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1.
Chemosphere ; 242: 125157, 2020 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-31698213

RESUMO

Sequential anaerobic and aerobic processes have been recommended to treat textile wastewater reliably. In this work, the focus was on finding an energetically more competitive system to remove tetra-azo dye Direct Black 22 (DB22). We operated two upflow anaerobic sludge blanket (UASB) reactors (R1 and R2) in three phases (PI, PII, and PIII). R1 was operated as a conventional UASB, while R2 was microaerated in the upper part (0.18 ±â€¯0.05 mg O2. L-1), aiming to remove DB22 simultaneously with the aromatic amine byproducts. PI consisted of feeding reactors with synthetic textile wastewater (STW), PII had higher salinity in the STW, and PIII was the same as PII, plus sulfate. The results showed that color and COD removal efficiencies were similar for both reactors (67-72% for R1 and 59-78% for R2) without a substantial influence of oxygen in R2. However, microaeration played a crucial role in R2 by removing the anaerobically formed aromatic amines; during PIII, the effluent was 16 times less toxic than that of R1. The microbial community that developed in the sludge bed of both reactors was quite similar, with the core microbiome represented by Trichococcus, Syntrophus and Methanosaeta genera. The increase in salinity in PII and PIII promoted a shift in the microbial community, excluding salty-sensitive genera from the core microbiome. The putative genera Brevundimonas and Ornatilinea were associated to aromatic amine microaerobic removal. Therefore, there is a potential application of a compact microaerated anaerobic system for textile wastewater treatment.


Assuntos
Reatores Biológicos/normas , Microbiota , Naftalenos/isolamento & purificação , Têxteis , Eliminação de Resíduos Líquidos/métodos , Águas Residuárias/química , Purificação da Água/métodos , Aerobiose , Anaerobiose , Esgotos/microbiologia , Sulfatos , Águas Residuárias/microbiologia
2.
Fitoterapia ; 139: 104401, 2019 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-31669964

RESUMO

Three previously undescribed (±)-3,4-dihydro-4-naphthyl-naphthalen-1(2H)-one derivatives were isolated from Juglans regia flowers. Elucidation of the 2D structures of these first-reported compounds was completed via regular spectroscopic methods. The assignment of racemic nature of these compounds was achieved using the examination of their chiral HPLC profiles. (±)-2,3-Dihydro-4',8,8'-trihydroxy-(1,1'-binaphthalen)-4(1H)-one, (±)-2,3-dihydro-4',5,8,8'-tetrahydroxy-(1,1'-binaphthalen)-4(1H)-one, and (±)-2,3-dihydro-1',5,5',8-tetrahydroxy-(1,2'-binaphthalen)-4(1H)-one were the structures of these racemic compounds, all taking on central chirality. The resolution of all the racemic compounds was conducted and achieved using a chiral HPLC procedure. The absolute configurations of the three isolated pairs of enantiomers were assigned via time-dependent density functional theory calculations from the electronic circular dichroism data. The findings in this paper demonstrated that the relevant biochemical reactions for the construction of these 3,4-dihydro-4-naphthyl-naphthalen-1(2H)-one derivatives in the test plant are nonselective. The (±)-2,3-dihydro-4',8,8'-trihydroxy-(1,1'-binaphthalen)-4(1H)-one showed selective inhibitory activity on tumor cells growth, preliminarily supporting the application of Juglans regia flowers to protect against cancers in a few Chinese folk areas.


Assuntos
Antineoplásicos Fitogênicos/farmacologia , Flores/química , Juglans/química , Naftalenos/farmacologia , Antineoplásicos Fitogênicos/isolamento & purificação , Linhagem Celular Tumoral , Humanos , Estrutura Molecular , Naftalenos/isolamento & purificação , Compostos Fitoquímicos/isolamento & purificação , Compostos Fitoquímicos/farmacologia
3.
J Mol Model ; 25(9): 297, 2019 Sep 03.
Artigo em Inglês | MEDLINE | ID: mdl-31482325

RESUMO

The separation mechanism of chiral drugs in high-pressure liquid chromatography is yet ambiguous. Computational chemistry helps to gain insights about chiral drug separations. The interaction between the 13 drug enantiomers and cellulose tris (3, 5-dimethyl phenyl carbamate) (chiral cel OD) as chiral stationary phase in 3 mobile phases was assayed by AutoDock and LAMMPS simulations. It is found that not only the structure of 2 enantiomers but also the mobile phase has an important role in enantioseparations and sometimes may invert the elution order. The molecular dynamics simulation is a comprehensive method that can be used to investigate the chiral drug enantioseparation mechanism in HPLC.


