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1.
J Pharm Biomed Anal ; 242: 116066, 2024 May 15.
Artigo em Inglês | MEDLINE | ID: mdl-38417325

RESUMO

Toxicodendron vernicifluum bark has been used for many years as a component in foods and as a traditional herbal medication. Unfortunately, the presence of urushiols, which induce allergies, limits its application. This study used a vortex-blending matrix solid-phase dispersion microextraction technique to extract urushiols from Toxicodendron vernicifluum bark. HPLC was used to evaluate the amounts of the extracted urushiols (15:0, 15:1, 15:2, and 15:3). The modified magnetic adsorbent was prepared through an in situ coprecipitation method and characterized using a variety of techniques. The optimized extraction conditions are as follows: using magnetic Zeolite Socony Mobil-Five as an adsorbent, a 1:2 sample/adsorbent ratio, 2.5 min of vortex-blending time, 4 mL of 0.1% (V/V) trifluoroacetic acid-methanol as the elution solvent and 8 min of ultrasound time. There was good linearity and high repeatability in the method. Furthermore, the limits of detection for the urushiols ranged from 0.20 to 0.50 µg/mL. Under the optimized conditions, 50 compounds were identified by ultra high performance liquid chromatography and quadrupole time-of-flight mass spectrometry. These compounds included 8 phenolic acids, 9 monomeric urushiols, 11 urushiol dimers, 10 other components, and 11 flavonoids. The suggested approach, which has the advantages of few stages and high extraction efficiency over existing extraction procedures, is a potentially useful method for obtaining and evaluating urushiols in raw materials or extracts.


Assuntos
Toxicodendron , Cromatografia Líquida de Alta Pressão/métodos , Toxicodendron/química , Casca de Planta/química , Catecóis/análise , Extração em Fase Sólida/métodos
2.
Fitoterapia ; 163: 105332, 2022 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-36243242

RESUMO

Six new compounds (1-6), including two abietane diterpenes (1,2) and four benzofuran neolignans (3-6), along with five known compounds (7-11) were isolated and identified through phytochemical investigation on the resins of Toxicodendron vernicifluum (Toxicodendri Resina). The structures of the new compounds were fully elucidated by their 1D and 2D NMR, HRESIMS, UV, and IR spectroscopic data analyses. The absolute configurations of 1-4 were deduced by comparison of the experimental and calculated electronic circular dichroism (ECD) data. The inhibitory effects of the isolates on myocardial fibrosis induced by TGF-ß were examined, and compounds 1, 5, and 7-10 showed the anti-proliferation of myocardial fibroblasts at the concentrations of 10-40 µM in a dose-dependent manner.


Assuntos
Benzofuranos , Diterpenos , Lignanas , Toxicodendron , Abietanos/farmacologia , Toxicodendron/química , Estrutura Molecular , Resinas Vegetais , Diterpenos/farmacologia
3.
Phytomedicine ; 100: 154041, 2022 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-35306369

RESUMO

BACKGROUND: Oxidative stress is considered to be a pathological factor of various neurodegenerative diseases. Studies have confirmed the antioxidant activity of T. vernicifluum. However, the main active components responsible for antioxidant activity remain unknown. OBJECTIVE: The aim of this study is to explore the activities of vernicidin B on oxidative stress injury induced by H2O2 in SH-SY5Y cells, and the underlying mechanism of vernicidin B in oxidative stress-related neurological diseases is further discussed. METHODS: Various separation methods were used to isolate and identify the compounds in an EtOAc extract of T. vernicifluum. The structures of the isolates were clarified by HR-TOF-MS and 1D/2D NMR data and compared with findings in previous literature. The MTT assay was used to evaluate the potential antioxidant activity of the isolated flavonoids. The apoptosis rate, mitochondrial reactive oxygen species (ROS) level and mitochondrial potential were measured by flow cytometry and fluorescence microscope. The levels of related proteins were detected by Western blotting. RESULTS: Four new flavan-3,4-diols (1-4, vernicidins A-D) and 11 known flavonoids (5-15) were purified from the EtOAc extract of T. vernicifluum. Among these compounds, vernicidin B showed the most promising potential for protecting SH-SY5Y cells from H2O2-induced oxidative stress. Moreover, pretreatment with vernicidin B decreased ROS production and mitochondrial membrane potential and significantly attenuated H2O2-induced apoptosis in a dose-dependent manner. Mechanistically, the antioxidant stress activities of vernicidin B were confirmed to be related to the IL-6/Nrf2 cross-talks pathway and its downstream pathways, including PI3K/Akt/mToR-Gsk3ß, JAK2/STAT3 and MAPKs. CONCLUSIONS: Our findings suggested that vernicidin B can improve the oxidative stress injury induced by H2O2 through IL-6/Nrf2 cross-talks pathway, indicating that it may be a potential candidate drug for the treatment of oxidative stress-related neurodegenerative diseases.


