Methanolic Chloride Research Articles

The phenolic content and antioxidant effect of the methanol extract of Dennettia tripetala G. Baker leaves (Annonaceae)

The present study was carried out to investigate the phytochemicals, phenolic compounds and the in-vitro antioxidant effect of the methanol extract of Dennettia tripetala G. Baker (Annonaceae) leaves collected from Orba in Udenu Local Government Area of Enugu State, Nigeria. The determination of the presence of phytoconstituents was carried out using standard methods. Estimation of the total phenolic content (TPC), total flavonoid content (TFC) and total proanthocyanidins (TPA) were determined using Folin-Ciocalteu, aluminum chloride and vanillin methanol methods respectively. The antioxidant activities was evaluated using various assays; 1,1-diphenyl-2-picrylhydrazyl (DPPH) model, reducing power and scavenging nitric oxide. Phytochemical screening of the methanol extract of Dennettia tripetala (MEDT) revealed the presence of alkaloids, tannins, saponins, flavonoids, terpenoids, steroids, glycosides, reducing sugars, proteins and fats and oils. The MEDT exhibited potent and concentration dependent free radical scavenging activity in all the tested models, which was compared with standard drug ascorbic acid at different concentrations as extract. The multiple antioxidant activity of MEDT was evident as it showed significant reducing power and nitric oxide-scavenging activity. The total phenolic content of MEDT was 296.24 mg gallic acid/g of dry extract. The flavonoid compounds were found to be 107.76 mg of quercetin equivalent [QE] per g of dry extract. All the results of the in vitro antioxidant assays reveal potent antioxidant and free radical scavenging activity of the leaves of D. tripetala equivalent to that of standard ascorbic acid and provide a support for its use in traditional medicine and its further investigation.

ChemInform Abstract: Five New Resin Glycoside Derivatives Isolated from the Convolvulin Fraction of Seeds of Quamoclit pennata After Treatment with Indium(III) Chloride in Methanol.

Three new acylated methyl glycosides and two new acylated glycosidic acid methyl esters were isolated after treatment of the crude ether-insoluble resin glycoside (convolvulin) fraction from seeds of Quamoclit pennata BOJER (Convolvulaceae) with indium(III) chloride in methanol. Their structures were elucidated on the basis of spectroscopic data and chemical conversions.

Analysis of depolarization ratios of ClNO2 dissolved in methanol

A detailed analysis of the resonance Raman depolarization ratio dispersion curve for the N-O symmetric stretch of nitryl chloride in methanol at excitation wavelengths spanning the D absorption band is presented. The depolarization ratios are modeled using the time-dependent formalism for Raman scattering with contributions from two excited states (2(1)A1 and 3(1)B1), which are taken as linearly dissociative along the Cl-N coordinate. The analysis focuses on the interplay between different types of broadening revealing the importance of inhomogenous broadening in determining the relative contributions of the two electronic transitions. We find that the transition dipole moment (M) for 2(1)A1 is greater than for 3(1)B1, in agreement with gas phase calculations in the literature [A. Lesar, M. Hdoscek, M. Muhlhauser, and S. D. Peyerimhoff, Chem. Phys. Lett. 383, 84 (2004)]. However, we find that the polarity of the solvent influences the excited state energetics, leading to a reversal in the ordering of these two states with 3(1)B1 shifting to lower energies. Molecular dynamics simulations along with linear response and ab initio calculations support the evidence extracted from resonance Raman intensity analysis, providing insights on ClNO2 electronic structure, solvation effects in methanol, and the source of broadening, emphasizing the importance of a contribution from inhomogeneous linewidth.

Five New Resin Glycoside Derivatives Isolated from the Convolvulin Fraction of Seeds of <i>Quamoclit pennata</i> after Treatment with Indium(III) Chloride in Methanol

Three new acylated methyl glycosides and two new acylated glycosidic acid methyl esters were isolated after treatment of the crude ether-insoluble resin glycoside (convolvulin) fraction from seeds of Quamoclit pennata BOJER (Convolvulaceae) with indium(III) chloride in methanol. Their structures were elucidated on the basis of spectroscopic data and chemical conversions.