Assuntos
Anticonvulsivantes/isolamento & purificação , Celulose/análogos & derivados , Ésteres/isolamento & purificação , Etanol/isolamento & purificação , Imidazóis/isolamento & purificação , Naftalenos/isolamento & purificação , Fenilcarbamatos/química , Anticonvulsivantes/química , Celulose/química , Cromatografia Líquida de Alta Pressão/métodos , Ésteres/química , Etanol/química , Humanos , Ligação de Hidrogênio , Imidazóis/química , Cinética , Simulação de Acoplamento Molecular , Simulação de Dinâmica Molecular , Naftalenos/química , Teoria Quântica , Soluções , Estereoisomerismo , Termodinâmica
4.
Chem Pharm Bull (Tokyo) ; 67(8): 775-777, 2019.
Artigo em Inglês | MEDLINE | ID: mdl-31366826

RESUMO

Nocardia is a potent bacterial producer of bioactive compounds. From a culture of Nocardia beijingensis NBRC 16342, we isolated four aromatic compounds, named beijinchromes A-D (1-4). We purified them by silica gel chromatography and reverse phase HPLC, and identified their structures by NMR and high resolution (HR)-MS analyses. 1, 2, and 4 are novel 1,2,3,8-tetrasubstituted naphthalenes, and 3 is a novel 3,8-disubstituted ortho-naphthoquinone. 1 and 2 exert antioxidant activities, and 3 exhibits antibiotic activity. Remarkably, the putative biosynthetic gene clusters for 1-4 are widely distributed in 37 Nocardia species, implying their potential to produce this family of compounds and important biological functions of beijinchromes.


Assuntos
Naftalenos/química , Naftoquinonas/química , Nocardia/química , Estrutura Molecular , Naftalenos/isolamento & purificação , Naftalenos/farmacologia , Naftoquinonas/isolamento & purificação , Naftoquinonas/farmacologia , Estereoisomerismo
5.
J Chromatogr A ; 1603: 160-164, 2019 Oct 11.
Artigo em Inglês | MEDLINE | ID: mdl-31272732

RESUMO

An environmentally benign and cost-effective method was designed for isolating and purifying condensed arenes from acetone-extractable portion (AEP) of a high-temperature coal tar through a high pressure preparative chromatograph (HPPC) with different packings, including silica gel, octadecyl silane, octyl bonded silica gel, and diol bonded silica gel. In total, 196 compounds were detected with a gas chromatograph/mass spectrometer from AEP and its eluates. From the eluates, naphthalene, anthracene, phenanthrene, fluoranthene, and pyrene were successfully isolated and purified, and their structures were confirmed by their 1H and 13C nuclear magnetic resonance spectra in addition to their mass spectra. Extraction-HPPC device and solvent recovery process were designed and developed, which can potentially be applied to industrial production because the process is easy-to-operate and ecofriendliness. In addition, the solvents used can be easily recovered and reused, and neither waste water nor other pollutions are emitted.