Assuntos
Antioxidantes , Flavonoides , Doenças Neurodegenerativas , Toxicodendron , Antioxidantes/farmacologia , Apoptose , Flavonoides/farmacologia , Humanos , Peróxido de Hidrogênio , Interleucina-6/metabolismo , Fator 2 Relacionado a NF-E2/metabolismo , Estresse Oxidativo , Fosfatidilinositol 3-Quinases/metabolismo , Extratos Vegetais/farmacologia , Proteínas Proto-Oncogênicas c-akt/metabolismo , Espécies Reativas de Oxigênio/metabolismo , Toxicodendron/química
4.
Molecules ; 26(2)2021 Jan 15.
Artigo em Inglês | MEDLINE | ID: mdl-33467697

RESUMO

Lacquer sap has been used by humans from antiquitywhen it was treated as a luxury item because of its desirable physical properties. In modern times, although access barriers are lower, lacquer is still considered to be rare and valuable. Thus, low quality, inexpensive Vietnamese and Myanmarese lacquers and cashew nutshell liquid are frequently added to the costly Toxicodendron vernicifluum lacquer sap from Korea, China, and Japan. However, these blended lacquers can diminish the quality of artisan works. The Toxicodendron vernicifluum lacquer saps mixed with other natural lacquers were characterized using time-of-flight secondary-ion mass spectrometry (ToF-SIMS) and high-performance liquid chromatography (HPLC). ToF-SIMS provided the chemical structure of the lacquer monomer, copolymerized dimers, trimers, etc. HPLC provided quantitative analysis of the components of a randomly mixed lacquer. These techniques can be used to control the quality of commercial lacquer sap for the Asian lacquer industry and the traditional conservation of ancient objects.


Assuntos
Produtos Biológicos/análise , Laca/análise , Toxicodendron/química , Árvores/química , Cromatografia Líquida de Alta Pressão/métodos , Humanos , Espectrometria de Massa de Íon Secundário/métodos
5.
J Ethnopharmacol ; 267: 113476, 2021 Mar 01.
Artigo em Inglês | MEDLINE | ID: mdl-33075438

RESUMO

ETHNOPHARMACOLOGICAL RELEVANCE: Toxicodendron vernicifluum (Stokes) F.A. Barkley (syn. Rhus verniciflua or vernicifera Stokes, Anacardiaceae) (RVS), the lacquer tree, also known as sumac, has been used in China, Japan and South Korea for thousands of years as a highly durable coating material and a traditional herbal medicine, which contains medicinal ingredients with anti-tumor, anti-inflammatory, antiviral, and anti-rheumatic activities. AIM OF THIS REVIEW: This review intends to provide a comprehensive and critical appraisal of RVS, including its phytochemical data, botanical and pharmacological literature that support its therapeutic potential in treatment on human diseases, with emphasis on the isolation of natural occurring compounds and detailed pharmacological investigations. MATERIALS AND METHODS: Specific information of RVS was collected by using the key words "Toxicodendron vernicifluum", "Rhus verniciflua Stokes", "Rhus vernicifera Stokes" and "Lacquer tree" through published scientific materials (including PubMed, ScienceDirect, Wiley, ACS, CNKI, Scifinder, Springer, Web of Science, Google Scholar, and Baidu Scholar) and other literature sources. RESULTS: The major phytoconstituents, 175 of which are presented in this review, including flavonoids, urushiols, terpenes, phenolic acids and other types of compounds, of which flavonoids and urushiols are main components. The extracts and isolates purified from RVS showed a wide range of in vitro and in vivo pharmacological effects, such as anti-cancer, anti-oxidation, anti-inflammatory, antimicrobial, tyrosinase inhibition and so on. CONCLUSION: The modern pharmacological research of RVS mainly focus on the pharmacological effects of crude extract or active constituents, of which the flavonoids are widely studied. However, there are few reports on the relationship between pharmacological effects and their structures. And at present, there is still a lack of researches that are of both effective and in-depth. Meanwhile, there is little research on quality control. Apart from the wood and lacquer, other botanical parts also need to be explored further. In addition to phenolic compounds, the study on other types of components in T. vernicifluum would start more sparks for the discovery of new bioactive principles.


