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1.
J Ethnopharmacol ; 279: 114235, 2021 Oct 28.
Artigo em Inglês | MEDLINE | ID: mdl-34044081

RESUMO

ETHNOPHARMACOLOGICAL RELEVANCE: Trichodesma indicum (L.) R. Br. (family: Boraginaceae) is a medicinal herb largely used to treat arthralgia, rheumatoid arthritis, wound healing, dysentery, etc. It's mechanism of anti-inflammatory activity has not been systematically analyzed yet. AIM OF THE STUDY: The present study was undertaken to examine the anti-inflammatory effects of successive solvent extracts (n-hexane extract (HE), ethyl acetate extract (EA), ethanol extract (EE), aqueous extract (AE) and fractions of HE) from the aerial parts of Trichodesma indicum (TI) against lipopolysaccharide (LPS) stimulated inflammatory reaction using mouse macrophage RAW 264.7 cells. MATERIALS AND METHODS: Cytotoxic effects of the extracts and fractions of TI were assessed by MTT assay. The effect of extracts and fractions on the production of nitric oxide (NO) in RAW 264.7 macrophages were measured using the Griess reagent method. IL - 6, IL - 1ß, TNF-α, iNOS and COX-2 gene expressions were examined by a qRT-PCR method. RESULTS: RAW 264.7 macrophages pretreated with HE, EA, EE and AE of TI showed a significant decrease in the production of proinflammatory cytokines and NO without exhibiting cytotoxicity. The potent HE was fractionated using flash chromatography into FA, FB, FC, FD and FE. Among the five fractions, FE displayed a stronger ability to reduce IL - 1ß, TNF-α, iNOS, COX2 and NO importantly no cytotoxicity was observed. The phytochemical compounds present in FE were further screened by Gas chromatography - Mass spectroscopy (GC-MS). GC-MS analysis revealed that 1,2-benzenedicarboxylic acid diisooctyl ester is the major compound in FE. Molecular docking analysis showed good inhibition of 1,2-benzenedicarboxylic acid diisooctyl ester against TLR-4, NIK and TACE. CONCLUSION: Our results suggested that 1,2-benzenedicarboxylic acid diisooctyl ester could be a potential candidate in alleviating inflammatory reactions in TI.


Assuntos
Anti-Inflamatórios/farmacologia , Derivados de Benzeno/farmacologia , Boraginaceae/química , Ácidos Carboxílicos/farmacologia , Ésteres/farmacologia , Inflamação/tratamento farmacológico , Extratos Vegetais/farmacologia , Animais , Anti-Inflamatórios/isolamento & purificação , Derivados de Benzeno/isolamento & purificação , Derivados de Benzeno/uso terapêutico , Ácidos Carboxílicos/isolamento & purificação , Ácidos Carboxílicos/uso terapêutico , Citocinas/metabolismo , Ésteres/isolamento & purificação , Ésteres/uso terapêutico , Cromatografia Gasosa-Espectrometria de Massas , Inflamação/patologia , Lipopolissacarídeos , Macrófagos/efeitos dos fármacos , Camundongos , Simulação de Acoplamento Molecular , Óxido Nítrico/metabolismo , Células RAW 264.7
2.
Int J Mol Sci ; 22(7)2021 Apr 01.
Artigo em Inglês | MEDLINE | ID: mdl-33915826

RESUMO

Six kuwanon derivatives (A/B/C/E/H/J) extracted from the roots of Morus alba L. were evaluated to determine their cyclooxygenase (COX)-1 and 2 inhibitory effects. Cyclooxygenase (COX) is known as the target enzyme of nonsteroidal anti-inflammatory drugs (NSAIDs), which are the most widely used therapeutic agents for pain and inflammation. Among six kuwanon derivatives, kuwanon A showed selective COX-2 inhibitory activity, almost equivalent to that of celecoxib, a known COX inhibitor. Kuwanon A showed high COX-2 inhibitory activity (IC50 = 14 µM) and a selectivity index (SI) range of >7.1, comparable to celecoxib (SI > 6.3). To understand the mechanisms underlying this effect, we performed docking simulations, fragment molecular orbital (FMO) calculations, and pair interaction energy decomposition analysis (PIEDA) at the quantum-mechanical level. As a result, kuwanon A had the strongest interaction with Arg120 and Tyr355 at the gate of the COX active site (-7.044 kcal/mol) and with Val89 in the membrane-binding domain (-6.599 kcal/mol). In addition, kuwanon A closely bound to Val89, His90, and Ser119, which are residues at the entrance and exit routes of the COX active site (4.329 Å). FMO calculations and PIEDA well supported the COX-2 selective inhibitory action of kuwanon A. It showed that the simulation and modeling results and experimental evidence were consistent.