Assuntos
Alcatrão/química , Cromatografia Gasosa-Espectrometria de Massas/métodos , Temperatura Alta , Hidrocarbonetos Policíclicos Aromáticos/isolamento & purificação , Pressão , Antracenos/isolamento & purificação , Fluorenos/isolamento & purificação , Naftalenos/isolamento & purificação , Fenantrenos/isolamento & purificação , Pirenos/isolamento & purificação
6.
Chin J Nat Med ; 17(5): 394-400, 2019 May 20.
Artigo em Inglês | MEDLINE | ID: mdl-31171275

RESUMO

Six novel monacolin analogs, monacolins V1-V6 (1-6), together with seven known ones (7-13), were isolated from the ethyl acetate extract of red yeast rice. Their structures and absolute configurations were determined by spectroscopic methods, especially 2D NMR (1H-1HCOSY, HSQC, HMBC, and NOESY/ROESY) and CD spectroscopic analyses as well as chemical derivation. Monacolins V2 (2) and V3 (3) represent the first examples of monacolins with 3-hydroxybutyrate substitute. The anti-inflammatory inhibitory activities against the lipopolysaccharide (LPS) induced NO production in BV-2 cells as well as antioxidant activities against rat liver microsomal lipid peroxidation were evaluated.


Assuntos
Produtos Biológicos/química , Hidroxibutiratos/química , Naftalenos/química , Acetatos/química , Animais , Linhagem Celular Transformada , Hidroxibutiratos/isolamento & purificação , Hidroxibutiratos/farmacologia , Peroxidação de Lipídeos/efeitos dos fármacos , Lipopolissacarídeos/farmacologia , Estrutura Molecular , Naftalenos/isolamento & purificação , Naftalenos/farmacologia
7.
Chemosphere ; 229: 570-579, 2019 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-31100628

RESUMO

Trace anionic dyes in wastewater are difficult to be rapidly and efficiently removed because they are completely soluble and poorly biodegradable. Herein, a facile and environmentally friendly adsorbent was fabricated via the surface functioned SiO2 with abundant amine groups of polyethyleneimine (PEI). The structural characterization indicated that PEI was successfully immobilized on the SiO2 surface. The adsorption performance of SiO2-PEI was evaluated using acid orange II (AOII) as model pollutant. The adsorption of AOII on SiO2-PEI displayed high removal rates in the pH range of 2.0-9.0, and exhibited ultrafast removal (99.1% removal rate at 10 min). The adsorption behavior fitted well with the Langmuir isotherm and pseudo-second-order kinetic model, and the maximum uptake capability of AOII was higher than 705.3 mg/g. The excellent adsorption capacity of AOII on SiO2-PEI mainly relied on the electrostatic attraction between the sulfonic acid group of AOII and amine group of PEI in the adsorption process. Additionally, other anionic dyes like acid fuchsin and direct sky blue 5B could also be fast and efficiently removed by SiO2-PEI. This work is expected to open new possibilities for the ultrafast removal of anionic dye pollutants.


Assuntos
Compostos Azo/isolamento & purificação , Corantes/isolamento & purificação , Nanopartículas/química , Naftalenos/isolamento & purificação , Polietilenoimina/química , Poluentes Químicos da Água/isolamento & purificação , Adsorção , Ânions , Compostos Azo/química , Benzenossulfonatos/química , Benzenossulfonatos/isolamento & purificação , Corantes/química , Cinética , Microscopia Eletrônica de Varredura , Naftalenos/química , Dióxido de Silício/química , Espectroscopia de Infravermelho com Transformada de Fourier , Termogravimetria , Eliminação de Resíduos Líquidos/instrumentação , Eliminação de Resíduos Líquidos/métodos , Águas Residuárias/química , Poluentes Químicos da Água/química , Difração de Raios X
8.
Mar Drugs ; 17(4)2019 Apr 02.
Artigo em Inglês | MEDLINE | ID: mdl-30987066

RESUMO

A study on the secondary metabolites of Aspergillus sp. XNM-4, which was derived from marine algae Leathesia nana (Chordariaceae), led to the identification of one previously undescribed (1) and seventeen known compounds (2-18). Their planar structures were established by extensive spectroscopic analyses, while the stereochemical assignments were defined by electronic circular dichroism (ECD) calculations. The biological activities of the compounds were assessed on five human cancer cell lines (PANC-1, A549, MDA-MB-231, Caco-2, and SK-OV-3), and one human normal cell line (HL-7702) using an MTT [3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl tetrazolium bromide] assay. Among them, the dimeric naphthopyrones 7, 10 and 12 exhibited potent cytotoxicity. Further mechanism studies showed that 12 induced apoptosis, arrested the cell cycle at the G0/G1 phase in the PANC-1 cells, caused morphological changes and generated ROS; and it induces PANC-1 cells apoptosis via ROS-mediated PI3K/Akt signaling pathway.