Assuntos
Medicina Tradicional do Leste Asiático , Compostos Fitoquímicos/farmacologia , Extratos Vegetais/farmacologia , Toxicodendron , Animais , Humanos , Compostos Fitoquímicos/isolamento & purificação , Fitoterapia , Extratos Vegetais/isolamento & purificação , Toxicodendron/química
6.
PLoS One ; 15(11): e0241805, 2020.
Artigo em Inglês | MEDLINE | ID: mdl-33152052

RESUMO

Toxicodendron vernicifluum Stokes has long been used as a food supplement and traditional herbal medicine in East Asia. We applied a new extraction method to produce Toxicodendron vernicifluum Stokes extract (TVSE), that doesn't contain urushiol (an allergenic toxin) but dose have higher levels of some flavonoids such as fustin and fisetin. This study was conducted to investigate the anticancer effects of TVSE in an in vivo system. Fifty BALB/c mice were acclimated for one week and then injected with 4T1 murine mammary carcinoma cells in mammary fat pads. After 7 days, the mice were randomly divided into 5 groups, and orally administered with 0, 50, 100, 200 or 400 mg of TVSE/kg body weight (BW)/day for 20 days. TVSE reduced tumor volume and weight dose-dependently. The expression of Ki67 was significantly reduced and the number of TUNEL-positive apoptotic cells was significantly increased in the TVSE-treated group over 100 mg/kg BW/day. While tumor nodules were not found in the liver, but only in lungs, the number of tumor nodules was reduced in a dose-dependent manner in the TVSE treated groups compared to the control group. In breast tumors, expression of platelet endothelial cell adhesion molecule (PECAM-1) and vascular endothelial growth factor (VEGF) was reduced by TVSE treatment. TVSE treatment significantly suppressed mRNA expression in tumors of matrix metalloproteinase (MMP)-2, tissue inhibitor of metalloproteinase (TIMP)-1, urokinase-type plasminogen activator (uPA), intercellular adhesion molecule (ICAM)-1, and vascular cell adhesion molecule (VCAM)-1 while increasing plasminogen activator inhibitor (PAI)-1. These results suggest that TVSE is potentially beneficial for the suppression of breast cancer growth and its-associated lung metastasis.


Assuntos
Neoplasias Pulmonares/tratamento farmacológico , Neoplasias Pulmonares/secundário , Neoplasias Mamárias Experimentais/tratamento farmacológico , Extratos Vegetais/administração & dosagem , Toxicodendron/química , Administração Oral , Animais , Linhagem Celular Tumoral , Proliferação de Células/efeitos dos fármacos , Sobrevivência Celular/efeitos dos fármacos , Relação Dose-Resposta a Droga , Feminino , Flavonoides/química , Regulação Neoplásica da Expressão Gênica/efeitos dos fármacos , Redes Reguladoras de Genes/efeitos dos fármacos , Neoplasias Pulmonares/genética , Neoplasias Pulmonares/metabolismo , Neoplasias Mamárias Experimentais/genética , Neoplasias Mamárias Experimentais/metabolismo , Camundongos , Camundongos Endogâmicos BALB C , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Extratos Vegetais/farmacologia , Distribuição Aleatória , Resultado do Tratamento , Ensaios Antitumorais Modelo de Xenoenxerto
7.
Molecules ; 24(23)2019 Nov 20.
Artigo em Inglês | MEDLINE | ID: mdl-31757036

RESUMO

Poison ivy (Toxicodendron radicans (L.) Kuntze) shows accession-level differentiation in a variety of morphometric traits, suggesting local adaptation. To investigate whether the presumed defense compound urushiol also demonstrates accession-level accumulation differences, in vitro nascent germinated poison ivy seedlings from geographically isolated populations were germinated in vitro and then assayed for known urushiol congener accumulation levels. Significant accession-level differences in the accumulation levels of total C15- and C17-, total C15-, total C17-, specific C15 congeners, and specific C17 congeners of urushiol were identified. In addition, hereto novel C15- and C17-urushiol isomers were identified as well. Cardanols are assumed to be the penultimate metabolites giving rise to urushiols, but this assumption was not previously empirically validated. C15-cardanol congeners and isomers corresponding to expected substrates needed to produce the observed C15-urushiol congeners and isomers were identified in the same poison ivy seedling extracts. Total C15-cardanol and C15-cardanol congeners also showed significant accession-level differences. Based on the observed C15-cardanol congeners in poison ivy, the penultimate step in urushiol biosynthesis was proposed to be a cardanol-specific hydroxylase activity.


Assuntos
Fenóis , Extratos Vegetais/química , Plântula , Toxicodendron , Fenóis/química , Fenóis/metabolismo , Plântula/química , Plântula/metabolismo , Toxicodendron/química , Toxicodendron/metabolismo
8.
JCI Insight ; 52019 06 11.
Artigo em Inglês | MEDLINE | ID: mdl-31184997

