2013 Volume 24 Issue 10

[Co(NH3)6]2[Cd8(C2O4)11(H2O)4]·8H2O:A 5-connected sqp topological metal-organic framework co-templated by Co(NH3)63+ cation and (H2O)4 cluster
Qin-He Pan , Rui-Jing Tian , Sui-Jun Liu , Qi-Hui Wu , Yuan-Yuan Zhu , Qiang Chen , Xiao-Yan Ren , Tong-Liang Hu
2013, 24(10): 861-865
[Abstract](668) [FullText HTML] [PDF 2632KB](0)
Abstract:
In our efforts to construct new metal-organic frameworks (MOFs) by template-directing method, a new cadmium oxalate, [Co(NH3)6]2[Cd8(C2O4)11(H2O)4]·8H2O (denoted HNU-1), has been synthesized under hydrothermal condition in the presence of Co(NH3)6Cl3. The crystal structure of HNU-1 was determined by single-crystal X-ray diffraction (monoclinic, C2/c), a = 11.126(2)Å, b = 17.361(4)Å, c = 16.119(3)Å, β = 102.40(3)°, V = 3040.8(10)Å3 and Z = 8. The open framework of HNU-1 contains 12-ring channels and exhibits a 5-connected sqp topological network with dinuclear Cd(Ⅱ) clusters acting as nodes. The Co(NH3)63+ cations and unusual hydrogen-bonded (H2O)4 clusters are found in the 12-ring channels with an alternative arrangement. It is believed that the (H2O)4 clusters play a co-templating role in the crystallization of HNU-1.
Ammonium persulphate promoted synthesis of polyethylene glycol entrapped potassium tribromide and its application in acylation and bromination of some selective organic compounds
Rupa Rani Dey , Siddhartha Sankar Dhar
2013, 24(10): 866-868
[Abstract](809) [FullText HTML] [PDF 1775KB](0)
Abstract:
In this study, a new method of synthesis of polyethylene glycol supported potassium tribromide (PEG KBr3) and its application in acylation and bromination reactions are reported. Ammonium persulphate oxidizes KBr to the corresponding tribromide which is entrapped by polyethylene glycol leading to stable PEG KBr3. The reagent is proved to be highly efficient for the acylation of variety of alcohols and bromination of activated aromatic substrates. Themethod is a mild, one pot reaction and involves no use of toxic reagents.
Synthesis and characterization of macrocyclic compounds with a hydroxyl functional group
Min Ou , Chun Zhu , Qi-Long Zhang , Bi-Xue Zhu
2013, 24(10): 869-872
[Abstract](717) [FullText HTML] [PDF 1449KB](0)
Abstract:
A novel [1+1] Schiff-base macrocyclic compound 3 has been synthesized from precursor 1, 1,3-bis(2'-formylphenoxy)-2-propanol, and precursor 2, resorcinol-bis(4-aminophenyl)ether, via condensation and cyclizaction using Ba2+ as template. The macrocycle 3 was further reduced giving saturated macrocycle 4. The structures of 3 and 4 were characterized by elemental analysis, 1H NMR, IR, and MS spectra, and their structures were determined via single crystal X-ray diffraction studies. X-ray diffraction analysis revealed that the macrocyclic compound 3 has a folded conformation, and the corresponding reduced product 4 adopts a twisted and folded conformation due to its flexible nature.
Solid phase synthesis of peptide-siRNA conjugates containing disulfide bond unit
Xiao-Feng Wang , Xian-Tao Yang , Yue Chen , Yang Liu , Lang Zou , Zhen-Jun Yang , Li-He Zhang
2013, 24(10): 873-876
[Abstract](783) [FullText HTML] [PDF 697KB](0)
Abstract:
A disulfide-modified nucleoside was designed and synthesized. After loading the modified nucleoside on controlled pore glass (CPG), solid phase synthesis strategy was used to prepare peptide-oligonucleotide conjugates (N-3') containing disulfide bond unit. The 3'-sense strand peptide-siRNA conjugate () maintained good gene silencing activity, while that of the 3'-antisense strand conjugate decreased somewhat. And the sense strand off-target effect of decreased remarkably.
One inorganic-organic hybrid derived from reduced molybdophosphate and trinuclear cadmium(Ⅱ) fragment
Xiu-Li Wang , Jing-Jing Cao , Ji-Lin Hou , Guo-Cheng Liu , Dan Zhao , Xiao-Jing Liu , Na Li , Ai-Xiang Tian
2013, 24(10): 877-880
[Abstract](719) [FullText HTML] [PDF 2059KB](0)
Abstract:
One new polyoxometalate (POM)-based inorganic-organic hybrid [Cd3(HPO4)(Hbpp)(H2O)2]{Cd[P4- Mo6O28H3.5(OH)3]2} (H4tpb)·7H2O (1) (bpp = 1,3-bis-(4-pyridyl)propane, tpb = 1,2,4,5-tetra(4-pyridyl)-benzene) constructed from reduced molybdophosphate [P4Mo6O28H3.5(OH)3]5.5- (P4Mo6), trinuclear Cd-phosphate-Hbpp fragment and protonated tpb has been hydrothermally synthesized and structurally characterized by IR, elemental analyses and single crystal X-ray diffraction. The complex 1 crystallizes in the monoclinic system with the space group P21/c and cell parameters of a = 15.672(12)Å, b = 23.839(19)Å, c = 27.654(2)Å, β = 115.850(10)8, V = 9297.9(12) Å3, Z = 4, R1 = 0.0534 and wR2 = 0.1135. In complex 1, the P4Mo6 units are bridged by Cd ions to form the classic sandwich-type [Cd(P4Mo6)2] dimers, which are further connected into a two dimensional network via the trinuclear Cd subunits. The tpb is synthesized in situ from the bpp ligands and connects the adjacent 2D layers into a 3D supramolecular framework through hydrogen bonding interactions. The electrochemical and fluorescent properties of complex 1 have been investigated.