Assuntos
Antineoplásicos/farmacologia , Organismos Aquáticos , Aspergillus , Produtos Biológicos/farmacologia , Naftalenos/farmacologia , Pironas/farmacologia , Antineoplásicos/isolamento & purificação , Apoptose/efeitos dos fármacos , Produtos Biológicos/isolamento & purificação , Linhagem Celular Tumoral , Descoberta de Drogas , Ensaios de Seleção de Medicamentos Antitumorais , Pontos de Checagem da Fase G1 do Ciclo Celular/efeitos dos fármacos , Humanos , Naftalenos/isolamento & purificação , Feófitas/microbiologia , Fosfatidilinositol 3-Quinases/metabolismo , Proteínas Proto-Oncogênicas c-akt/metabolismo , Pironas/isolamento & purificação , Espécies Reativas de Oxigênio/metabolismo , Transdução de Sinais/efeitos dos fármacos
9.
J Chromatogr A ; 1603: 396-400, 2019 Oct 11.
Artigo em Inglês | MEDLINE | ID: mdl-30975526

RESUMO

One of the most critical aspects of chromatographic analysis is effective data acquisition and processing. Typical approaches include software platforms designed for specific instruments or commercial data acquisition hardware boards, both of which require expensive licenses to use and operate. To increase the access and affordability of chromatographic data acquisition, especially for systems in which software control has become obsolete or must be written in-house, an open-source digital stripchart recorder has been developed. This system is built upon a Raspberry Pi single-board computer and a plug-in printed circuit board with the necessary integrated circuits for data acquisition. Using an open-source software called Processing, a complete user interface to control the system was developed that enables the acquisition, filtering, and processing of chromatographic data. The system performs comparably to more expensive platforms, with calculated values for peak area, retention time, and plate count all within 3% of the values calculated by a widely used commercial chromatography data software package.


Assuntos
Cromatografia/economia , Cromatografia/instrumentação , Custos e Análise de Custo , Software , Compostos de Bifenilo/isolamento & purificação , Naftalenos/isolamento & purificação , Tolueno/isolamento & purificação , Uracila/isolamento & purificação
10.
Mar Drugs ; 17(4)2019 Apr 11.
Artigo em Inglês | MEDLINE | ID: mdl-30978906

RESUMO

In order to find out the seeds of antitumor agents, we focused on potential bioactive materials from marine-derived microorganisms. Marine products include a number of compounds with unique structures, some of which may exhibit unusual bioactivities. As a part of this study, we studied metabolites of a strain of Alternaria sp. OUPS-117D-1 originally derived from the sea urchin Anthocidaris crassispina, and isolated five new decalin derivatives, altercrasins A-E (1-5). The absolute stereostructure of altercrasins A (1) had been decided by chemical transformation and the modified Mosher's method. In this study, four decalin derivatives, altercrasins B-E (2-5) were purified by silica gel chromatography, and reversed phase high-performance liquid chromatography (RP HPLC), and their structures were elucidated on the basis of 1D and 2D nuclear magnetic resonance (NMR) spectroscopic analyses. The absolute configuration of them were deduced by the comparison with 1 in the NMR chemical shifts, NOESY correlations, and electronic circular dichroism (ECD) spectral analyses. As a result, we found out that compound pairs of 1/2 and 4/5 were respective stereoisomers. In addition, their cytotoxic activities using murine P388 leukemia, human HL-60 leukemia, and murine L1210 leukemia cell lines showed that 4 and 5 exhibit potent cytotoxicity, in especially, the activity of 4 was equal to that of 5-fluorouracil.


