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2013 Volume 24 Issue 8
2013, 24(8): 663-667
Abstract:
Hierarchical flower-like architectures of [Ni3(BTC)2·12H2O] (BTC3- = benzene-1,3,5-tricarboxylate) were successfully prepared by a simple solution-phase method under mild conditions without any template or surfactant. Phase-pure porous NiO nanocrystals were obtained by annealing the Ni-BTC complex without significant alteration in morphology. The product was characterized by X-ray diffraction techniques, field-emission scanning electron microscopy (FESEM), transmission electron microscopy (TEM) and high-resolution TEM (HRTEM). The catalytic effect of the NiO product was investigated on the thermal decomposition of ammonium perchlorate (AP) and it was found that the annealed NiO product has higher catalytic activity than the commercial NiO.
Hierarchical flower-like architectures of [Ni3(BTC)2·12H2O] (BTC3- = benzene-1,3,5-tricarboxylate) were successfully prepared by a simple solution-phase method under mild conditions without any template or surfactant. Phase-pure porous NiO nanocrystals were obtained by annealing the Ni-BTC complex without significant alteration in morphology. The product was characterized by X-ray diffraction techniques, field-emission scanning electron microscopy (FESEM), transmission electron microscopy (TEM) and high-resolution TEM (HRTEM). The catalytic effect of the NiO product was investigated on the thermal decomposition of ammonium perchlorate (AP) and it was found that the annealed NiO product has higher catalytic activity than the commercial NiO.
2013, 24(8): 668-672
Abstract:
Cu(Ⅱ) detection is important because it plays crucial role in several biological processes and ecological systems. Fluorescent techniques have attracted more and more attention in Cu(Ⅱ) detection. In this report, we contribute a novel strategy to use fluorescence spectroscopy for Cu(Ⅱ) specific detection. The specificity relies on the fact that, of the many metal cations, only Cu(Ⅱ) can catalyze the hydrolyzation of a-amino acid ester. The novelty originates from the unique aggregation-induced emission (AIE) property of the fluorescent label. We designed a model a-amino acid ester (TPE-Ala) constructed with alanine and tetraphenylethene-functionalizedmethanol (TPE-methanol). In comparison with the precursor TPE-Ala, TPE-methanol has lower solubility and is easy to form aggregates in water, thereby displaying a higher fluorescent response. Thus, the Cu(Ⅱ) catalyzed hydrolyzation can be monitored by recording the fluorescence enhancement and fluorescent detection Cu(Ⅱ) is rationally achieved.
Cu(Ⅱ) detection is important because it plays crucial role in several biological processes and ecological systems. Fluorescent techniques have attracted more and more attention in Cu(Ⅱ) detection. In this report, we contribute a novel strategy to use fluorescence spectroscopy for Cu(Ⅱ) specific detection. The specificity relies on the fact that, of the many metal cations, only Cu(Ⅱ) can catalyze the hydrolyzation of a-amino acid ester. The novelty originates from the unique aggregation-induced emission (AIE) property of the fluorescent label. We designed a model a-amino acid ester (TPE-Ala) constructed with alanine and tetraphenylethene-functionalizedmethanol (TPE-methanol). In comparison with the precursor TPE-Ala, TPE-methanol has lower solubility and is easy to form aggregates in water, thereby displaying a higher fluorescent response. Thus, the Cu(Ⅱ) catalyzed hydrolyzation can be monitored by recording the fluorescence enhancement and fluorescent detection Cu(Ⅱ) is rationally achieved.
2013, 24(8): 673-676
Abstract:
A series of novel anthranilic diamides with benzyl sulfide scaffold were synthesized, in which N-pyridylpyrazole moiety generally regarded as key pharmacophore was abandoned. The target compounds were characterized by 1H NMR, 13C NMR, 19F NMR and HRMS. The preliminary bioassays indicated that half of the title compounds were endowed with good insecticidal activities against armyworm (Mythimna sepatara) at the concentration of 500 mg/L. Exhilaratingly, the synthesized compound 3a was also active against Tetranychus cinnabarinus at 100 mg/L. The difference in activities between the target compounds was influenced by the substituents, which provided some hints for further investigation on structure modifications.