Four new acylated glycosidic acid methyl esters isolated from the convolvulin fraction of seeds of Quamoclit pennata after treatment with indium(III) chloride in methanol.

Four new acylated glycosidic acid methyl esters were isolated after treatment of the crude ether-insoluble resin glycoside (convolvulin) fraction obtained from the seeds of Quamoclit pennata BOJER (Convolvulaceae) with indium(III) chloride in methanol. Their structures were elucidated on the basis of spectroscopic data and chemical conversions.

Anti-hepatitis C virus activity of crude extract and fractions of Entada africana in genotype 1b replicon systems.

Entada africana (Ea) is a medicinal plant from the family of Fabaceae, used in Western and Central Africa regions to treat liver diseases. Antiviral properties of this plant were reported against Hepatitis B virus, while effects against Hepatitis C virus (HCV) remained unknown. This study reports for the first time, the effects of Ea crude extract and fractions on HCV replication. Furthermore, the effect of one Ea fraction on the transcriptional expression of two interferon-stimulated genes (ISGs) was also investigated. A methylene chloride-methanol (MCM) stem bark crude extract and different MCM fractions (EaF0, EaF5, EaF10, EaF25, and EaF100) were prepared and tested on LucUbiNeo-ET and Huh 5.15 cells lines used as genotype 1b (GT1b) replicon systems. The cells were incubated with crude extract and fractions at various concentrations. Then, the antiviral activity was assessed by luciferase reporter assay and the cell viability by MTT assay. Gene expression was also analyzed using quantitative real time RT-PCR. Results showed that the Ea crude extract dose-dependently inhibited HCV replication after 24 and 72 h of incubation. The MCM fraction (EaF10) exhibited the strongest anti-HCV properties with an IC50 = 0.453 ± 0.00117 mg/ml and no reduction of cell viability at antiviral concentrations. This fraction also significantly induced the expression of heme oxygenase-1 (HO-1) (5.36-fold), and 2'-5' oligoadenylate synthetase-3 (OAS-3) by 4.46-fold after 6 h and 2.31-fold after 24 h at the mRNA levels. Taken altogether, these results suggest that Ea may contain ingredients that indirectly regulate HCV replication.

Synthesis of SnO2 nanostructures by ultrasonic-assisted sol–gel method

Fluorine doped SnO2 nanostructures were grown using ultrasonic assisted sol–gel method. The gel was obtained by dissolving stannous chloride in methanol with ammonium fluoride as dopant followed by irradiation with ultrasonic vibrations. Obtained samples were characterized by structural, morphological and optical studies. All the peaks in the X-ray diffractograms are identified and indexed as tetragonal cassiterite structure. Negative slope of Williamson–Hall plots indicates compressive strain. Particle size of SnO2 nanostructures is decreases with increases in concentration of fluorine doping. Atomic force microscopy, scanning electron microscopy and transmission electron microscopy studies confirm the formation of ring like porous structures and then hollow tube like growth with increase in the fluorine concentration. Peaks in Raman spectra also indicate strong confinement in SnO2 particles. Distinct peaks in the PL spectra make the structure suitable for photovoltaic applications.

Phosphoryl chloride–methanol adducts: Matrix isolation infrared and DFT studies

The adducts of phosphoryl chloride (POCl3) and methanol (CH3OH) were studied using matrix isolation infrared spectroscopy and DFT calculations. The 1:1 POCl3:CH3OH binary adduct was generated in a nitrogen matrix at low temperatures and studied using infrared spectroscopy. Formation of the adduct was evidenced by the shifts in the vibrational frequencies of the modes involving POCl3 and CH3OH sub-molecules. The structures, vibrational frequencies and stabilization energies of the adducts were computed at B3LYP/aug-cc-pVDZ level of theory. Our computations located two minima for POCl3:CH3OH adducts on the potential energy surface. However, only one adduct was experimentally identified in the matrix at low temperatures, which was the structure corresponding to the global minimum. The computed vibrational frequencies of the adduct agreed well with the observed experimental frequencies. Atoms In Molecules (AIM) analysis was performed to understand the nature of the interactions in these adducts. Natural Bond Orbital (NBO) analysis was performed to understand the effect of charge-transfer interactions on the stability of adducts.