RESUMO

In the United States, poison ivy exposure is the most common naturally occurring allergen to cause allergic contact dermatitis (ACD). The immune and pruritic mechanisms associated with poison ivy ACD remain largely unexplored. Here, we compared skin whole transcriptomes and itch mediator levels in mouse ACD models induced by the poison ivy allergen, urushiol, and the synthetic allergen, oxazolone. The urushiol model produced a Th2-biased immune response and scratching behavior, resembling findings in poison ivy patients. Urushiol-challenged skin contained elevated levels of the cytokine thymic stromal lymphopoietin (TSLP), a T-cell regulator and itch mediator, and pruritogenic serotonin (5-HT) and endothelin (ET-1), but not substance P (SP) or histamine. The oxazolone model generated a mixed Th1/Th2 response associated with increased levels of substance P, 5-HT, ET-1, but not TSLP or histamine. Injections of a TSLP monoclonal neutralizing antibody, serotonergic or endothelin inhibitors, but not SP inhibitors or antihistamines, reduced scratching behaviors in urushiol-challenged mice. Our findings suggest that the mouse urushiol model may serve as a translational model of human poison ivy ACD study. Inhibiting signaling by TSLP and other cytokines may represent alternatives to the standard steroid/antihistamine regimen for steroid-resistant or -intolerant patients and in exaggerated systemic responses to poison ivy.


Assuntos
Citocinas/metabolismo , Dermatite por Toxicodendron/imunologia , Prurido/imunologia , Células Th2/imunologia , Toxicodendron/imunologia , Alérgenos/imunologia , Animais , Catecóis/imunologia , Citocinas/antagonistas & inibidores , Citocinas/imunologia , Dermatite por Toxicodendron/complicações , Dermatite por Toxicodendron/tratamento farmacológico , Modelos Animais de Doenças , Perfilação da Expressão Gênica , Humanos , Mediadores da Inflamação/metabolismo , Masculino , Camundongos , Oxazolona/imunologia , Prurido/tratamento farmacológico , Transdução de Sinais/efeitos dos fármacos , Transdução de Sinais/imunologia , Pele/efeitos dos fármacos , Pele/imunologia , Pele/metabolismo , Células Th2/metabolismo , Toxicodendron/química , Linfopoietina do Estroma do Timo
9.
Biomolecules ; 9(4)2019 03 29.
Artigo em Inglês | MEDLINE | ID: mdl-30934938

RESUMO

This work tested antioxidant, anti-lung cancer, and antibacterial activities by in vitro, in vivo, and computational experiments for the metabolites extracted from the bark, seed, and stem of Toxicodendron vernicifluum. The results showed that all the extracts significantly scavenged 1,2-diphenyl-1-picrylhydrazyl (DPPH) in a dose-dependent manner. But, the total phenol content (TPC) ranged from 2.12 to 89.25% and total flavonoids content (TFC) ranged from 1.02 to 15.62% in the extracts. The methanolic bark extract (MBE) exhibited higher DPPH scavenging activity than the other extracts, probably due to the higher content of the TPC and TFC present in it. Among the extracts, only the MBE showed anti-lung cancer activity at an acceptable level with a therapeutic index value (22.26) against human lung carcinoma. This was due to the cancer cell death in A549 induced by MBE through reactive oxygen species (ROS) generation, apoptosis, and cell arrest in G1 phase and inhibition of anti-pro-apoptotic protein survivin. Among the extracts, MBE showed significantly higher antibacterial activity as evident through the higher zone of inhibition 13 ± 0.5 mm against methycilin resistant strain of Staphylococcus aureus (MRSA), Salmonila enteria subp. enterica, and P. aeruginosa, 11 ± 0.3 mm against E. coli and 10 ± 0.2 mm against B. cereus. The MBE also showed an excellent antibacterial activity with lower minimal inhibitory concentration (MIC). Particularly, the MBE showed more significant antibacterial activity in MRSA. The in vivo antibacterial activity of the MBE was further tested in C. elegans model. The treatment of the MRSA induced cell disruption, damage and increased mortality of C. elegans as compared to the untreated and MBE treated C. elegans with normal OP50 diet. Moreover, the MBE treatment enhanced the survival of the MRSA infected C. elegans. The compounds, such as 2,3,3-trimethyl-Octane and benzoic from the MBE, metabolized the novel bacterial topoisomerases inhibitor (NBTI) and MRSA related protein (PBP2a). Overall the T. vernicifluum is potentially bioactive as evident by antioxidant, anti-lung cancer, and antibacterial assays. Further studies were targeted on the purification of the novel compounds for the clinical evaluation.