A series of novel anthranilic diamides with benzyl sulfide scaffold were synthesized, in which N-pyridylpyrazole moiety generally regarded as key pharmacophore was abandoned. The target compounds were characterized by 1H NMR, 13C NMR, 19F NMR and HRMS. The preliminary bioassays indicated that half of the title compounds were endowed with good insecticidal activities against armyworm (Mythimna sepatara) at the concentration of 500 mg/L. Exhilaratingly, the synthesized compound 3a was also active against Tetranychus cinnabarinus at 100 mg/L. The difference in activities between the target compounds was influenced by the substituents, which provided some hints for further investigation on structure modifications.
2013, 24(8): 677-680
Abstract:
Multi-target agents against tyrosine kinases and topoisomerases are potentially useful for the effective treatment of cancers. Discovery of new multi-target scaffolds are important for developing such agents. A series of five novel acridine analogues, LXL 1-5, were synthesized and their antiproliferative activity against HepG-2 cell lines were evaluated, among which the 9-benzyloxyacridine analogue, LXL-5, showed inhibitory activity against tyrosine kinases, VEGFR-2 and Src. The results of UV-visible absorption spectra and fluorescence emission spectra, as well as DNA topoisomerase Ⅰ inhibition assay, indicated topoisomerase Ⅰ inhibitory activity. Our study suggested that acridine scaffold, previously shown to have no multi-target kinase and topoisomerase inhibitory activity, might be potentially developed as a multi-target inhibitor of tyrosine kinases and topoisomerase Ⅰ.
Multi-target agents against tyrosine kinases and topoisomerases are potentially useful for the effective treatment of cancers. Discovery of new multi-target scaffolds are important for developing such agents. A series of five novel acridine analogues, LXL 1-5, were synthesized and their antiproliferative activity against HepG-2 cell lines were evaluated, among which the 9-benzyloxyacridine analogue, LXL-5, showed inhibitory activity against tyrosine kinases, VEGFR-2 and Src. The results of UV-visible absorption spectra and fluorescence emission spectra, as well as DNA topoisomerase Ⅰ inhibition assay, indicated topoisomerase Ⅰ inhibitory activity. Our study suggested that acridine scaffold, previously shown to have no multi-target kinase and topoisomerase inhibitory activity, might be potentially developed as a multi-target inhibitor of tyrosine kinases and topoisomerase Ⅰ.
2013, 24(8): 681-684
Abstract:
The temperature-dependent, second-order, nonlinear, optical coefficient (X(2)), piezoelectric coefficient (d33), pyroelectric coefficient (Ps) and domains on triglycine sulfate (TGS) reported herein provide a clue for us to investigate these as a typical second-order phase transition. The symmetry breaking occurrence is definitely confirmed by the temperature-dependent X(2) in which X(2) displays a limited value at the ferroelectric phase, indicating the space group (P21) chosen is correct, and when X(2) basically maintains a zero value at the paraelectric phase, indicating the space group should be centric. Interestingly, after normalization of X(2), d33 or Ps, the change trend with temperature is basically overlapped, probably abiding by Landau theory. Moreover, temperature-dependent domains directly show the symmetry breaking occurrence.
The temperature-dependent, second-order, nonlinear, optical coefficient (X(2)), piezoelectric coefficient (d33), pyroelectric coefficient (Ps) and domains on triglycine sulfate (TGS) reported herein provide a clue for us to investigate these as a typical second-order phase transition. The symmetry breaking occurrence is definitely confirmed by the temperature-dependent X(2) in which X(2) displays a limited value at the ferroelectric phase, indicating the space group (P21) chosen is correct, and when X(2) basically maintains a zero value at the paraelectric phase, indicating the space group should be centric. Interestingly, after normalization of X(2), d33 or Ps, the change trend with temperature is basically overlapped, probably abiding by Landau theory. Moreover, temperature-dependent domains directly show the symmetry breaking occurrence.
2013, 24(8): 685-687
Abstract:
Keto-enol tautomers of curcumin were confirmed by reversed-phase liquid chromatography (RPLC)/ hybrid quadrupole ion trap/time-of-flight mass spectrometry (QIT/TOFMS). Tautomers gave different MS/MS spectra in negative mode. Different mass spectra were also obtained by hydrogen/deuterium exchange LC/MS/MS in positive mode. Our results suggest that enol form is the major form in the solution (water/acetonitrile).