Assuntos
Derivados de Benzeno/farmacologia , Inibidores de Ciclo-Oxigenase 2/isolamento & purificação , Flavonoides/farmacologia , Morus/química , Derivados de Benzeno/isolamento & purificação , Flavonoides/isolamento & purificação , Simulação de Acoplamento Molecular , Extratos Vegetais/química
3.
Int J Mol Sci ; 21(21)2020 Oct 29.
Artigo em Inglês | MEDLINE | ID: mdl-33137925

RESUMO

The seeds (nutmegs) of Myristica fragrans Houtt have been used as popular spices and traditional medicine to treat a variety of diseases. A phenolic compound, ((7S)-8'-(benzo[3',4']dioxol-1'-yl)-7-hydroxypropyl)benzene-2,4-diol (7-HYB) was isolated from the seeds of M. fragrans. This study aimed to investigate the anabolic effects of 7-HYB in osteogenesis and bone mineralization. In the present study, 7-HYB promotes the early and late differentiation of MC3T3-E1 preosteoblasts. 7-HYB also elevated cell migration rate during differentiation of the preosteoblasts with the increased phosphorylation of mitogen-activated protein kinases (MAPKs) including ERK1/2, p38, and JNK. In addition, 7-HYB induced the protein level of BMP2, the phosphorylation of Smad1/5/8, and the expression of RUNX2. 7-HYB also inhibited GSK3ß and subsequently increased the level of ß-catenin. However, in bone marrow macrophages (BMMs), 7-HYB has no biological effects in cell viability, TRAP-positive multinuclear osteoclasts, and gene expression (c-Fos and NF-ATc1) in receptor activator of NF-κB ligand (RANKL)-induced osteoclastogenesis. Our findings suggest that 7-HYB plays an important role in osteoblast differentiation through the BMP2 and ß-catenin signaling pathway. It also indicates that 7-HYB might have a therapeutic effect for the treatment of bone diseases such as osteoporosis and periodontitis.


Assuntos
Proteína Morfogenética Óssea 2/metabolismo , Calcificação Fisiológica/efeitos dos fármacos , Movimento Celular , Myristica/química , Osteoblastos/patologia , Extratos Vegetais/farmacologia , beta Catenina/metabolismo , Animais , Derivados de Benzeno/química , Derivados de Benzeno/isolamento & purificação , Proteína Morfogenética Óssea 2/genética , Diferenciação Celular , Macrófagos/efeitos dos fármacos , Macrófagos/metabolismo , Macrófagos/patologia , Camundongos , Osteoblastos/efeitos dos fármacos , Osteoblastos/metabolismo , Fenóis/química , Fenóis/isolamento & purificação , Fenóis/farmacologia , beta Catenina/genética
4.
J Oleo Sci ; 69(7): 767-770, 2020 Jul 02.
Artigo em Inglês | MEDLINE | ID: mdl-32522942

RESUMO

The volatile components produced by Leptolejeunea elliptica (Lejeuneaceae), which is a liverwort grown on the leaves of tea (Camellia sinensis), were collected and analyzed using headspace solid-phase microextraction-gas chromatography/mass spectrometry (HS-SPME-GC/MS). 1-Ethyl-4-methoxybenzene (1), 1-ethyl-4-hydroxybenzene (2), and 1-acetoxy-4-ethylbenzene (3) were identified as the major components together with several other phenolic compounds, including 1,2-dimethoxy-4-ethylbenzene, and 4-ethylguaiacol in addition to sesquiterpene hydrocarbons, such as α-selinene, ß-selinene, ß-elemene, and ß-caryophyllene. GC/Olfactometry showed the presence of linalool, acetic acid, isovaleric acid, trans-methyl cinnamate, and trans-4,5-epoxy-(2E)-decenal, as the volatile components produced by L. elliptica.


Assuntos
Hepatófitas/metabolismo , Compostos Orgânicos Voláteis/análise , Compostos Orgânicos Voláteis/isolamento & purificação , Ácido Acético/análise , Ácido Acético/isolamento & purificação , Anisóis/análise , Anisóis/isolamento & purificação , Derivados de Benzeno/análise , Derivados de Benzeno/isolamento & purificação , Camellia sinensis , Cromatografia Gasosa-Espectrometria de Massas/métodos , Japão , Olfatometria , Fenol/análise , Fenol/isolamento & purificação , Fenóis/análise , Fenóis/isolamento & purificação , Sesquiterpenos Policíclicos/análise , Sesquiterpenos Policíclicos/isolamento & purificação , Sesquiterpenos/análise , Sesquiterpenos/isolamento & purificação , Microextração em Fase Sólida/métodos
5.
Chem Biodivers ; 16(12): e1900313, 2019 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-31545879

RESUMO

Cissampelos sympodialis Eichler is well studied and investigated for its antiasthmatic properties, but there are no data in the literature describing antibacterial properties of alkaloids isolated from this botanical species. This work reports the isolation and characterization of phanostenine obtained from roots of C. sympodialis and describes for the first time its antimicrobial and antibiotic modulatory properties. Phanostenine was first isolated from Cissampelos sympodialis and its antibacterial activities were determined. Chemical structures of the alkaloid isolate were determined using spectroscopic and chemical analyses. Phanostenine was also tested for its antibacterial activity against standard strains and clinical isolates of Escherichia coli and Staphylococcus aureus. Minimal inhibitory concentration (MIC) was determined in a microdilution assay and for the evaluation of antibiotic resistance-modifying activity. MIC of the antibiotics was determined in the presence or absence of phanostenine at sub-inhibitory concentrations. The evaluation of antibacterial activity by microdilution assay showed activity for all strains with better values against S. aureus ATCC 12692 and E. coli 27 (787.69 mm). The evaluation of aminoglycoside antibiotic resistance-modifying activity showed reduction in the MIC of the aminoglycosides (amikacin, gentamicin and neomycin) when associated with phanostenine, MIC reduction of antibiotics ranging from 21 % to 80 %. The data demonstrated that phanostenine possesses a relevant ability to modify the antibiotic activity in vitro. We can suggest that phanostenine presents itself as a promising tool as an adjuvant for novel antibiotics formulations against bacterial resistance.


