particularly Cd and Pb, is necessary. Simultaneously, investigating its pharmacokinetics and toxicity in humans is crucial for the safety.


Assuntos
Apiaceae , Etnobotânica , Etnofarmacologia , Compostos Fitoquímicos , Controle de Qualidade , Humanos , Compostos Fitoquímicos/farmacologia , Compostos Fitoquímicos/química , Compostos Fitoquímicos/uso terapêutico , Apiaceae/química , Animais , Medicamentos de Ervas Chinesas/farmacologia , Medicamentos de Ervas Chinesas/química , Medicamentos de Ervas Chinesas/uso terapêutico , Medicina Tradicional Chinesa/métodos
6.
Nat Prod Res ; : 1-7, 2023 Dec 26.
Artigo em Inglês | MEDLINE | ID: mdl-38146599

RESUMO

Strobilanthes Blume is a genus in the family Acanthaceae, with many species endemic to the Indian subcontinent. Strobilanthes sessilis Nees is endemic to the southern Western Ghats of India. The essential oil of dried inflorescence of S. sessilis was extracted using hydrodistillation method and the chemical composition was determined using GC and GC-MS techniques, which revealed the major compound to be endo-fenchyl acetate (89.33%). Other minor compounds like endo-fenchol (3.74%), (E)-caryophyllene (1.07%), and limonene and ß-phellandrene (0.55%) were also observed. The major diastereomer of fenchyl acetate was determined using 2D-NMR techniques like HSQC, HMBC, and ROESY to confirm the endo configuration. The optical rotation of the oil in different solvents deduced that the laevorotatory enantiomer of endo-fenchyl acetate as the major or single compound. S. sessilis could be further explored as a major source of endo-fenchyl acetate, which has high importance in flavouring and other biological applications.

7.
Front Aging Neurosci ; 13: 735933, 2021.
Artigo em Inglês | MEDLINE | ID: mdl-34707491

RESUMO

Multiple emerging evidence indicates that the gut microbiota contributes to the pathology of Alzheimer's disease (AD)-a debilitating public health problem in older adults. However, strategies to beneficially modulate gut microbiota and its sensing signaling pathways remain largely unknown. Here, we screened, validated, and established the agonists of free fatty acid receptor 2 (FFAR2) signaling, which senses beneficial signals from short chain fatty acids (SCFAs) produced by microbiota. The abundance of SCFAs, is often low in the gut of older adults with AD. We demonstrated that inhibition of FFAR2 signaling increases amyloid-beta (Aß) stimulated neuronal toxicity. Thus, we screened FFAR2 agonists using an in-silico library of more than 144,000 natural compounds and selected 15 of them based on binding with FFAR2-agonist active sites. Fenchol (a natural compound commonly present in basil) was recognized as a potential FFAR2 stimulator in neuronal cells and demonstrated protective effects against Aß-stimulated neurodegeneration in an FFAR2-dependent manner. In addition, Fenchol reduced AD-like phenotypes, such as Aß-accumulation, and impaired chemotaxis behavior in Caenorhabditis (C.) elegans and mice models, by increasing Aß-clearance via the promotion of proteolysis and reduced senescence in neuronal cells. These results suggest that the inhibition of FFAR2 signaling promotes Aß-induced neurodegeneration, while the activation of FFAR2 by Fenchol ameliorates these abnormalities by promoting proteolytic Aß-clearance and reducing cellular senescence. Thus, stimulation of FFAR2 signaling by Fenchol as a natural compound can be a therapeutic approach to ameliorate AD pathology.

8.
ACS Biomater Sci Eng ; 6(7): 3832-3842, 2020 07 13.
Artigo em Inglês | MEDLINE | ID: mdl-33463357

RESUMO

In this study, we present a new approach toward the design of ionic liquids with biological activity. Structural analysis of bioactive compounds was performed to design-in a technological and economic manner-salts with potential antifungal properties. The length of the alkyl chain as well as the task-specific component in the cation, the type of amine core, and the type of anion were considered as having an essential impact on achieving desired biological activity. Herein, we present the synthesis and characterization of ionic liquids based on monoterpene derivatives-namely, (1R,2S,5R)-(-)-menthol or bicyclic (1R)-endo-(+)-fenchol-from renewable sources. These new salts were synthesized with high yields (>96%) in mild conditions via a two-step procedure. Physicochemical properties (i.e., melting point, thermal stability, crystal shape, specific rotation, surfactant content, solubility, and surface activity) were analyzed in detail. The obtained results suggested the influence of the steric hindrance of the discussed salts on the reactivity, solubility, thermal stability, and surface properties of the studied compounds. Their potential selectivity in antifungal therapy was studied using Langmuir monolayer mimicking fungal (ergosterol) and mammalian (cholesterol) membranes. The model study confirmed the selective destabilizing activity of terpene-based ionic liquids on the fungus membrane.


Assuntos
Líquidos Iônicos , Animais , Ânions , Antifúngicos , Solubilidade , Terpenos
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