Keto-enol tautomers of curcumin were confirmed by reversed-phase liquid chromatography (RPLC)/ hybrid quadrupole ion trap/time-of-flight mass spectrometry (QIT/TOFMS). Tautomers gave different MS/MS spectra in negative mode. Different mass spectra were also obtained by hydrogen/deuterium exchange LC/MS/MS in positive mode. Our results suggest that enol form is the major form in the solution (water/acetonitrile).
2013, 24(8): 688-690
Abstract:
Compound 1 bearing urea and viologen groups has been designed and synthesized. It could be used as a colorimetric receptor for dicarboxylate anions due to the significant color changes of the solution upon the addition of dicarboxylates. More importantly, the color changes were related to the chain lengths of the dicarboxylates tested. UV-vis, 1H NMR and HRMS studies demonstrated that receptor 1 utilized hydrogen bonds and electrostatic interactions to form 1:1 stoichiometry complexes with these anions. In addition, the generation of cation radical 1+ during the complexation process was also detected by EPR.
Compound 1 bearing urea and viologen groups has been designed and synthesized. It could be used as a colorimetric receptor for dicarboxylate anions due to the significant color changes of the solution upon the addition of dicarboxylates. More importantly, the color changes were related to the chain lengths of the dicarboxylates tested. UV-vis, 1H NMR and HRMS studies demonstrated that receptor 1 utilized hydrogen bonds and electrostatic interactions to form 1:1 stoichiometry complexes with these anions. In addition, the generation of cation radical 1+ during the complexation process was also detected by EPR.
2013, 24(8): 691-694
Abstract:
A new metal-organic framework (MOF) based on metal clusters as secondary building units (SBU), has been synthesized and structurally characterized. The reported MOF presents an interesting 8-connected self-penetrating coordination network based on dinuclear cadmium cluster with a 424·5·63 topology. Moreover, the thermal stability and luminescence property of this compound have been investigated.
A new metal-organic framework (MOF) based on metal clusters as secondary building units (SBU), has been synthesized and structurally characterized. The reported MOF presents an interesting 8-connected self-penetrating coordination network based on dinuclear cadmium cluster with a 424·5·63 topology. Moreover, the thermal stability and luminescence property of this compound have been investigated.
2013, 24(8): 695-698
Abstract:
Non-superimposablemirror image crystals of both enantiomers (S/R) of cyclic γ-alkenyl alcohol (2) have been recognized and remarkably identified by the naked eye. More interestingly, both crystals are an outcome of most astonishingly H-bond and intermolecular σ/π-π interactions. They accounted for the relatively rare and less predictable spontaneous resolution with optical purity >99% ee from the racemic mixture. The chiral discrimination mechanism of this spontaneous resolution has also been proposed.
Non-superimposablemirror image crystals of both enantiomers (S/R) of cyclic γ-alkenyl alcohol (2) have been recognized and remarkably identified by the naked eye. More interestingly, both crystals are an outcome of most astonishingly H-bond and intermolecular σ/π-π interactions. They accounted for the relatively rare and less predictable spontaneous resolution with optical purity >99% ee from the racemic mixture. The chiral discrimination mechanism of this spontaneous resolution has also been proposed.
2013, 24(8): 699-702
Abstract:
A novel and simple cyanide chemosensor 2-(naphthalen-1-ylmethylene)malononitrile (L) was designed and synthesized via a green chemistry method in water without using any catalyst. The chemosensor showed an excellent sensitivity and selectivity for CN- in aqueous solution. The detection limit could be as low as 1.6×10-7 mol/L (0.16 μmol/L), which is far lower than the WHO guideline of 1.9 μmol/L cyanide for drink water.
A novel and simple cyanide chemosensor 2-(naphthalen-1-ylmethylene)malononitrile (L) was designed and synthesized via a green chemistry method in water without using any catalyst. The chemosensor showed an excellent sensitivity and selectivity for CN- in aqueous solution. The detection limit could be as low as 1.6×10-7 mol/L (0.16 μmol/L), which is far lower than the WHO guideline of 1.9 μmol/L cyanide for drink water.