Assuntos
Alcaloides/química , Antibacterianos/química , Derivados de Benzeno/química , Cissampelos/química , Compostos Heterocíclicos de 4 ou mais Anéis/química , Alcaloides/isolamento & purificação , Alcaloides/farmacologia , Antibacterianos/isolamento & purificação , Antibacterianos/farmacologia , Derivados de Benzeno/isolamento & purificação , Derivados de Benzeno/farmacologia , Cissampelos/metabolismo , Farmacorresistência Bacteriana/efeitos dos fármacos , Compostos de Anéis Fundidos , Compostos Heterocíclicos de 4 ou mais Anéis/isolamento & purificação , Compostos Heterocíclicos de 4 ou mais Anéis/farmacologia , Testes de Sensibilidade Microbiana , Extratos Vegetais/química , Raízes de Plantas/química , Raízes de Plantas/metabolismo , Staphylococcus aureus/efeitos dos fármacos
6.
Molecules ; 25(1)2019 Dec 30.
Artigo em Inglês | MEDLINE | ID: mdl-31905838

RESUMO

Prunus mume is the only fragrant flowering species of Prunus. According to the previous studies, benzyl acetate and eugenol dominate its floral scent. However, the diversity of its floral scents remains to be elucidated. In this work, the floral volatiles emitted from eight intraspecific cultivars of P. mume with white, pink and red flowers, were collected and analyzed using headspace solid-phase microextraction combined with gas chromatograms-mass spectrometry (HS-SPME-GC-MS). In total, 31 volatile compounds were identified, in which phenylpropanoids/benzenoids accounted for over 95% of the total emission amounts. Surprisingly, except for benzyl acetate and eugenol, several novel components, such as benzyl alcohol, cinnamyl acohol, cinnamy acetate, and benzyl benzoate were found in some cultivars. The composition of floral volatiles in cultivars with white flowers was similar, in which benzyl acetate was dominant, while within pink flowers, there were differences of floral volatile compositions. Principal component analysis (PCA) showed that the emissions of benzyl alcohol, cinnamyl alcohol, benzyl acetate, eugenol, cinnamyl acetate, and benzyl benzoate could make these intraspecific cultivars distinguishable from each other. Further, hierarchical cluster analysis indicated that cultivars with similar a category and amount of floral compounds were grouped together. Our findings lay a theoretical basis for fragrant plant breeding in P. mume.


Assuntos
Odorantes/análise , Prunus/química , Compostos Orgânicos Voláteis/análise , Derivados de Benzeno/isolamento & purificação , Flores/química , Cromatografia Gasosa-Espectrometria de Massas , Fenilpropionatos/isolamento & purificação , Melhoramento Vegetal , Extratos Vegetais/análise , Análise de Componente Principal , Microextração em Fase Sólida
7.
Chem Biodivers ; 15(10): e1800249, 2018 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-30019425

RESUMO

Three hiherto unknown phenylpropanoid compounds, namely (7S,8R)-1-(1-ethoxy-2-hydroxypropyl)-2-methoxy-3,4-(methylenedioxy)benzene (1), (7S,8S)-1-(1-ethoxy-2-hydroxypropyl)-2-methoxy-3,4-(methylenedioxy)benzene (2), and (7S,8R)-1-(1-methoxy-2-hydroxypropyl)-2-methoxy-3,4-(methylenedioxy)benzene (3), along with 12 known compounds (4 - 15) were obtained from the extract of whole plant of Chloranthus anhuiensis. Among them, 7 and 13 were obtained from nature for the first time. The structures of these natural compounds were characterized by extensive spectroscopic analysis and calculated electronic circular dichroism (ECD) data. Furthermore, their cytotoxic and neuroprotective activities were evaluated using MDA-MB-231, 4T1, HepG2, and PC12 cell lines. Compounds 8 and 13 exhibited moderate cytotoxic activities against MDA-MB-231 cell line with the IC50 values of 39.7 and 25.8 µm, respectively. And all the isolated compounds have no neuroprotective activities.