Cytotoxic Activity of Crude Extracts and Fractions from Irvingia malayana

Irvingia malayana has been utilized for traditional medicine in West Kalimantan, Indonesia.The aim of this research is to detect cytotoxic activity of extract of Irvingia malayana. The extraction with methanol and partition by variated eluen polarity. This extraction produced methanol extract, n-hexane fraction, methylene chloride fraction, ethylacetate fraction and methanol fraction. Cytotoxic test using MTT assay method was done to each extract and fraction. Cell viability profiles produced from MTT assay showed that methanolic extract , the other fractions (n-hexane, metylen chloride, ethylacetate and methanol) from bark of Irvingia malayana decrease HeLa cells viability compare to control cells in the concentration dependent manners with IC 50 of 59, 92, 30, 22, and 33 μg/mL respectively. The strongest cytotoxic activity was showed by ethylacetate fraction of bark of Irvingia malayana, but methylen chloride fraction of root of Irvingia malayana also potencial to find bioactive compound against Hela cell line.

Liquid Chromatography-Mass/Mass Spectrometry (MS)와 Gas Chromatography-MS를 이용한 농축 액상 비료제품 중 Indole-3-acetic acid 및 Indole-3-butyric acid 정량분석능 비교

비료제품에는 의도적 혹은 비의도적으로 농약으로 등록된 indole-3-acetic acid (IAA) 및 indole-3-butyric acid (IBA)성분에 대한 잔류 가능성이 꾸준히 제기되고 있으나, 생장조정제가 아닌 비료제품에서 mg/L 수준의 옥신류 잔류분석법이 마련되어 있지 않았다. 따라서, 본 연구에서는 생체시료에 미량 잔류하는 IAA 및 IBA 분석에 사용되어 온 liquid chromatography-mass/mass spectrometry (LC-MS/MS)와 gas chromatography-MS 기기분석법을 활용하여 농축 액상비료제품에 적용할 수 있는지 조사하였으며, 액상 비료제품에 적용 가능한 정밀기기 분석법을 개발하고자 하였다. 수용액 상태의 시료에서 식물 생장호르몬인 IAA와 IBA를 가장 손쉽게 정제할 수 있는 방법으로 hydrophile-lipophile balance (HLB) solid phase extraction를 활용하였으나, 제한된 조건에서 LC-MS/MS를 통한 정량분석은 적합한 회수율을 확보하지 못하였고, 정성분석만 가능함을 확인하였다. 반면, 비료제품 250배 희석액을 사용하여 HLB 정제, trimethylsilyl chloride을 이용한 methylation을 통한 GC-MS 분석에서는 검출한계 1.4 mg/L과 93-107%의 회수율로 액상 비료제품에서 IAA와 IBA 정량분석법을 확립할 수 있었다. In here, we investigated the quantitative analysis method of indole-3-acetic acid (IAA) and indole-3-butyric acid (IBA) with liquid chromatography-mass/mass spectrometry (LC-MS/MS) or gas chromatography-MS. Two ways of clean-up process were investigated for LC-MS/MS instrumental analysis of IAA, but both a simple dilution and hydrophile-lipophile balance (HLB) solid phase extraction (SPE) were not met the optimal recovery rates for quantitative analysis. On the other hand, the clean-up method for GC-MS was finally optimized through HLB-SPE from 250-folds diluted sample and methylation with trimethylsilyl chloride in methanol for 4 h. The limit of detection for methyl ester of IAA and IBA were both 1.4 mg/L, and recovery rates showed 93-107% from the concentrated liquid fertilizer.