2013, 24(8): 703-706
Abstract:
A novel smart metal-organic gel (MOG) formed from biscarboxyl-functionalized benzimidazole derivative (D11) in the presence of lead nitrate has been investigated. The critical gel concentration for the formation of MOG was just 0.36 wt%, which exhibits a super gelation capability of D11. The coordination of the metal to the ligand D11 was found to play a vital role in the construction of the supramolecular MOG. Microstructures determined by SEM observation demonstrated that theMOG was formed by intertwined fibrils. Interestingly, the MOG exhibits pH-induced, thermo-induced, and chemical-induced reversible gel-sol transition. Meanwhile, this supramolecular MOG shows desirable absorption ability of methyl orange dye molecules in aqueous solution.
A novel smart metal-organic gel (MOG) formed from biscarboxyl-functionalized benzimidazole derivative (D11) in the presence of lead nitrate has been investigated. The critical gel concentration for the formation of MOG was just 0.36 wt%, which exhibits a super gelation capability of D11. The coordination of the metal to the ligand D11 was found to play a vital role in the construction of the supramolecular MOG. Microstructures determined by SEM observation demonstrated that theMOG was formed by intertwined fibrils. Interestingly, the MOG exhibits pH-induced, thermo-induced, and chemical-induced reversible gel-sol transition. Meanwhile, this supramolecular MOG shows desirable absorption ability of methyl orange dye molecules in aqueous solution.
2013, 24(8): 707-709
Abstract:
The complexation behavior of unsaturated fatty hydrocarbons, i.e., 1,7-octadiyne and 1,7-octadiene, by a perethylated pillar[5]arene has been investigated, which was compared with that for saturated n-octane. It was found that the host-guest binding strength increased in accordance with the electron-negativity of the terminal carbon atom on the guests: alkyne > alkene > alkane.
The complexation behavior of unsaturated fatty hydrocarbons, i.e., 1,7-octadiyne and 1,7-octadiene, by a perethylated pillar[5]arene has been investigated, which was compared with that for saturated n-octane. It was found that the host-guest binding strength increased in accordance with the electron-negativity of the terminal carbon atom on the guests: alkyne > alkene > alkane.
2013, 24(8): 710-714
Abstract:
This letter reports on the fabrication of hollow, porous and non-porous poly(D,L-lactide-co-glycolide) (PLGA) microspheres (MSs) for the controlled release of protein and promotion of cell compatibility of tough hydrogels. PLGA MSs with different structures were prepared with modified double emulsion methods, using bovine serum albumin (BSA) as a porogen during emulsification. The release of the residual BSA from PLGA MSs was investigated as a function of the MS structure. The hollow PLGA MSs show a faster protein release than the porous MSs, while the non-porous MSs have the slowest protein release. Compositing the PLGA MSs with poly(vinyl alcohol) (PVA) hydrogels promoted chondrocyte adhesion and proliferation on the hydrogels.
This letter reports on the fabrication of hollow, porous and non-porous poly(D,L-lactide-co-glycolide) (PLGA) microspheres (MSs) for the controlled release of protein and promotion of cell compatibility of tough hydrogels. PLGA MSs with different structures were prepared with modified double emulsion methods, using bovine serum albumin (BSA) as a porogen during emulsification. The release of the residual BSA from PLGA MSs was investigated as a function of the MS structure. The hollow PLGA MSs show a faster protein release than the porous MSs, while the non-porous MSs have the slowest protein release. Compositing the PLGA MSs with poly(vinyl alcohol) (PVA) hydrogels promoted chondrocyte adhesion and proliferation on the hydrogels.
2013, 24(8): 715-718
Abstract:
We synthesized a series of epoxysuccinic acid derivatives and evaluated their in vitro cathepsin K inhibitory activity The screening results show that the potency of compounds 9e, 9d, 9p, 9j and 9k (IC50≤0.005 μmol/L) were equal to or greater than that of the lead compound 9a. Less hydrophobic compounds showed weaker potency, which can be explained by the hydrophobic nature of the cathepsin K binding pockets.