Assuntos
Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/farmacologia , Magnoliopsida/química , Fármacos Neuroprotetores/química , Fármacos Neuroprotetores/farmacologia , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Animais , Antineoplásicos Fitogênicos/isolamento & purificação , Derivados de Benzeno/química , Derivados de Benzeno/isolamento & purificação , Derivados de Benzeno/farmacologia , Linhagem Celular Tumoral , Sobrevivência Celular/efeitos dos fármacos , Humanos , Neoplasias/tratamento farmacológico , Fármacos Neuroprotetores/isolamento & purificação , Células PC12 , Extratos Vegetais/isolamento & purificação , Ratos
8.
J Ethnopharmacol ; 224: 421-428, 2018 Oct 05.
Artigo em Inglês | MEDLINE | ID: mdl-29933012

RESUMO

ETHNOPHARMACOLOGICAL RELEVANCE: Semen Torreyae, the seeds of Torreya grandis Fortune ex Lindley (Cephalotaxaceae) is a well-known traditional Chinese medicinal plant recorded in the Chinese Pharmacopeia (2010 version). It is widely used for treating intestinal parasites in China, owing to its desirable efficacy and safety. However, the anthelmintic compounds in Semen Torreyae have not yet been identified. AIM OF THE STUDY: This study aims to identify the compounds active against helminths from Semen Torreyae. In addition, we tested whether C. elegans strains resistant to currently-used anthelmintic drugs showed cross-resistance to these compounds. METHODS: A bioassay-guided isolation of anthelmintic compounds from Semen Torreyae was performed using a Caenorhabditis elegans (C. elegans) testing model. The structures of active compounds were elucidated by a combination of GC-MS, high resolution MS, and NMR. The median-effect method was employed to generate a combination index (CI) to evaluate the synergistic effect of the anthelmintic compounds. A panel of C. elegans mutant strains resistant against the major anthelmintic drug classes was used to study the cross-resistance to currently-used anthelmintic drugs. A panel of transient receptor potential (TRP) channel mutant strains was also tested to explore the possible mechanisms of action of the anthelmintic compounds. RESULTS: The bioassay-guided isolation led to two active compounds, i.e. galangal acetate (IC50: 58.5 ±â€¯8.9 µM) and miogadial (IC50: 25.1 ±â€¯5.4 µM). The combination of galangal acetate and miogadial resulted in a synergistic effect at IC50, IC70, and IC90 levels (CIs < 1). Galangal acetate and miogadial demonstrated similar activity against drug-resistant C. elegans strains compared to the wild-type strain. In addition, none of the TRP mutants was significantly resistant to galangal acetate or miogadial compared to wild type worms. CONCLUSIONS: We identified the bioactive compounds from Semen Torreyae responsible for its anthelmintic activity: galangal acetate and miogadial. The two anthelmintic compounds demonstrated a synergistic effect against C. elegans. Galangal acetate and miogadial are unlikely to act on the targets of currently-used anthelmintics (ivermectin, levamisole, benomyl and aldicarb), and an action on TRP channels appears to be ruled out as well. In summary, galangal acetate and miogadial are promising anthelmintic hits worth further investigation.


Assuntos
Acetatos/farmacologia , Anti-Helmínticos/farmacologia , Derivados de Benzeno/farmacologia , Caenorhabditis elegans/efeitos dos fármacos , Diterpenos/farmacologia , Extratos Vegetais/farmacologia , Sementes/química , Taxaceae/química , Acetatos/isolamento & purificação , Animais , Anti-Helmínticos/isolamento & purificação , Derivados de Benzeno/análise , Derivados de Benzeno/isolamento & purificação , Bioensaio , Caenorhabditis elegans/genética , Diterpenos/isolamento & purificação , Sinergismo Farmacológico , Mutação , Extratos Vegetais/isolamento & purificação , Canais de Potencial de Receptor Transitório/genética
9.
Pak J Pharm Sci ; 30(4): 1213-1217, 2017 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-29039316

RESUMO

Secondary metabolite, longissiminone A (1) was isolated from a lichen, Usnea longissima. It was screened for its' in vivo anti-inflammatroy and anti-platelet aggregation activities. Compound 1 showed moderate in vivo anti-inflammatory activity as well as moderately active against the aggregation induced by arachidonic acid at different doses.


Assuntos
Anti-Inflamatórios/farmacologia , Derivados de Benzeno/farmacologia , Edema/prevenção & controle , Agregação Plaquetária/efeitos dos fármacos , Usnea/química , Animais , Ácido Araquidônico/antagonistas & inibidores , Derivados de Benzeno/isolamento & purificação , Carragenina , Relação Dose-Resposta a Droga , Edema/induzido quimicamente , Feminino , Humanos , Masculino , Ratos
10.
Fitoterapia ; 122: 16-19, 2017 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-28830789

RESUMO

The first chemical investigation of leaves of Breynia nivosa from Nigeria resulted in the isolation of two new amide derivatives breynivosamides A and B (1 and 2) and two new dioxopiperazine derivatives breynivosines A and B (4 and 5) together with seven known compounds (3, 6-11). The structures of the new compounds were elucidated by 1D, 2D NMR and HRESIMS data as well as by comparison with the literature. All isolated compounds were tested for the cytotoxic and antimicrobial activities. Only cristatin A (6) showed cytotoxicity against the L5178Y mouse lymphoma cell line with an IC50 value of 13.9µM while breynivosamide A (1) exhibited moderate antimicrobial activity against Mycobacterium tuberculosis with an MIC value of 25µM.