건조 도라지 추출물 및 분획물의 총 페놀계 화합물 함량 및 인체 암세포 증식 억제효과

본 연구에서는 도라지를 건조한 후 분말화하여 유기용매로 추출하여 도라지 추출물 및 분획물의 총 페놀계 화합물 함량 및 인체 암세포에 대한 증식 억제효과에 대해 검토하였다. 건조 도라지의 총 페놀계 화합물 함량 측정 실험에서 A+M 추출물과 MeOH분획물은 각각 4.53 및 27.22 TAE mg/100 g의 페놀계 화합물 함량을 나타내었으며, 건조 도라지 분획물들 중 n-BuOH 분획물은 14.82 TAE mg/100 g로 가장 높은 페놀계 화합물 함량을 나타내었다. n-BuOH 분획물을 다시 RP flash column chromatography로 분획하여 얻은 분획물들(rfc 1-5) 중 rfc 1은 다른 분획물들보다 유의적으로 높은 페놀계 화합물 함량을(1.27 TAE mg/100 g) 나타냈다. 건조 도라지 추출물의 인체 암세포들(HT-29 및 AGS)에 대한 증식 억제효과 실험에서 A+M 추출물 및 MeOH 분획물은 인체 암세포 증식을 유의적으로 억제하였으며(p<0.05) 두 암세포에 대한 증식 억제효과에는 차이가 없었다. 건조 도라지 분획물들을 농도별로 처리하였을 때에도 n-BuOH 분획물의 <TEX>$IC_{50}$</TEX>이 0.06 mg/mL로 가장 활성이 높았고 n-BuOH 분획물의 rfc 1-5를 암세포에 0.001-0.05 mg/mL의 농도로 처리했을 때 rfc 1-3의 경우, 0.005 mg/mL 이상의 농도에서 높은 암세포 증식 억제효과를 나타내었다. 이상의 연구결과로부터 건조 도라지의 n-BuOH 분획물에 의한 강력한 암세포 증식 억제효과는 높은 함량의 페놀계 화합물에 기인한 것으로 여겨지며 향후 분획물의 분리 정제를 통한 새로운 기능성 물질의 개발이 필요할 것으로 사료된다. We investigated the effects of extracts from dried Platycodon grandiflorum on total phenolic content and growth of cancer cell lines (HT-29 and AGS). Total phenolic contents of acetone/methylene chloride (A+M) extract and methanol (MeOH) fraction were 4.53 and 27.22 TAE mg/100 g, respectively. Among the fractions, n-butanol (n-BuOH) fraction contained the highest phenolic content. Treatments of crude extracts and fractions significantly inhibited the growth of HT-29 and AGS cancer cell lines (p<0.05). Among the fractions, n-BuOH fraction exhibited the highest inhibitory effect and was then sub-fractionated by reverse phase flash column chromatography (rfc). The rfc 1-3 exhibited a higher inhibitory effect on proliferation of both cancer cells. The rfc 1 contained the highest phenol content. Our results showed that n-BuOH fraction possessed a potent inhibitory effect on proliferation of human cancer cells. We suggested that this anticancer activity was partially related to the content of phenolic compounds.

Critical profiles of chiral diether-mediated asymmetric conjugate aminolithiation of enoate with lithium amide as a key to the total synthesis of (−)-kopsinine

Chiral diether-mediated asymmetric aminolithiation of indolylpropenoate with lithium amide in toluene at −78 °C for 15 min gave, after aqueous ammonium chloride quench, the corresponding conjugate addition product with 97% ee in 89% yield. If hydrogen chloride in methanol was selected as a quencher, however, aminolithiation at −78 °C for 3 h gave the corresponding adduct with 97% ee in 54% yield, along with recovery of the starting enoate in 39% yield. Based on this finding of an incomplete and slow reaction at −78 °C, the aminolithiation conditions were optimized to be at −60 °C for 15 h and subsequent enolate trap with alkyl halide upon an addition of DMPU afforded the desired aminoalkylation product with 98% ee in 89% yield. Further approach toward total synthesis of (−)-kopsinine was carried out by examining asymmetric aminolithiation with N-hydroxyethylamine equivalent, one-pot piperidine formation, and Claisen condensation.