Assuntos
Antibacterianos/farmacologia , Antineoplásicos/farmacologia , Antioxidantes/farmacologia , Bactérias/efeitos dos fármacos , Compostos de Bifenilo/antagonistas & inibidores , Neoplasias Pulmonares/tratamento farmacológico , Picratos/antagonistas & inibidores , Toxicodendron/química , Células A549 , Animais , Antibacterianos/química , Antibacterianos/isolamento & purificação , Antineoplásicos/química , Antineoplásicos/isolamento & purificação , Antioxidantes/química , Antioxidantes/isolamento & purificação , Caenorhabditis elegans/efeitos dos fármacos , Proliferação de Células/efeitos dos fármacos , Sobrevivência Celular/efeitos dos fármacos , Relação Dose-Resposta a Droga , Ensaios de Seleção de Medicamentos Antitumorais , Cromatografia Gasosa-Espectrometria de Massas , Humanos , Neoplasias Pulmonares/patologia , Testes de Sensibilidade Microbiana , Espécies Reativas de Oxigênio/metabolismo , Relação Estrutura-Atividade
10.
Sci Rep ; 9(1): 5787, 2019 04 08.
Artigo em Inglês | MEDLINE | ID: mdl-30962456

RESUMO

Silver nanoparticles (AgNPs) are gaining importance in health and environment. This study synthesized AgNPs using the bark extract of a plant, Toxicodendron vernicifluum (Tv) as confirmed by a absorption peak at 420 nm corresponding to the Plasmon resonance of AgNPs. The AgNPs were spherical, oval-shaped with size range of 2-40 nm as evident by field emission transmission electron microscopy (FE-TEM) and particle size analysis (PSA). The particles formed were crystalline by the presence of (111), (220) and (200) planes, as revealed by X ray diffraction (XRD) and energy dispersive spectroscopy (EDS). The presence of amine, amide, phenolic, and alcoholic aromatics derived from Tv extract was found to be capping and or reducing agents as evident by Fourier-transform infrared spectroscopy (FTIR) spectra. The Tv-AgNPs were observed to be biocompatible to chick embryonic and NIH3T3 cells at various concentrations. Interestingly, Tv-AgNPs at the concentration of 320 µg. mL-1 induced 82.5% of cell death in human lung cancer, A549 cells and further 95% of cell death with annexin V FITC/PI based apoptosis. The Tv-AgNPs selectively targeted and damaged the cancer cells through ROS generation. The Tv-AgNPs displayed minimal inhibitory concentration (MIC) of 8.12 µg.mL-1 and 18.14 µg.mL-1 against STEC and H. pylori respectively. This multi-potent property of Tv-AgNPs was due to shape and size specific property that facilitated easy penetration into the bacterial and cancer cells for targeted therapy.


Assuntos
Antibacterianos/química , Antineoplásicos/química , Helicobacter pylori/efeitos dos fármacos , Nanopartículas Metálicas/química , Células A549 , Animais , Antibacterianos/toxicidade , Antineoplásicos/toxicidade , Apoptose , Sobrevivência Celular/efeitos dos fármacos , Humanos , Camundongos , Células NIH 3T3 , Extratos Vegetais/química , Prata/química , Toxicodendron/química
11.
Carbohydr Res ; 474: 57-66, 2019 Feb 15.
Artigo em Inglês | MEDLINE | ID: mdl-30738956

RESUMO

The N-glycans in Toxicodendron vernicifluum (Rhus vernicifera) lacquer laccase was elucidated for the first time through a combination of enzymatic digestion and subsequent mass spectrometry measurements using LC-MS/MS and MALDI-TOF MS. Lacquer laccase was isolated from a Japanese lacquer acetone powder from consecutive Sephadex C-50 and DEAE A-50 column chromatography. Trypsin and chymotrypsin digestions of the lacquer laccase resulted in a mixture of peptides and N-glycopeptides, which were treated with peptide-N-glycosidases and then Nα-(aminooxyacetyl)tryptophanylarginine methyl ester (aoWR) to give the aoWR-labelled N-glycans. The MS measurements revealed that GlcNAc4Hex5Fuc3Xyl1 N-glycan was attached at 12 N-glycosylation sites (Asn 5, 14, 180, 194, 233, 274, 284, 347, 364, 381, 398, and 519), GlcNAc3Hex4Fuc2Xyl1 N-glycan at two sites (Asn 124 and 454), and GlcNAc3Hex6Fuc1Xyl1 N-glycan at one site (Asn 28). A database search (Mascot search) of the peptides also suggested the presence of N-glycans at the 15 potential N-glycosylation sites (Asn-X-Ser/Thr).


Assuntos
Glicopeptídeos/análise , Lacase/química , Proteínas de Plantas/química , Polissacarídeos/química , Toxicodendron/química , Sequência de Aminoácidos , Sequência de Carboidratos , Cromatografia em Gel , Quimotripsina/química , Glicopeptídeos/química , Glicosídeo Hidrolases/química , Glicosilação , Lacase/isolamento & purificação , Proteínas de Plantas/isolamento & purificação , Proteólise , Espectrometria de Massas por Ionização e Dessorção a Laser Assistida por Matriz , Tripsina/química
12.
Molecules ; 24(4)2019 Feb 14.
Artigo em Inglês | MEDLINE | ID: mdl-30769845