Assuntos
Alternaria/química , Antineoplásicos/isolamento & purificação , Naftalenos/isolamento & purificação , Ouriços-do-Mar/microbiologia , Animais , Antineoplásicos/química , Antineoplásicos/farmacologia , Linhagem Celular Tumoral , Dicroísmo Circular , Ensaios de Seleção de Medicamentos Antitumorais , Fluoruracila/farmacologia , Humanos , Espectroscopia de Ressonância Magnética , Camundongos , Estrutura Molecular , Naftalenos/química , Naftalenos/farmacologia , Estereoisomerismo
11.
Bioresour Technol ; 284: 1-8, 2019 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-30925418

RESUMO

In this study, rape straw- and corn cob-derived porous carbons (PCs) were fabricated by hydrothermal treatment (250 °C, 4 h) and subsequent activation (850 °C, 1 h) using a non-corrosive agent, potassium bicarbonate. The PCs exhibited a very large specific surface area (1069-1281 cm2 g-1), high pore volume (0.55-0.72 cm3 g-1), wide pore size distribution (from micropores to macropores), high hydrophobicity, and partly graphitized structure. These properties contributed to highly efficient performance for the sorption of polycyclic aromatic hydrocarbons (PAHs), with maximum sorption capacities of 592.97, 480.27, and 692.27 mg g-1 towards naphthalene, acenaphthene, and phenanthrene, respectively. A three-step sorption process with pore filling, hydrophobic effects, and π-π stacking interactions on the heterogeneous surface is a possible mechanism for the sorption of PAHs onto PCs. This study presents an environmentally friendly strategy for the reuse of crop residues in the field of organic micropollutant-contaminated water treatment.


Assuntos
Carbono/química , Naftalenos/isolamento & purificação , Fenantrenos/isolamento & purificação , Poluentes Químicos da Água/química , Água/química , Adsorção , Interações Hidrofóbicas e Hidrofílicas , Cinética , Porosidade
12.
Chem Biodivers ; 16(4): e1800648, 2019 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-30874370

RESUMO

The chemical composition of the essential oil (LEO) and its volatile fractions (V1 -V10 ) collected during the hydrodistillation process every 15 min from the fresh leaves of I. viscosa (L.), growing in Tunisia, were analyzed by GC-FID and GC/MS. Eighty-two compounds, representing 90.9-99.4 % of the total samples, were identified. The crude essential oil (LEO) and its fractions (V1 -V10 ) were characterized by the presence of a high amount of oxygenated sesquiterpenes (82.7-95.8 %). Isocostic acid (1) was found to be the most abundant component (37.4-83.9 %) and was isolated from the same essential oil over silica gel column chromatography and identified by spectroscopic methods (1 H, 13 C, DEPT 135 NMR and EI-MS) and by comparison with literature data. Furthermore, the fresh leaves essential oil (LEO), its volatile fractions (V1 -V10 ) as well as compound 1 were screened for their antibacterial, antityrosinase, anticholinesterase and anti-5-lipoxygenase activities. It was found that the isolated compound 1 exhibited an interesting antibacterial activity against Staphylococcus aureus ATCC 25923 (MIC=32 µg/mL) and Enterococcus faecalis ATCC 29212 (MIC=32 µg/mL) and the highest antityrosinase activity (IC50 =13.82±0.87 µg/mL). Compound 1 was also found to be able to strongly inhibit 5-lipoxygenase with an IC50 value of 59.21±0.85 µg/mL. The bioactivity and drug likeness scores of compound 1 were calculated using Molinspiration software and interpreted, and the structure-activity relationship (SAR) was discussed with the help of molecular docking analysis.


Assuntos
Antibacterianos/farmacologia , Inibidores Enzimáticos/farmacologia , Inula/química , Simulação de Acoplamento Molecular , Naftalenos/farmacologia , Óleos Voláteis/farmacologia , Antibacterianos/síntese química , Antibacterianos/química , Araquidonato 5-Lipoxigenase/metabolismo , Relação Dose-Resposta a Droga , Enterococcus faecalis/efeitos dos fármacos , Inibidores Enzimáticos/síntese química , Inibidores Enzimáticos/química , Testes de Sensibilidade Microbiana , Estrutura Molecular , Monofenol Mono-Oxigenase/antagonistas & inibidores , Monofenol Mono-Oxigenase/metabolismo , Naftalenos/química , Naftalenos/isolamento & purificação , Óleos Voláteis/síntese química , Óleos Voláteis/química , Folhas de Planta/química , Staphylococcus aureus/efeitos dos fármacos , Relação Estrutura-Atividade , Tunísia
13.
J Agric Food Chem ; 67(7): 1831-1838, 2019 Feb 20.
Artigo em Inglês | MEDLINE | ID: mdl-30742443