Three Acylated Glycosidic Acid Methyl Esters and Two Acylated Methyl Glycosides Generated from the Convolvulin Fraction of Seeds of &lt;i&gt;Quamoclit pennata&lt;/i&gt; by Treatment with Indium(III) Chloride in Methanol

Treatment of the ether-insoluble resin glycoside (convolvulin) fraction from seeds of Quamoclit pennata (Convolvulaceae) with indium(III) chloride in methanol provided three oligoglycosides of hydroxy fatty acid (glycosidic acid) methyl esters and two methyl glycosides, which were partially acylated by a glycosidic acid, 7S-hydroxydecanoic acid 7-O-β-D-quinovopyranoside (quamoclinic acid B) and/or two organic acids, (E)-2-methylbut-2-enoic (tiglic) acid and/or 3R-hydroxy-2R-methylbutyric (nilic) acid. Their structures were elucidated on the basis of spectroscopic data and chemical conversions.

Highly efficient removal of arsenic metal ions with high superficial area hollow magnetite nanoparticles synthetized by AACVD method

New nanotechnology alternatives and methodologies have been developed in order to overcome the limitations of conventional techniques for metal ions removal from water. Currently, the removal of heavy metals requires multiple steps which include the separation and post-treatment of the generated sludge. Usually, this sludge is composed of dangerous environmental pollutants mixed with the material used for removing the metal ion. Thus, the removal of these metals becomes a challenging task. Herein we report the synthesis of magnetite nanoparticles with high specific area by the aerosol assisted chemical vapour deposition method. Deposition temperature were fixed at 450 °C and a mixture of Ar–air were used as a carrier gas, a flow of 1.0 and 0.015 L min−1 were used for Ar and air, respectively. The precursor solution was a dilution of Fe (II) chloride in methanol, with different concentration 0.01, 0.05 and 0.1 mol dm−3. The crystalline structure of the nanoparticles was characterized by grazing incidence X-ray diffraction. Morphology and microstructure were analyzed by field emission scanning electron microscopy, scanning probe microscopy and transmission electron microscopy. Magnetic properties were evaluated with a vibrating sample magnetometer and specific area was measured by the Brunauer–Emmett–Teller method. To determine the removal efficiency of arsenic ion from water, several tests were carried out at six exposition times 1, 3, 5, 10, 20 and 30 min. Results showed high removal efficiency, more than 99%, in less than 1 min.

Orthoamide und Iminiumsalze, LXXXI [1]. Orthoamid-Derivate der 1,3-Dimethylparabansäure / Orthoamides and Iminium Salts LXXXI [1]. Orthoamide Derivatives of 1,3-Dimethylparabanic Acid

1,3-Dimethyl-5-imino-imidazolidine-2,4-dione (7a) undergoes thiolysis (H2S) to give the corresponding imidazolidine-2,4-dione-5-thione derivative 6. The 5-N-methylimino analogue 7b can be obtained from 7a by methylation. Further methylation of 7b affords the crude iminium salt 8c from which the heterocyclic orthoamide derivatives 10, 11 can be prepared. The heterocyclic amide acetal 9a can be obtained from 7a and dimethyl sulfate in methanol and subsequent addition of sodium methanolate in a one-pot reaction. The aminal ester 10 is converted to the amide acetal 9a on treatment with hydrogen chloride in methanol

Effect of doping concentration on the structural and optical properties of pure and tin doped zinc oxide thin films by nebulizer spray pyrolysis (NSP) technique

Pure and tin doped zinc oxide (Sn:ZnO) thin films were prepared for the first time by NSP technique using aqueous solutions of zinc acetate dehydrate, tin (IV) chloride fendahydrate and methanol. X-ray diffraction patterns confirm that the films are polycrystalline in nature exhibiting hexagonal wurtzite type, with (002) as preferred orientation. The structural parameters such as lattice constant (‘a’ and ‘c’), crystallite size, dislocation density, micro strain, stress and texture coefficient were calculated from X-ray diffraction studies. Surface morphology was found to be modified with increasing Sn doping concentration. The ZnO films have high transmittance 85% in the visible region, and the transmittance is found to be decreased with the increase of Sn doping concentration. The corresponding optical band gap decreases from 3.25 to 3.08eV. Room temperature photoluminescence reveals the sharp emission of strong UV peak at 400nm (3.10eV) and a strong sharp green luminescence at 528nm (2.34eV) in the Sn doped ZnO films. The electrical resistivity is found to be 106Ω-cm at higher temperature and 105Ω-cm at lower temperature.