We synthesized a series of epoxysuccinic acid derivatives and evaluated their in vitro cathepsin K inhibitory activity The screening results show that the potency of compounds 9e, 9d, 9p, 9j and 9k (IC50≤0.005 μmol/L) were equal to or greater than that of the lead compound 9a. Less hydrophobic compounds showed weaker potency, which can be explained by the hydrophobic nature of the cathepsin K binding pockets.
2013, 24(8): 719-722
Abstract:
Simplified aminocoumarin analogues, either noviosylated or simple basic heterocycle attached 3-amidocoumarin compounds, are known to be promising anticancer agents targeting the C-terminal ATPbinding site of Hsp90. In this study, 3'-amino isosteric replacement in the noviose moiety of two known noviose containing Hsp90 C-terminal inhibitors was synthetically realized for the first time. In vitro evaluation of these compounds suggested that the introduction of a basic amino group into the noviose subunit resulted in significant improvement of their cytotoxicities.
Simplified aminocoumarin analogues, either noviosylated or simple basic heterocycle attached 3-amidocoumarin compounds, are known to be promising anticancer agents targeting the C-terminal ATPbinding site of Hsp90. In this study, 3'-amino isosteric replacement in the noviose moiety of two known noviose containing Hsp90 C-terminal inhibitors was synthetically realized for the first time. In vitro evaluation of these compounds suggested that the introduction of a basic amino group into the noviose subunit resulted in significant improvement of their cytotoxicities.
2013, 24(8): 723-726
Abstract:
Seventeen novel ilexgenin A hybrids (IA-aspirin) and (IA-NO), as donor hybrids (IA-NO will release NO in vivo and function as NO donor), were designed and synthesized in order to develop new multi-targeting agents for the treatment of platelet disorders. Their in vitro activities against ADP, AA and thrombin were evaluated. As a result, IA hybrids achieved substantial increases in the three tested pathways compared with IA. Encouragingly, the most potent hybrid compounds 6d and 14d displayed about 8-fold higher potency than aspirin, and 3-fold higher potency than the simultaneous administration of aspirin and IA in inhibiting ADP-induced aggregation with IC50 values of 0.15 mmol/L and 0.14 mmol/L, respectively. The results suggest these IA hybrids are good candidates for multi-target therapies, and especially, may be considered as promising ADP agonists.
Seventeen novel ilexgenin A hybrids (IA-aspirin) and (IA-NO), as donor hybrids (IA-NO will release NO in vivo and function as NO donor), were designed and synthesized in order to develop new multi-targeting agents for the treatment of platelet disorders. Their in vitro activities against ADP, AA and thrombin were evaluated. As a result, IA hybrids achieved substantial increases in the three tested pathways compared with IA. Encouragingly, the most potent hybrid compounds 6d and 14d displayed about 8-fold higher potency than aspirin, and 3-fold higher potency than the simultaneous administration of aspirin and IA in inhibiting ADP-induced aggregation with IC50 values of 0.15 mmol/L and 0.14 mmol/L, respectively. The results suggest these IA hybrids are good candidates for multi-target therapies, and especially, may be considered as promising ADP agonists.
2013, 24(8): 727-730
Abstract:
Novel 2-aminoimidazolone derivatives were synthesized. Most compounds displayed strong anticancer activities against human carcinoma cells in vitro. Compounds 8a, 8b and 8j exhibited optimal activity superior to 5-FU in most cancer cells tested. Especially, the IC50s of 8b (12.6-21.5 μmol/L) against five tumor cells were 1-4 fold less than those of 5-FU (18.4-56.1 μmol/L) in vitro. Furthermore, compound 8b could induce SMMC-7721 cell apoptosis in a dose-dependent manner. Therefore, our novel findingsmay provide a new framework for the design of new 2-aminoimidazolone derivatives for the treatment of cancer.
Novel 2-aminoimidazolone derivatives were synthesized. Most compounds displayed strong anticancer activities against human carcinoma cells in vitro. Compounds 8a, 8b and 8j exhibited optimal activity superior to 5-FU in most cancer cells tested. Especially, the IC50s of 8b (12.6-21.5 μmol/L) against five tumor cells were 1-4 fold less than those of 5-FU (18.4-56.1 μmol/L) in vitro. Furthermore, compound 8b could induce SMMC-7721 cell apoptosis in a dose-dependent manner. Therefore, our novel findingsmay provide a new framework for the design of new 2-aminoimidazolone derivatives for the treatment of cancer.