Assuntos
Amidas/isolamento & purificação , Magnoliopsida/química , Folhas de Planta/química , Amidas/química , Animais , Anti-Infecciosos/química , Anti-Infecciosos/isolamento & purificação , Derivados de Benzeno/química , Derivados de Benzeno/isolamento & purificação , Linhagem Celular Tumoral , Linfoma/tratamento farmacológico , Linfoma/patologia , Camundongos , Testes de Sensibilidade Microbiana , Estrutura Molecular , Triptofano/análogos & derivados , Triptofano/química , Triptofano/isolamento & purificação
11.
Molecules ; 22(6)2017 Jun 05.
Artigo em Inglês | MEDLINE | ID: mdl-28587259

RESUMO

Three new benzenoid derivatives, lawsoinermone (1), inermidioic acid (2), and inermic acid (3) have been isolated from the aerial part of Lawsonia inermis, together with 11 known compounds (4-14). The structures of three new compounds were determined through spectroscopic and MS analyses. Compounds 1, 4-6, 13 and 14 were evaluated for inhibition of nitric oxide production in LPS-stimulated product of nitrite in RAW 264.7 cells with IC50 values of 6.12, 16.43, 18.98, 9.30, 9.30 and 14.90 µg/mL, respectively.


Assuntos
Derivados de Benzeno/química , Derivados de Benzeno/farmacologia , Lawsonia (Planta)/química , Óxido Nítrico/biossíntese , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Animais , Derivados de Benzeno/isolamento & purificação , Linhagem Celular , Sobrevivência Celular , Macrófagos/efeitos dos fármacos , Macrófagos/metabolismo , Camundongos , Estrutura Molecular , Extratos Vegetais/isolamento & purificação
12.
J Nat Med ; 70(2): 266-70, 2016 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-26607379

RESUMO

One new alkyl sulfonic acid derivative, sulfotanone (1), and the known panosialin wA (2) were isolated from the methanolic extract of mycelium of Streptomyces sp. 11694. The structure of the new compound (1) was established by a combination of spectroscopic techniques, including HRESIMS, IR, 1D and 2D NMR measurements. Compound 1 (40 µM) in combination with TRAIL showed synergistic activity in sensitizing TRAIL-resistance in human gastric adenocarcinoma cell lines.


Assuntos
Adenocarcinoma/tratamento farmacológico , Antineoplásicos/uso terapêutico , Resistência a Medicamentos/efeitos dos fármacos , Neoplasias Gástricas/tratamento farmacológico , Streptomyces/química , Ácidos Sulfônicos/uso terapêutico , Ligante Indutor de Apoptose Relacionado a TNF/uso terapêutico , Antineoplásicos/química , Antineoplásicos/isolamento & purificação , Antineoplásicos/farmacologia , Derivados de Benzeno/isolamento & purificação , Produtos Biológicos/química , Produtos Biológicos/isolamento & purificação , Produtos Biológicos/farmacologia , Produtos Biológicos/uso terapêutico , Linhagem Celular Tumoral , Sinergismo Farmacológico , Humanos , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Ácidos Sulfônicos/química , Ácidos Sulfônicos/isolamento & purificação , Ácidos Sulfônicos/farmacologia
13.
Environ Technol ; 37(9): 1045-53, 2016.
Artigo em Inglês | MEDLINE | ID: mdl-26508265

RESUMO

Anaerobic/anoxic biodegradation of hydrocarbons offers an attractive approach to the removal of these compounds from polluted environments such as aquifers, aquatic sediments, submerged soils and subsurface soils. The application of nitrate was investigated to accelerate the degradation of gasoline components such as mono-aromatic hydrocarbons and total petroleum hydrocarbons (TPH) in soil by indigenous microorganisms under anoxic condition. The addition of nitrate had little effect on the degradation of mono-aromatic hydrocarbons m- & p-xylene, o-xylene, sec-butylbenzene and 1,2,4-trimethylbenzene, but facilitated the degradation of TPH (C6-C12) and mono-aromatic hydrocarbons toluene and ethylbenzene markedly. Furthermore, the more nitrate added, the higher the percentage of toluene, ethylbenzene and TPH (C6-C12) degraded after 180 days of anoxic incubation. Microorganisms capable of degrading toluene, ethylbenzene and TPH (C6-C12) with nitrate as the electron acceptor under anaerobic/anoxic condition are composed predominantly of Alpha-, Beta-, Gamma- or Delta-proteobacteria. Beta- and Gamma-proteobacteria were the main components of indigenous microorganisms, and accounted for 83-100% of the total amount of indigenous microorganisms in soil used in this study. Furthermore, the total amount of indigenous microorganisms increased with nitrate added. The addition of nitrate stimulated the growth of indigenous microorganisms, and therefore facilitated the degradation of toluene, ethylbenzene and TPH (C6-C12).