RESUMO

The stem bark of Toxicodendron vernicifluum (TVSB) has been widely used as a traditional herbal medicine and food ingredients in Korea. However, its application has been restricted due to its potential to cause allergies. Moreover, there is limited data available on the qualitative and quantitative changes in the composition of its phytochemicals during fermentation. Although the Formitella fraxinea-mediated fermentation method has been reported as an effective detoxification tool, changes to its bioactive components and the antioxidant activity that takes place during its fermentation process have not yet been fully elucidated. This study aimed to investigate the dynamic changes of urushiols, bioactive compounds, and antioxidant properties during the fermentation of TVSB by mushroom F. fraxinea. The contents of urushiols, total polyphenols, and individual flavonoids (fisetin, fustin, sulfuretin, and butein) and 1,2,3,4,6-penta-O-galloyl-ß-D-glucose (PGG) significantly decreased during the first 10 days of fermentation, with only a slight decrease thereafter until 22 days. Free radical scavenging activities using 2,2-diphenyl-1-picrylhydrazyl (DPPH), 2,2'-azino-bis(3-ethylbenzothiazoline-6- sulfonic acid) (ABTS), and ferric reducing/antioxidant power (FRAP) as an antioxidant function also decreased significantly during the first six to nine days of fermentation followed by a gentle decrease up until 22 days. These findings can be helpful in optimizing the F. fraxinea⁻mediated fermentation process of TVSB and developing functional foods with reduced allergy using fermented TVSB.


Assuntos
Antioxidantes/química , Compostos Fitoquímicos/química , Extratos Vegetais/química , Toxicodendron/química , Benzotiazóis/química , Catecóis/química , Fermentação , Taninos Hidrolisáveis/química , Casca de Planta/química , Casca de Planta/microbiologia , Extratos Vegetais/farmacologia , Polifenóis/química , Polyporaceae/química , Polyporaceae/metabolismo , Ácidos Sulfônicos/química
13.
Fitoterapia ; 134: 81-87, 2019 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-30690126

RESUMO

In this study, a new flavonolignan vernicilignan A was isolated from Toxicodendron vernicifluum. The neuroprotective effects of this compound against H2O2 induced cell injury in SH-SY5Y cells were evaluated by MTT assay and LDH release assay. Vernicilignan A dose-dependently attenuated the cell injury and LDH release induced by H2O2 in SH-SY5Y cells. Further study indicated that vernicilignan A reduced cell apoptosis caused by H2O2 treatment via regulation of some apoptotic related proteins including Bax, Bcl-2, caspase 3 and caspase 9. Also, vernicilignan A increase the cell viability of H2O2 treated cells via the activation of Akt and GSK3ß. Base on the findings, vernicilignan A exhibited neuroprotective effects through the activation of PI3K/Akt signaling and inhibition of mitochondria apoptosis pathway. Vernicilignan A might be a promising therapeutic agent for oxidative stress induced neurodegenerative diseases.


Assuntos
Flavonolignanos/farmacologia , Fármacos Neuroprotetores/farmacologia , Estresse Oxidativo/efeitos dos fármacos , Toxicodendron/química , Apoptose , Caspase 3/metabolismo , Caspase 9/metabolismo , Linhagem Celular , Sobrevivência Celular , China , Flavonolignanos/isolamento & purificação , Humanos , Peróxido de Hidrogênio , Mitocôndrias , Estrutura Molecular , Fármacos Neuroprotetores/isolamento & purificação , Fosfatidilinositol 3-Quinases/metabolismo , Compostos Fitoquímicos/isolamento & purificação , Compostos Fitoquímicos/farmacologia , Proteínas Proto-Oncogênicas c-akt/metabolismo , Proteínas Proto-Oncogênicas c-bcl-2/metabolismo , Transdução de Sinais , Madeira/química , Proteína X Associada a bcl-2/metabolismo
15.
Anal Sci ; 33(11): 1253-1257, 2017.
Artigo em Inglês | MEDLINE | ID: mdl-29129864

RESUMO

The chemical structure of fresh lacquer sap collected from a lacquer tree growing in Nago City of Okinawa, Japan, was analyzed by gas chromatography/mass-spectrometry (GC/MS) and nuclear magnetic resonance (NMR). The results showed that Nago lacquer is laccol lacquer and its major components are 3-(heptadeca-10Z,13E,15E-trienyl)catechol, 3-(heptadeca-10Z,13E-dienyl)catechol, 3-(heptadeca-14Z-enyl)catechol, and 3-(heptadeca-12Z-enyl)catechol, which are similar to the components of Vietnamese lacquer. It showed higher laccase activity at pH 5 - 8 and better low temperature adaptability than Vietnamese lacquer. The Nago lacquer reached a dust free dry (DF) condition after 6 h, but Vietnamese lacquer did not. However, both were able to achieve harden dry (HD) in 24 h at 25°C, 80% relative humidity. In order to identify the lacquer provenance, the strontium isotope ratio was analyzed. The strontium isotope ratio (87Sr/86Sr) of Nago lacquer was 0.7110, which is different from the 0.7450 of Vietnamese lacquer.