2013, 24(8): 731-733
Abstract:
Two new bufotoxins, tolocinobufagin-3-succinoylarginine ester and tolocinobufagin-3-hemisuberate, were isolated from the skin of Bufo bufo gargarizans Cantor. Cinobufagin-3-hemisuberate was also isolated from the natural source for the first time. Their structures were established using spectroscopic methods.
Two new bufotoxins, tolocinobufagin-3-succinoylarginine ester and tolocinobufagin-3-hemisuberate, were isolated from the skin of Bufo bufo gargarizans Cantor. Cinobufagin-3-hemisuberate was also isolated from the natural source for the first time. Their structures were established using spectroscopic methods.
2013, 24(8): 734-736
Abstract:
Five new nervogenic acid derivatives (1-5) have been isolated from Liparis nervosa (Thunb. ex A. Murray) Lindl. Their structures were elucidated on the basis of extensive spectroscopic analysis, including 1D NMR, 2D NMR, and HR-ESI-MS.
Five new nervogenic acid derivatives (1-5) have been isolated from Liparis nervosa (Thunb. ex A. Murray) Lindl. Their structures were elucidated on the basis of extensive spectroscopic analysis, including 1D NMR, 2D NMR, and HR-ESI-MS.
2013, 24(8): 737-739
Abstract:
Three new phenanthrenes, along with one known phenanthrene, were isolated from the ethanolic extract of the tubers of Cremastra appendiculata (D. Don) Makino. Their structures were elucidated on the basis of extensive spectroscopic analysis. Compounds 1-4 were tested for in vitro cytotoxic activities against human lung (A549), colon (HCT-116), liver (HepG2), and breast (MCF-7 and MDA-MB-231) cancer cell lines.
Three new phenanthrenes, along with one known phenanthrene, were isolated from the ethanolic extract of the tubers of Cremastra appendiculata (D. Don) Makino. Their structures were elucidated on the basis of extensive spectroscopic analysis. Compounds 1-4 were tested for in vitro cytotoxic activities against human lung (A549), colon (HCT-116), liver (HepG2), and breast (MCF-7 and MDA-MB-231) cancer cell lines.
2013, 24(8): 740-742
Abstract:
An effective route to pyrrolo[1,2-a]pyrazines is described via reaction of ethylenediamine, acetylenic esters and nitrostyrene derivatives in the presence of 20 mol% of sulfamic acid.
An effective route to pyrrolo[1,2-a]pyrazines is described via reaction of ethylenediamine, acetylenic esters and nitrostyrene derivatives in the presence of 20 mol% of sulfamic acid.
2013, 24(8): 743-746
Abstract:
An efficient synthesis of substituted 1,4-diazepines is developed. The accessible intermediates have been obtained via Pd-catalyzed amination. The subsequent hydrogenation and intramolecular condensation sequences could be conducted successively in one pot without special operation. The mild and general strategy enables the synthesis of various substituted 1,4-diazepines in high yields.
An efficient synthesis of substituted 1,4-diazepines is developed. The accessible intermediates have been obtained via Pd-catalyzed amination. The subsequent hydrogenation and intramolecular condensation sequences could be conducted successively in one pot without special operation. The mild and general strategy enables the synthesis of various substituted 1,4-diazepines in high yields.
2013, 24(8): 747-750
Abstract:
A novel chelating resin OABA, capable of removing Cu(Ⅱ) from aqueous solution, was synthesized via the reaction of macroporous chloromethylated PS-DVB copolymer beads with orotic acid. The elemental analysis (EA), Fourier transform infrared spectroscopy (FT-IR), and scanning electron microscopy microscope-energy dispersive X-ray spectroscopy (SEM-EDS) were used in the characterization of the synthesized chelating resin. Multiple, static batch adsorption experiments were conducted at different initial concentrations and temperatures. OABA showed good adsorption capacity for Cu(Ⅱ) and the equilibrium data could be well matched with the Freundlich isotherm model. Coexisting sodium chloride and calcium chloride in solutions favored the Cu(Ⅱ) adsorption. Moreover, the desorption process of Cu(Ⅱ) was tested and over 90% regeneration efficiency for the spent OABA was achieved at ammonia concentrations ranging from 1.0% to 2.0%. The results suggested that OABA would be a potential alternative adsorbent for Cu(Ⅱ), even with other heavy metal ion treatments of wastewater.