ChemInform Abstract: Sodium Borohydride—Nickel Chloride—Methanol Catalytic System for Regioselective Reduction of Electron‐Rich Conjugated Dienes and Reductive Cleavage of Allyl Esters Involving π‐Allylnickel Intermediates.

AbstractThe chemoselective reduction of one double bond of various electron‐rich dienes, e.g. (I), (III), (V) and (XI) is smoothly achieved in the system NaBH4—NiCl2—MeOH.

Metal insertion into phosphonic acid terminated porphyrins immobilized on TiO2 electrodes

In this study an easy access for modification of properties of porphyrin covered TiO2 electrodes by post-assembling metal insertion was investigated. Therefore a new type of phosphonic acid terminated porphyrin was synthesized and immobilized on mesoporous TiO2 electrodes by self-assembling. Surface concentrations in a range of 1.5–3.3 × 10-8 mol.cm-2, based on the geometric area, were obtained by two independent techniques, UV-vis and cyclic voltammetry. Co(II) , Zn(II) , Pd(II) and Mn(III) ions could be inserted into the immobilized porphyrin by exposing the electrode to a boiling solution of metal chloride in methanol. The electrode surface was characterized by UV-vis spectroscopy and cyclic voltammetry before and after metal insertion. The electrocatalytic activity towards the reduction of molecular oxygen in acidic solution was examined, further confirming metal insertion into immobilized porphyrin monolayer.

Monitoring passive transport of redox mediators across a confluent cell monolayer with single-cell resolution by means of scanning electrochemical microscopy

Scanning electrochemical microscopy (SECM) was used for time-resolved studies of passive transport of redox active substances across cell monolayers with sub-cellular resolution. Platinum disk ultramicroelectrodes (UMEs) with effective electrode radii in the sub μm range were operated in the constant-height mode. Monolayers of normal rat kidney (NRK) or Madin Darby canine kidney strain II (MDCK II) epithelial cells served as model cell lines and were grown to confluence on permeable membrane filters to investigate the transport of redox mediators across epithelial barriers. A novel electrochemical cell was developed ensuring reliable mechanical fixation of the growth substrate and preventing membrane vibrations during the SECM operation. The detection of different redox mediators was enabled by potential switching at the UME. This concept proved to be an attractive alternative to the use of dual-microelectrodes or micropipette-microelectrode combinations. The various cell lines were investigated regarding their barrier functions with respect to different redox mediators. Para- and/or trans-cellular transport mechanisms could be distinguished using either hydrophilic ruthenium hexamine chloride or lipophilic ferrocene methanol as redox mediators.

Sesquiterpenes from an Egyptian Herbal Medicine, Pulicaria undulate, with Inhibitory Effects on Nitric Oxide Production in RAW264.7 Macrophage Cells

The methylene chloride-methanol (1 : 1) extract from the air-dried aerial parts of wild Pulicaria undulata collected in North Sinia, Egypt, showed inhibitory effects on lipopolysaccharide (LPS)-induced production of nitric oxide (NO) in RAW264.7 macrophages. From the extract, three new sesquiterpenes named 5α-hydroperoxyivalin, 8-epi-xanthanol, and 8-epi-isoxanthanol were isolated together with four known sesquiterpenes. The structure of each new sesquiterpenes was determined on the basis of physicochemical and chemical evidence. In addition, all the sesquiterpenoids significantly inhibited the production of NO. Ivalin (IC50=2.0 μM) and 2α-hydroxyalantolactone (1.8 μM) showed particularly strong inhibitory effects, but had strong cytotoxic effects as well. Furthermore, ivalin and 2α-hydroxyalantolactone concentration-dependently reduced inducible NO synthase (iNOS) protein levels in RAW264.7 cells.