Assuntos
Gasolina/análise , Hidrocarbonetos Aromáticos/análise , Nitratos/metabolismo , Proteobactérias/metabolismo , Microbiologia do Solo , Poluentes do Solo/análise , Solo/química , Anaerobiose , Derivados de Benzeno/análise , Derivados de Benzeno/isolamento & purificação , Derivados de Benzeno/metabolismo , Biodegradação Ambiental , Hidrocarbonetos Aromáticos/isolamento & purificação , Hidrocarbonetos Aromáticos/metabolismo , Petróleo/análise , Petróleo/metabolismo , Poluentes do Solo/isolamento & purificação , Poluentes do Solo/metabolismo , Tolueno/análise , Tolueno/isolamento & purificação , Tolueno/metabolismo
14.
Chemosphere ; 144: 1358-64, 2016 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-26490430

RESUMO

Addition of granular materials to floating crude oil slicks can be effective in capturing and densifying the floating hydrophobic phase, which settles by gravity. Interaction of light hydrophobic liquids (LHL) with quartz sand was investigated in LHL-salt water systems. The LHLs studied were decane, tetradecane, hexadecane, benzene, toluene, ethylbenzene, m-xylene, and 2-cholorotoluene. Experiments were conducted with fine quartz sand (passing sieve No. 40 with openings 0.425 mm). Each LHL was dyed with few crystals of Sudan IV dye for ease of visual observation. A volume of 0.5 mL of each LHL was added to 100 mL salt water (34 g/L). Addition of one gram of quartz sand to the floating hydrophobic liquid layer resulted in formation of sand-encapsulated globules, which settled due to increased density. All LHLs (except for a few globules of decane) formed globules covered with fine sand particles that were heavy enough to settle by gravity. The encapsulated globules were stable and retained their shape upon settling. Polarity of hydrophobic liquids as the main factor of aggregation with minerals was found to be insufficient to explain LHL aggregation with sand. Contact angle measurements were made by submerging a large quartz crystal with the LHL drop on its surface into salt water. A positive correlation was observed between the wetting angle of LHL and the LHL volume captured (r = 0.75). The dependence of the globule density on globule radius was analyzed in relation to the coverage (%) of globule surface (LHL-salt water interface) by fine quartz particles.


Assuntos
Alcanos/isolamento & purificação , Derivados de Benzeno/isolamento & purificação , Petróleo/análise , Quartzo/química , Água do Mar/química , Poluentes Químicos da Água/isolamento & purificação , Interações Hidrofóbicas e Hidrofílicas , Modelos Teóricos , Tamanho da Partícula , Molhabilidade
15.
J Oleo Sci ; 64(12): 1329-36, 2015.
Artigo em Inglês | MEDLINE | ID: mdl-26632948

RESUMO

Two sample preparation methods, namely hydrodistillation (HD) and solvent-assisted flavor evaporation (SAFE), have been used to investigate the essential oils of the aerial parts (leaves and stems) of Symplocarpus foetidus, a plant with a characteristic odor, by gas chromatography mass spectrometry (GC-MS). Characteristic aroma-active compounds in the oils were detected by GC-Olfactometry (GC-O) and aroma extract dilution analysis (AEDA). From the HD method, the main compounds in the oil were found to be p-vinyl-guaiacol (15.5%), 2-pentyl-furan (13.4%), and (Z)-ligustilide (9.5%). From the SAFE method, the main compounds were 2-butoxy-ethanol (49.6%), ethyl-pentanoate (4.5%), and mesitylene (4.0%). In HD oil, the most intense aroma-active compounds were 2-pentyl-furan (flavor dilution factor (FD) = 32, odor activity value (OAV) = 57), p-vinyl-guaiacol (FD = 16, OAV = 41), and dimethyl disulfide (FD = 16, OAV = 41). In SAFE oil, the main aroma-active compounds were 2-butoxy ethanol (FD = 32, OAV = 16), and 2-methoxy thiazole (FD = 32, OAV = 25).


Assuntos
Araceae/química , Odorantes/análise , Óleos Voláteis/química , Óleos de Plantas/química , 4-Butirolactona/análogos & derivados , 4-Butirolactona/análise , 4-Butirolactona/isolamento & purificação , Derivados de Benzeno/análise , Derivados de Benzeno/isolamento & purificação , Destilação/métodos , Dissulfetos/análise , Dissulfetos/isolamento & purificação , Etilenoglicóis/análise , Etilenoglicóis/isolamento & purificação , Furanos/análise , Furanos/isolamento & purificação , Cromatografia Gasosa-Espectrometria de Massas , Guaiacol/análise , Guaiacol/isolamento & purificação , Técnicas de Diluição do Indicador , Óleos Voláteis/isolamento & purificação , Olfatometria/métodos , Folhas de Planta/química , Óleos de Plantas/isolamento & purificação , Caules de Planta/química , Valeratos/análise , Valeratos/isolamento & purificação , Volatilização
16.
J Environ Manage ; 159: 218-226, 2015 Aug 15.
Artigo em Inglês | MEDLINE | ID: mdl-26024993

RESUMO

The present study focuses on the comparison of two materials, compost from municipal solid waste and natural zeolite for the simultaneous removal of petroleum hydrocarbons (benzene, toluene, ethylbenzene, xylenes - BTEX) and toxic metals from groundwater. First, batch experiments were conducted to identify the optimal removal conditions. All of the kinetic experiments were fitted to the pseudo-second-order kinetic model; equilibrium was reached within approximately 8 h for the zeolite and 12 h for the compost. An increase in the adsorbent dose and the pH value as well as a decrease in the initial concentration enhanced the pollutants' removal. The removal selectivity of both materials with slight differences follows the order Cd > Zn & toluene > ethylbenzene > m- & p-xylene > o-xylene > benzene. According, to the results derived from the continuous flow experiments the maximum adsorption capacity of the compost (90%) referred to Cd (0.88 mmol/g) whereas the minimum refers to benzene (65%) with a capacity up to 0.065 mmol/g. Zeolite had lower efficiencies for the studied pollutants with a higher performance corresponding to Cd (0.26 mmol/g), whereas the minimum zeolite capacity (63%) corresponds to toluene (0.045 mmol/g). Thus, this paper provides evidence that compost, a low cost material produced from waste, is capable for the simultaneous removal of both organic and inorganic pollutants from wastewater, and its performance is superior to zeolite.