RESUMO

Roots of Glehnia littoralis have been used to heal stroke as a traditional medicine. Even though many studies on this plant have been conducted, the secondary metabolites produced by its endophytes and their bioactivities have not been investigated thus far. Therefore, a new meroditerpenoid named sartorypyrone E (1) and eight known compounds (2-9) were isolated from extracts of cultured Neosartorya fischeri JS0553, an endophyte of G. littoralis. The isolated metabolites were identified using spectroscopic methods and chemical reaction, based on a comparison to literature data. Relative and absolute stereochemistries of compound 1 were also elucidated. To identify the protective effects of isolated compounds (1-9) in HT22 cells against glutamate-induced cytotoxicity, we assessed inhibition of cell death, intracellular reactive oxygen species (ROS) accumulation, and calcium ion (Ca2+) influx. Among the isolates, compound 8, identified as fischerin, showed significant neuroprotective activity on glutamate-mediated HT22 cell death through inhibition of ROS, Ca2+ influx, and phosphorylation of mitogen-activated protein kinase, including c-Jun N-terminal kinase, extracellular signal-regulated kinase, and p38. The results suggested that the metabolites produced by the endophyte N. fischeri JS0553 might be related to the neuroprotective activity of its host plant, G. littoralis.


Assuntos
Apiaceae/microbiologia , Neosartorya/metabolismo , Fármacos Neuroprotetores/metabolismo , Animais , Cálcio/metabolismo , Morte Celular/efeitos dos fármacos , Linhagem Celular Transformada , Ácido Glutâmico/toxicidade , Hipocampo , Camundongos , Proteínas Quinases Ativadas por Mitógeno/efeitos dos fármacos , Proteínas Quinases Ativadas por Mitógeno/metabolismo , Estrutura Molecular , Naftalenos/isolamento & purificação , Naftalenos/farmacologia , Neosartorya/isolamento & purificação , Fármacos Neuroprotetores/química , Fármacos Neuroprotetores/farmacologia , Fosforilação/efeitos dos fármacos , Piridonas/isolamento & purificação , Piridonas/farmacologia , Pironas/metabolismo , Pironas/farmacologia , Espécies Reativas de Oxigênio/antagonistas & inibidores
14.
J Org Chem ; 84(5): 2991-2996, 2019 03 01.
Artigo em Inglês | MEDLINE | ID: mdl-30680995

RESUMO

The azinomycins are a family of aziridine-containing antitumor antibiotics and represent a treasure trove of biosynthetic reactions. The formation of the azabicyclo[3.1.0]hexane ring and functionalization of this ring system remain the least understood aspects of the pathway. This study reports the incorporation of 18O-labeled molecular oxygen in azinomycin biosynthesis including both oxygens of the diol that ultimately adorn the aziridino[1,2- a]pyrrolidine moiety. Likewise, two other sites of heavy atom incorporation are observed.


Assuntos
Dipeptídeos/biossíntese , Peptídeos e Proteínas de Sinalização Intercelular/biossíntese , Oxigênio/metabolismo , Streptomyces/metabolismo , Compostos Azabicíclicos , Cromatografia em Camada Delgada , Peptídeos e Proteínas de Sinalização Intercelular/isolamento & purificação , Naftalenos/isolamento & purificação , Streptomyces/química
15.
Nat Prod Res ; 33(10): 1406-1414, 2019 May.
Artigo em Inglês | MEDLINE | ID: mdl-29287545