A novel chelating resin OABA, capable of removing Cu(Ⅱ) from aqueous solution, was synthesized via the reaction of macroporous chloromethylated PS-DVB copolymer beads with orotic acid. The elemental analysis (EA), Fourier transform infrared spectroscopy (FT-IR), and scanning electron microscopy microscope-energy dispersive X-ray spectroscopy (SEM-EDS) were used in the characterization of the synthesized chelating resin. Multiple, static batch adsorption experiments were conducted at different initial concentrations and temperatures. OABA showed good adsorption capacity for Cu(Ⅱ) and the equilibrium data could be well matched with the Freundlich isotherm model. Coexisting sodium chloride and calcium chloride in solutions favored the Cu(Ⅱ) adsorption. Moreover, the desorption process of Cu(Ⅱ) was tested and over 90% regeneration efficiency for the spent OABA was achieved at ammonia concentrations ranging from 1.0% to 2.0%. The results suggested that OABA would be a potential alternative adsorbent for Cu(Ⅱ), even with other heavy metal ion treatments of wastewater.
2013, 24(8): 751-754
Abstract:
Cu-TiO2 catalysts supported on γ-Al2O3 are prepared and used in glycerol cyclization with 1,2-propanediamine to produce pyrazinyl compounds including 6-hydroxymethyl-2-methylpyrazine, 5-hydroxymethyl-2-methylpyrazine, 2,6-dimethylpyrazine and 2,5-dimethylpyrazine in a fixed-bed system. It is found that glycerol cylclization with 1,2-propanediamine gave a high total yield of pyrazinyl compounds (>80%) over Cu-TiO2/γ-Al2O3 catalyst, and cyclization was through the reactions between activated 1,2-propanediamine and the intermediates from glycerol dehydration and oxidation. In addition, the regioselectivity of the pyrazinyl compounds was mainly controlled by the steric hindrance of the substrates during the cyclization process.
Cu-TiO2 catalysts supported on γ-Al2O3 are prepared and used in glycerol cyclization with 1,2-propanediamine to produce pyrazinyl compounds including 6-hydroxymethyl-2-methylpyrazine, 5-hydroxymethyl-2-methylpyrazine, 2,6-dimethylpyrazine and 2,5-dimethylpyrazine in a fixed-bed system. It is found that glycerol cylclization with 1,2-propanediamine gave a high total yield of pyrazinyl compounds (>80%) over Cu-TiO2/γ-Al2O3 catalyst, and cyclization was through the reactions between activated 1,2-propanediamine and the intermediates from glycerol dehydration and oxidation. In addition, the regioselectivity of the pyrazinyl compounds was mainly controlled by the steric hindrance of the substrates during the cyclization process.
2013, 24(8): 755-758
Abstract:
The extractive desulfurization of dibenzothiophene (DBT), benzothiophene (BT), and 4,6-dimethyldibenzothiophene (4,6-DMDBT) in model oil was carried out using anhydrous FeCl3 and 1-methyl-3-octylimidazolium chloride system ([Omim]Cl·2FeCl3). This new system exhibited high extractive efficiency and the sulfur removal of DBT in model oil (VIL/Voil = 1/20) could reach 99.4% at room temperature for 30 min, which was obviously superior to single [Omim]Cl as extractant (22.9%). When the [Omim]Cl·2FeCl3 was used, the S-removal of 4,6-DMDBT and BT could also be up to 99.3% and 96.2%, respectively. Moreover, the ionic liquid could be recycled five times without a significant decrease in extractive ability.