Assuntos
Hidrocarbonetos/isolamento & purificação , Petróleo , Solo , Poluentes Químicos da Água/isolamento & purificação , Purificação da Água/métodos , Zeolitas , Adsorção , Benzeno/isolamento & purificação , Derivados de Benzeno/química , Derivados de Benzeno/isolamento & purificação , Cádmio/química , Cádmio/isolamento & purificação , Água Subterrânea/química , Hidrocarbonetos/química , Concentração de Íons de Hidrogênio , Cinética , Resíduos Sólidos , Tolueno/química , Tolueno/isolamento & purificação , Xilenos/química , Xilenos/isolamento & purificação , Zinco/química , Zinco/isolamento & purificação
17.
Environ Technol ; 36(18): 2300-7, 2015.
Artigo em Inglês | MEDLINE | ID: mdl-25744082

RESUMO

The paper presents the results of a two-stage pilot plant for the removal of benzene, toluene, ethylbenzene and xylene (BTEX) from a waste air stream of a refinery wastewater treatment plant (WWTP). The pilot plant consisted of a water scrubber followed by a biotrickling filter (BTF). The exhausted air was drawn from the main works of the WWTP in order to prevent the free migration to the atmosphere of these volatile hazardous contaminants. Concentrations were detected at average values of 12.4 mg Nm(-3) for benzene, 11.1 mg Nm(-3) for toluene, 2.7 mg Nm(-3) for ethylbenzene and 9.5 mg Nm(-3) for xylene, with considerable fluctuation mainly for benzene and toluene (peak concentrations of 56.8 and 55.0 mg Nm(-3), respectively). The two treatment stages proved to play an effective complementary task: the water scrubber demonstrated the ability to remove the concentration peaks, whereas the BTF was effective as a polishing stage. The overall average removal efficiency achieved was 94.8% while the scrubber and BTF elimination capacity were 37.8 and 15.6 g BTEX d(-1) m(-3), respectively. This result has led to outlet average concentrations of 1.02, 0.25, 0.32 and 0.26 mg Nm(-3) for benzene, toluene, ethylbenzene and xylene, respectively. The paper also compares these final concentrations with toxic and odour threshold concentrations.


Assuntos
Poluentes Atmosféricos/isolamento & purificação , Derivados de Benzeno/isolamento & purificação , Benzeno/isolamento & purificação , Mytilus edulis/química , Tolueno/isolamento & purificação , Compostos Orgânicos Voláteis/isolamento & purificação , Xilenos/isolamento & purificação , Poluição do Ar/análise , Animais , Biodegradação Ambiental , Desenho de Equipamento , Filtração/instrumentação , Filtração/métodos , Mytilus edulis/anatomia & histologia , Eliminação de Resíduos Líquidos/instrumentação , Eliminação de Resíduos Líquidos/métodos , Águas Residuárias/análise
18.
Talanta ; 132: 528-34, 2015 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-25476340

RESUMO

The objective of the study is to develop a facile and highly sensitive solid phase microextraction-gas chromatography/mass spectrometry method for the analysis of volatile organic compounds in human exhaled breath vapor. For the purpose, a highly ordered nanoporous anodic alumina coating was prepared by a two-step anodic oxidization method based on aluminum substrate. To have a good knowledge of the fiber, some features were characterized and the results indicate that the coating has several advantages, including excellent chemical and thermal stability, high mechanical strength, large surface area and good extraction performance. In addition, some parameters related to extraction efficiency were also studied. Under the optimal conditions, the coating was used to quantitatively extract volatile organic compounds. Good linearity and wide linear range were obtained with correlation coefficients (R(2)) ranging from 0.9933 to 0.9999. The detection limits of benzene homologues, aldehydes and ketones were between 0.7 and 3.4 ng L(-1). Relative standard deviations (n=5) ranged from 1.8 to 15.0%. Satisfied recovery (89-115%) was obtained at two spiked concentration levels. Finally, the developed method was successfully applied for the analysis of volatile organic compounds in human exhaled vapor samples of lung cancer patients and the controls, and the results were statistically analyzed with Independent-Sample T Test. The proposed method exhibits some outstanding merits, including convenience, non-invasion, low cost and sensitivity. It provides a potential tool for rapid detection of volatile organic compounds in human exhaled breath.