RESUMO

Mounting evidence indicates free radicals as toxic species causing damage to human cells leading to the pathogenesis of many diseases such as neurodegenerative disease. Plant derived antioxidants are considered as promising strategy to prevent free radical toxicity. In this study, the crude extract (CE), 50%MeOH, Petroleum Ether (PE) and Ethyl acetate (EA) fractions of Lawsonia inermis leaves were investigated for their antioxidant activity and their ability to counteract amyloid-ß42 (Aß42) aggregation. Elution of the most bioactive fraction (EA) on silica gel column chromatography led to six sub-fractions. The most active sub-fraction (1) was further resolved on silica gel column chromatography. A new compound with powerful antioxidant and anti-Aß42 aggregation properties was purified and characterised by spectroscopic methods as 1,2,4-trihydroxynaphthalene-2-O-ß-D-glucopyranoside (THNG). This finding suggests that the antioxidant and anti-Aß42 aggregation activities of L. inermis leaves are strongly correlated to this compound.


Assuntos
Peptídeos beta-Amiloides/antagonistas & inibidores , Antioxidantes/farmacologia , Lawsonia (Planta)/química , Naftalenos/farmacologia , Fragmentos de Peptídeos/antagonistas & inibidores , Extratos Vegetais/farmacologia , Folhas de Planta/química , Peptídeos beta-Amiloides/metabolismo , Antioxidantes/química , Antioxidantes/isolamento & purificação , Radicais Livres , Humanos , Naftalenos/química , Naftalenos/isolamento & purificação , Fragmentos de Peptídeos/metabolismo
16.
J Asian Nat Prod Res ; 21(10): 970-976, 2019 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-29947250

RESUMO

A phytochemical study on the seeds of Cassia obtusifolia was carried out, which finally led to obtain two naphthalenes (1 and 2), two naphthopyrans (3 and 4) and twelve anthraquinones (5-16). The structures of all compounds were established mainly by NMR and MS experiments as well as the necessary chemical evidence. Among them, 1 and 2 (obtusinaphthalensides A and B) were identified to be new naphthalene glycosides.


Assuntos
Cassia/química , Naftalenos/isolamento & purificação , Sementes/química , Antraquinonas/química , Hidrólise , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Estrutura Molecular , Extratos Vegetais/química
17.
Bioorg Chem ; 82: 1-5, 2019 02.
Artigo em Inglês | MEDLINE | ID: mdl-30267969

RESUMO

Five novel and rare cadinane-type sesquiterpene glycosides, cornucadinoside A-E (1-5) were isolated from water extract of the fruit of Cornus officinalis Sieb. et Zuuc.. The new chemical structures, together with their absolute configurations, were elucidated on the basis of extensive spectroscopic analysis, including a comparison of their experimental and calculated electronic circular dichroism (ECD) spectra. Their structures, which possess a naphthalene skeleton, are the first report on the occurrence of cadinane sesquiterpene glycosides in Cornus. Additionally, all the compounds exhibited marked α-glucosidase inhibitory activity except for 3in vitro.


Assuntos
Cornus/química , Frutas/química , Inibidores de Glicosídeo Hidrolases/química , Glicosídeos/química , Sesquiterpenos/química , Dicroísmo Circular , Inibidores de Glicosídeo Hidrolases/isolamento & purificação , Glicosídeos/isolamento & purificação , Naftalenos/química , Naftalenos/isolamento & purificação , Sesquiterpenos/isolamento & purificação
18.
Sci Total Environ ; 655: 633-640, 2019 Mar 10.
Artigo em Inglês | MEDLINE | ID: mdl-30476844