Assuntos
Toxicodendron/química , Árvores/química , Dessecação , Lacase/metabolismo , Toxicodendron/enzimologia , Árvores/enzimologia , Xilema/química
16.
Pharmacol Res ; 121: 230-239, 2017 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-28483479

RESUMO

Acquired lymphedema is a pathological condition associated with lymphatic dysfunction caused by surgical treatments for cancer. Although global estimates of the prevalence of acquired lymphedema have been rising, there are currently no effective therapeutics available. Since adipose tissue accumulation is a clinical hallmark of lymphedema, we hypothesized that regulation of adipogenesis in lymphedematous tissue could be used as a therapeutic intervention against lymphedema. Toward this, we investigated the possibility of anti-adipogenic 30% ethanol Rhus verniciflua Stokes (RVS) extract as a potential lymphedema treatment. Oral administration of RVS extract ameliorated volumetric symptoms of lymphedema in a mouse model. RVS administration also reduced adipose tissue accumulation in lymphedematous tissue and downregulated expression of adipocyte markers, including Pparγ and Fabp4. Sulfuretin was identified as a major bioactive compound in the 30% ethanol RVS extract in liquid chromatography-mass spectrometry analysis. Similar to the activities of RVS, sulfuretin inhibited adipocyte differentiation in 3T3-L1 preadipocytes. Moreover, treatment with sulfuretin on lymphedema-induced mice reduced lymphedema volume, decreased the expression of adipogenic markers, but induced the expression of markers associated with lymphangiogenesis. Taken together, our data raise the possibility that sulfuretin might be used in therapeutic interventions against acquired lymphedema.


Assuntos
Adipogenia/efeitos dos fármacos , Benzofuranos/uso terapêutico , Linfedema/tratamento farmacológico , Extratos Vegetais/uso terapêutico , Células 3T3-L1 , Administração Oral , Animais , Benzofuranos/administração & dosagem , Benzofuranos/química , Benzofuranos/farmacologia , Flavonoides/administração & dosagem , Flavonoides/química , Flavonoides/farmacologia , Flavonoides/uso terapêutico , Regulação da Expressão Gênica/efeitos dos fármacos , Linfedema/genética , Linfedema/fisiopatologia , Masculino , Camundongos , Camundongos Endogâmicos ICR , Extratos Vegetais/administração & dosagem , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Toxicodendron/química
17.
Biosci Biotechnol Biochem ; 81(6): 1165-1175, 2017 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-28485213

RESUMO

Lacquer tree sap, a raw material of traditional paints in East Asia, is hardened through laccase-catalyzed oxidation and the following polymerization of phenolic compound urushiol. In the sap's water-insoluble fraction, we found two plantacyanins and a ferritin 2 domain-containing protein (TvFe2D, a homolog of Arabidopsis AT1G47980 and AT3G62730). The recombinant TvFe2D protein suppressed the accumulation of laccase-catalyzed oxidation products of a model substrate syringaldazine without decreasing oxygen consumption, the second substrate of laccase. The suppression was also observed when another substrate guaiacol or another oxidizing enzyme peroxidase was used. The functional domain of the suppression was the C-terminal half, downstream of the ferritin 2 domain. The results suggest that this protein may be involved in regulating the sap polymerization/hardening. We also discuss the possibility that homologous proteins of TvFe2D in other plants might be involved in the laccase- or peroxidase-mediated polymerization of phenolic compounds, such as lignin and flavonoids.


Assuntos
Regulação da Expressão Gênica de Plantas , Lacase/metabolismo , Laca/análise , Metaloproteínas/metabolismo , Peroxidases/metabolismo , Proteínas de Plantas/metabolismo , Toxicodendron/metabolismo , Sequência de Aminoácidos , Biocatálise , Catecóis/metabolismo , Clonagem Molecular , Escherichia coli/genética , Escherichia coli/metabolismo , Ferritinas/química , Guaiacol/metabolismo , Hidrazonas/metabolismo , Cinética , Lacase/genética , Lignina/metabolismo , Metaloproteínas/genética , Oxirredução , Consumo de Oxigênio , Peroxidases/genética , Proteínas de Plantas/genética , Polimerização , Domínios Proteicos , Proteínas Recombinantes/genética , Proteínas Recombinantes/metabolismo , Alinhamento de Sequência , Homologia de Sequência de Aminoácidos , Especificidade por Substrato , Toxicodendron/química , Árvores
18.
Homeopathy ; 105(4): 299-308, 2016 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-27914569