Assuntos
Óxido de Alumínio/química , Expiração , Neoplasias Pulmonares/diagnóstico , Microextração em Fase Sólida/métodos , Compostos Orgânicos Voláteis/isolamento & purificação , Aldeídos/isolamento & purificação , Derivados de Benzeno/isolamento & purificação , Estudos de Casos e Controles , Eletrodos , Reutilização de Equipamento , Cromatografia Gasosa-Espectrometria de Massas/métodos , Humanos , Cetonas/isolamento & purificação , Limite de Detecção , Neoplasias Pulmonares/química , Oxirredução
19.
Environ Sci Process Impacts ; 16(8): 2039-47, 2014 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-24975808

RESUMO

In this study, multi-walled carbon nanotubes (MWNTs) were employed to remove benzene, toluene, ethylbenzene, and xylenes (BTEX) from low and high salinity water pre-equilibrated with crude oil. The treatment endpoint of crude oil-contaminated water is often controlled by BTEX compounds owing to their higher aqueous solubility and human-health toxicity compared to other hydrocarbons. The MWNT sorbent was extensively characterized and the depletion of the organic sorbate from the produced water was monitored by gas chromatography-mass spectrometry (GC-MS) and total organic carbon (TOC) analyses. The equilibrium sorptive removal of BTEX followed the order: ethylbenzene/o-xylene > m-xylene > toluene > benzene in the presence of other competing organics in produced water. Sorption mechanisms were explored through the application of a variety of kinetics and equilibrium models. Pseudo 2(nd) order kinetics and Freundlich equilibrium models were the best at describing BTEX removal from produced water. Hydrophobic interactions between the MWNTs and BTEX, as well as the physical characteristics of the sorbate molecules, were regarded as primary factors responsible for regulating competitive adsorption. Salinity played a critical role in limiting sorptive removal, with BTEX and total organic carbon (TOC) removal falling by 27% and 25%, respectively, upon the introduction of saline conditions. Results suggest that MWNTs are effective in removing risk-driving BTEX compounds from low-salinity oilfield produced water.


Assuntos
Derivados de Benzeno/isolamento & purificação , Benzeno/isolamento & purificação , Nanotubos de Carbono/química , Petróleo/análise , Tolueno/isolamento & purificação , Poluentes Químicos da Água/isolamento & purificação , Xilenos/isolamento & purificação , Adsorção , Purificação da Água/métodos
20.
Molecules ; 19(7): 9033-50, 2014 Jun 27.
Artigo em Inglês | MEDLINE | ID: mdl-24979405

RESUMO

Antrodia cinnamomea (AC) has been widely used as a folk medicine in the prevention and treatment of liver diseases, such as hepatitis, hepatic fibrosis, and hepatocellular carcinoma. Previous studies have indicated that triterpenoids and benzenoids show selective cytotoxicity against human hepatoma cell lines. The aim of the study was to compare the triterpenoid content of extract and the extract-induced cytotoxicity in HepG2 cells from mycelia extracts of solid state cultured AC obtained by supercritical fluid extraction (SFE) and the conventional solvent extraction method. SFE with CO2 mixed with a constant amount of ethanol co-solvent (10% of CO2 volume) applied at different temperatures and pressures (40, 60 and 80 °C and, 20.7, 27.6 and 34.5 Mpa) was also compared in the study. Although the extraction yield of triterpenoids (59.7 mg/g) under the optimal extraction conditions of 34.5 MPa (5000 psi)/60 °C (designated as sample S-5000-60) was equivalent to the extraction yield using conventional liquid solvent extraction with ethanol (ETOH-E) at room temperature (60.33 mg/g), the cytotoxicity of the former against the proliferation of HepG2 cell line measured as the inhibition of 50% of cell growth activity (IC50) at dosages of 116.15, 57.82 and 43.96 µg/mL was superior to that of EtOH-E at 131.09, 80.04 and 48.30 µg/mL at 24, 48 and 72 h, respectively. Additionally, we further proved that the apoptotic effect of S-5000-60 presented a higher apoptosis ratio (21.5%) than ETOH-E (10.5%) according to annexin V-FITC and propidium iodide double staining assay results. The high affinity and selectivity of SFE on bioactive components resulted in a higher extraction efficiency than conventional solvent extraction. The chemical profile of the obtained extracts from solid state cultivated mycelium of AC was also determined by high-performance liquid chromatography electrospray ionization tandem mass spectrometry (LC-MS/MS), whereby three benzenoids and four triterpenoids were found for the first time in SFE extracts with 4,7-dimethoxy-5-methyl-l,3-benzodioxole (5.78 mg/g) being the most abundant component, followed by 2,4-dimethoxy-6-methylbenzene-1,3-diol (3.03 mg/g) and dehydroeburicoic acid (0.40 mg/g).


Assuntos
Antineoplásicos/isolamento & purificação , Antrodia/química , Apoptose/efeitos dos fármacos , Micélio/química , Antineoplásicos/farmacologia , Derivados de Benzeno/isolamento & purificação , Derivados de Benzeno/farmacologia , Dióxido de Carbono/química , Proliferação de Células/efeitos dos fármacos , Cromatografia Líquida de Alta Pressão , Cromatografia com Fluido Supercrítico , Ensaios de Seleção de Medicamentos Antitumorais , Etanol/química , Células Hep G2 , Humanos , Concentração Inibidora 50 , Solventes/química , Triterpenos/isolamento & purificação , Triterpenos/farmacologia
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