RESUMO

One of the challenges in the petroleum hydrocarbon contaminated groundwater remediation by oxygen releasing compounds (ORCs) is to identify the remediation mechanism and determine the impact of ORCs on the environment and the intrinsic groundwater microorganisms. In this research, the application of encapsulated magnesium peroxide (MgO2) nanoparticles in the permeable reactive barrier (PRB) for bioremediation of the groundwater contaminated by toluene and naphthalene was studied in the continuous flow sand-packed plexiglass columns within 50 d experiments. For the biodiversity studies, next generation sequencing (NGS) of the 16S rRNA gene was applied. The results showed that naphthalene was metabolized (within 20 days) faster than toluene (after 30 days) by microorganisms of the aqueous phase. By comparing the contaminant removal in the biotic (which resulted in the complete contaminant removal) and abiotic (around 32% removal for naphthalene and 36% for toluene after 50 d) conditions, the significant role of microorganisms on the decontamination process was proved. Furthermore, the attached microbial communities on the porous media were visualized by scanning electron microscopy (SEM). Microbial community structure analysis by NGS technique revealed that the microbial species which were able to degrade toluene and naphthalene such as P. putida and P. mendocina respectively were stimulated by addition of MgO2 nanoparticles. The presented study resulted in a momentous insight into the application of MgO2 nanoparticles in the hydrocarbon compounds removal from groundwater.


Assuntos
Recuperação e Remediação Ambiental/métodos , Compostos de Magnésio/química , Nanopartículas/química , Naftalenos/metabolismo , Peróxidos/química , Tolueno/metabolismo , Poluentes Químicos da Água/metabolismo , Purificação da Água/métodos , Biodegradação Ambiental/efeitos dos fármacos , Água Subterrânea/química , Água Subterrânea/microbiologia , Compostos de Magnésio/farmacologia , Microbiota/efeitos dos fármacos , Naftalenos/isolamento & purificação , Peróxidos/farmacologia , RNA Ribossômico 16S/genética , Tolueno/isolamento & purificação , Poluentes Químicos da Água/isolamento & purificação
19.
Zhongguo Zhong Yao Za Zhi ; 43(18): 3683-3687, 2018 Sep.
Artigo em Chinês | MEDLINE | ID: mdl-30384533

RESUMO

A new naphthalene derivative and three known compounds were isolated from the petroleum ether extract of the bulbs of Eleutherine americana by using various chromatographic techniques, such as column chromatography over silica gel and semi-preparative HPLC. Their structures were elucidated by spectroscopic date (MS, UV, IR, NMR), which were identified as eleutherol B (1), 4,8-dihydroxy-3-methoxy-1-methylanthraquinone-2-carboxylic acid methyl ester (2), 8-hydroxy-3,4-dimethoxy-1-methylanthraquinone-2-carboxylic acid methyl ester (3), and isoeleutherine (4). Compound 1 is a new compound. The diastolic blood vessels activity of compound 1 and 2 were potent, reaching 82.5% and 85.3% at the concentration of 10 µmol·L⁻¹, which were basically the same as that of the positive drug tanshinone ⅡA.


Assuntos
Iridaceae/química , Naftalenos/química , Raízes de Plantas/química , Cromatografia Líquida de Alta Pressão , Estrutura Molecular , Naftalenos/isolamento & purificação , Compostos Fitoquímicos/química , Compostos Fitoquímicos/isolamento & purificação , Extratos Vegetais/química
20.
Zhongguo Zhong Yao Za Zhi ; 43(19): 3884-3886, 2018 Oct.
Artigo em Chinês | MEDLINE | ID: mdl-30453713

RESUMO

A new naphthaldehyde derivative has been isolated from Comastoma pulmonarium by using various chromatographic techniques, including silica gel, Sephadex LH-20, MCI-gel resin and RP-HPLC. This compounds was determined as 5-methoxy-2-methyl-7-(2-oxopropyl)naphthalene-1-carbaldehyde(1) by NMR, MS, IR and UV spectra. This compound was also evaluated for its anti-tobacco mosaic virus (anti-TMV) activity. The result showed that it showed high anti-TMV activity with inhibition rate of 32.8%. The inhibition rate is close to that of positive control (ningnanmycin).


Assuntos
Aldeídos/farmacologia , Antivirais/farmacologia , Gentianaceae/química , Naftalenos/farmacologia , Vírus do Mosaico do Tabaco/efeitos dos fármacos , Aldeídos/isolamento & purificação , Antivirais/isolamento & purificação , Cromatografia Líquida de Alta Pressão , Naftalenos/isolamento & purificação , Compostos Fitoquímicos/isolamento & purificação , Compostos Fitoquímicos/farmacologia , Tabaco
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