RESUMO

OBJECTIVE: To determine the possible effect of two homeopathic medicines, Ruta graveolens 5CH and Rhus toxicodendron 9CH, in the prevention of aromatase inhibitor (AI) associated joint pain and/or stiffness in women with early, hormone-receptor positive, breast cancer. METHODS: This prospective, unrandomized observational study was carried out between April and October 2014. Women were recruited in two groups, according to which of the two study centres they attended: one receiving homeopathy in addition to standard treatment (group H) and a control group, receiving standard treatment (group C). All women were treated with an AI. In addition, women in group H also took Ruta graveolens 5CH and Rhus toxicodendron 9CH (5 granules, twice a day) up to 7 days before starting AI treatment. The homeopathic medicines were continued for 3 months. Demographic and clinical data were recorded using a self-assessment questionnaire at inclusion (T0) and 3 months (T3). Primary evaluation criteria were the evolution of scores for joint pain and stiffness, the impact of pain on sleep and analgesic consumption in the two groups after 3 months of treatment. RESULTS: Forty patients (mean age 64.9±8.1 years) were recruited, 20 in each group. Two-thirds of the patients had joint pain before starting AI treatment. There was a significant difference in the evolution of mean composite pain score between T0 and T3 in the two groups (-1.3 in group H vs. +3.4 in group C; p=0.0001). The individual components of the pain score (frequency, intensity and number of sites of pain) also decreased significantly in group H. Nine patients in group C (45%) vs. 1 (5%) in group H increased their analgesic consumption between T0 and T3 (p=0.0076). After 3 months of treatment, joint pain had a worse impact on sleep in patients in group C (35% vs. 0% of patients; p=0.0083). The differences observed in the evolution of morning and daytime stiffness between the two groups were smaller (p=0.053 and p=0.33, respectively), with the exception of time necessary for the disappearance of morning stiffness which was greater in group C (37.7±23.0 vs. 17.9±20.1 min; p=0.0173). CONCLUSION: These preliminary results suggest that treatment with Ruta graveolens 5CH and Rhus toxicodendron 9CH may decrease joint pain/stiffness in breast cancer patients treated with AIs. A larger-scale randomized study is required to confirm these results.


Assuntos
Inibidores da Aromatase/efeitos adversos , Artralgia/tratamento farmacológico , Neoplasias da Mama/tratamento farmacológico , Homeopatia , Fitoterapia , Ruta/química , Toxicodendron/química , Idoso , Idoso de 80 Anos ou mais , Analgésicos/uso terapêutico , Feminino , Humanos , Pessoa de Meia-Idade , Projetos Piloto , Estudos Prospectivos , Sono
19.
Bull Exp Biol Med ; 161(6): 786-787, 2016 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-27783290

RESUMO

We studied the effects of homeopathic monopreparations of plant origin Atropa Belladonna and Rhus toxicodendron in three dilutions (potencies) on interstitial humoral transport in healthy laboratory mice assessed by the rate of excretion of the lymphotropic label from the mesentery according to the Oyvin's method (vital biomicroscopy of intestinal mesentery in small animals). The homeopathic monopreparations exerted a dose-dependent inhibitory effect on the interstitial transport and lymphatic drainage in tissues of healthy mice.


Assuntos
Atropa belladonna/química , Vasos Linfáticos/efeitos dos fármacos , Tecido Linfoide/efeitos dos fármacos , Extratos Vegetais/farmacologia , Toxicodendron/química , Animais , Transporte Biológico/efeitos dos fármacos , Corantes , Azul Evans , Cinética , Vasos Linfáticos/metabolismo , Tecido Linfoide/metabolismo , Mesentério/efeitos dos fármacos , Camundongos , Camundongos Endogâmicos , Extratos Vegetais/isolamento & purificação , Plantas Medicinais , Reologia
20.
Fitoterapia ; 112: 38-44, 2016 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-27156871

RESUMO

Eight new urushiol-type compounds (1-7b), along with seven known compounds were isolated from the resin of Toxicodendron vernicifluum Stokes. Their structures were determined by extensive spectroscopic methods, included (1)H NMR, (13)C NMR, HMQC, HMBC, HRESIMS, EI-MS in combination with CD methods. All the compounds except 7a and 7b were evaluated for their anti-platelet aggregation activities in vitro. Among them, compound 5 (IC50=5.12±0.85µmol/L), with a vic-diol moiety in the long alkyl chain showed the most potent inhibitory of platelet aggregation activity induced by ADP. In addition, compound 6 showed the effect of anti-platelet aggregation induced by AA with the IC50 value of 3.09±0.70µmol/L. Thus, these compounds might be the active components to the traditional use of Resina Toxicodendri for breaking up blood stasis, which could be related to the anti-platelet aggregation.


Assuntos
Catecóis/química , Agregação Plaquetária/efeitos dos fármacos , Resinas Vegetais/química , Toxicodendron/química , Animais , Catecóis/isolamento & purificação , Estrutura Molecular , Coelhos
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