The extractive desulfurization of dibenzothiophene (DBT), benzothiophene (BT), and 4,6-dimethyldibenzothiophene (4,6-DMDBT) in model oil was carried out using anhydrous FeCl3 and 1-methyl-3-octylimidazolium chloride system ([Omim]Cl·2FeCl3). This new system exhibited high extractive efficiency and the sulfur removal of DBT in model oil (VIL/Voil = 1/20) could reach 99.4% at room temperature for 30 min, which was obviously superior to single [Omim]Cl as extractant (22.9%). When the [Omim]Cl·2FeCl3 was used, the S-removal of 4,6-DMDBT and BT could also be up to 99.3% and 96.2%, respectively. Moreover, the ionic liquid could be recycled five times without a significant decrease in extractive ability.
2013, 24(8): 759-763
Abstract:
CeCl3·7H2O supported on silica (CeCl3·7H2O-SiO2) is used as a heterogeneous, efficient and recyclable catalyst for a three component one-pot reaction of an amine, aldehydes and diethyl phosphite to synthesize a-diaminophosphonate derivatives under microwave irradiation exploiting neat reaction conditions. Ten α-diaminophosphonates (6a-j) of 4,4'-sulfonyldianiline (Dapsone) (3.) were synthesized and structural elucidation was confirmed by spectral data. Antifungal and antioxidant activities were evaluated include minimum inhibitory concentrations and IC50 values, respectively of the titled compounds. Compounds 6h, 6i exhibited promising antioxidant activity at lower IC50 values 53.7 μg/mL, 53.2 μg/mL, respectively as compared with standard IC50 value 51.6 μg/mL.
CeCl3·7H2O supported on silica (CeCl3·7H2O-SiO2) is used as a heterogeneous, efficient and recyclable catalyst for a three component one-pot reaction of an amine, aldehydes and diethyl phosphite to synthesize a-diaminophosphonate derivatives under microwave irradiation exploiting neat reaction conditions. Ten α-diaminophosphonates (6a-j) of 4,4'-sulfonyldianiline (Dapsone) (3.) were synthesized and structural elucidation was confirmed by spectral data. Antifungal and antioxidant activities were evaluated include minimum inhibitory concentrations and IC50 values, respectively of the titled compounds. Compounds 6h, 6i exhibited promising antioxidant activity at lower IC50 values 53.7 μg/mL, 53.2 μg/mL, respectively as compared with standard IC50 value 51.6 μg/mL.
2013, 24(8): 764-766
Abstract:
A series of 1,5-disubstituted 1,2,3-triazoles are synthesized by a one-pot process from anti-3-aryl-2,3-dibromopropanoic acids and organic azides mediated by sodium hydride in dimethyl sulfoxide. The reaction is mild and simple, does not require a transition-metal catalyst, and gives products in good to excellent yields.
A series of 1,5-disubstituted 1,2,3-triazoles are synthesized by a one-pot process from anti-3-aryl-2,3-dibromopropanoic acids and organic azides mediated by sodium hydride in dimethyl sulfoxide. The reaction is mild and simple, does not require a transition-metal catalyst, and gives products in good to excellent yields.
2013, 24(8): 767-769
Abstract:
The first total synthesis of isoquinolinone alkaloid marinamide 1 and its methyl ester 2 was described. The key steps involved a regioselective Friedel-Crafts reaction of 1-benzyl-1H-pyrrole to form the intermediate 8.
The first total synthesis of isoquinolinone alkaloid marinamide 1 and its methyl ester 2 was described. The key steps involved a regioselective Friedel-Crafts reaction of 1-benzyl-1H-pyrrole to form the intermediate 8.
2013, 24(8): 770-772
Abstract:
Single-handed helical silica nanotubes were prepared according to the literature procedures, using the self-assemblies of a pair of chiral cationic low-molecular-weight gelators as the templates. A chirality indicator, 4,4'-bis(triethoxysilyl)-1,1'-biphenyl, was developed to determine the chirality of the silica nanotubes. The chirality of the surfaces and the bulky walls of the silica nanotubes were understood from the twist of the biphenylene rings.
Single-handed helical silica nanotubes were prepared according to the literature procedures, using the self-assemblies of a pair of chiral cationic low-molecular-weight gelators as the templates. A chirality indicator, 4,4'-bis(triethoxysilyl)-1,1'-biphenyl, was developed to determine the chirality of the silica nanotubes. The chirality of the surfaces and the bulky walls of the silica nanotubes were understood from the twist of the biphenylene rings.