Synthesis of a crescent aromatic oligothioamide and its high selectivity in recognizing copper(Ⅱ) ions
Qian Jiang , Lu-Tao He , Shun-Zhong Luo , Yan-Qiu Yang , Liang Yang , Wen Feng , Li-Hua Yuan
2013, 24(10): 881-884
[Abstract](759) [FullText HTML] [PDF 539KB](0)
Abstract:
Functionalization of shape-persistent aromatic oligoamides still represents a difficult task nowadays. A crescent aromatic oligothioamide was synthesized by simple thionation of the corresponding oligoamide with the Lawesson's reagent. The results from UV-vis spectra of the molecule upon metal ion complexation demonstrated its higher selectivity in recognizing Cu2+ ions compared to the oligoamide precursor. The stoichiometry of the complex formed between the thioamide and Cu2+ was found to be 1:1 with a binding constant of (4.3±0.9)×104 mol/L.
Phase behavior of undecane-tetradecane mixtures confined in SBA-15
Xiao Yan , Xiao-Zheng Lan
2013, 24(10): 885-888
[Abstract](740) [FullText HTML] [PDF 456KB](0)
Abstract:
Phase behavior of undecane-tetradecane (n-C11H24-C14H30, C11-C14) mixtures in bulk and confined in SBA-15 have been studied using differential scanning calorimetry. The bulk C11-C14 system shows multiple phase regions due to rotator phase. Confined in the pores of SBA-15 (pore diameters 3.8-7.8 nm), the mixtures only show a melting boundary of a straight line and a curve, respectively. In SBA-15 (17.2 nm), phase behavior of themixtures has some similarity to that of the bulk. Under confinement, the phase diagrams of the mixtures vary with the pore size, temperature, and compositions.
Synthesis of tetrazole containing 1,2,3-thiadiazole derivatives via U-4CR and their anti-TMV activity
Shou-Xin Wang , Zhen Fang , Zhi-Jin Fan , Dun Wang , Yue-Dong Li , Xiao-Tian Ji , Xue-Wen Hua , Yun Huang , Tatiana A. Kalinina , Vasiliy A. Bakulev , Yury Yu. Morzherin
2013, 24(10): 889-892
[Abstract](926) [FullText HTML] [PDF 383KB](0)
Abstract:
A series of novel tetrazole containing 1,2,3-thiadiazole derivatives were designed and synthesized via Ugi reaction. Their structures were confirmed by melting points, IR, 1H NMR, and HRMS (ESI). Preliminary bioassay indicated that most target compounds exhibited very good direct anti-TMV activity at 100 μg/mL, which was equal to or higher than that of ribavirin. Among them, compounds 4b, 4c and 4i also showed equivalent protection effect to ribavirin in vivo at 100 μg/mL.
Tetrazole-1-acetic acid as a ligand for copper-catalyzed N-arylation of imidazoles with aryl iodides under mild conditions
Feng-Tian Wu , Ping Liu , Xiao-Wei Ma , Jian-Wei Xie , Bin Dai
2013, 24(10): 893-896
[Abstract](819) [FullText HTML] [PDF 1732KB](0)
Abstract:
Tetrazole-1-acetic acid was found to serve as a superior ligand for CuI-catalyzed N-arylation of imidazoles with aryl iodides under a low catalyst loading (5 mol% of CuI). A variety of aryl iodides could be aminated to provide the N-arylated products in good to excellent yields without the need of an inert atmosphere.
Synthesis and ring-opening copolymerization of cyclic aryl ester dimers
Qing-Zhong Guo , Yi Du , Jun-Fang Guo , Liang Li , Jiang-Yu Wu , Guo-Ping Yan
2013, 24(10): 897-900
[Abstract](693) [FullText HTML] [PDF 594KB](0)
Abstract:
Two kinds of cyclic aryl ester dimers have been synthesized by reaction of phthaloyl dichloride with bisphenols via interfacial polycondensation. The cyclic dimers readily undergo anionic ring-opening polymerization or copolymerization in the melt by using sodium benzoate as the initiator, producing linear, high molecular weight polyesters. The contents of cyclic dimers in the homopolymers P1, P2, and copolymer P12 are 13.7%, 10.2%, 2.9%, respectively, which indicates that ring-opening copolymerization of cyclic dimers may impel the conversion of cyclic dimers and decrease the content of cyclic dimers in the resulting copolymer. Moreover, the isothermal chemorheology of the ring-opening copolymerization of cyclic dimers indicates that the reactivemoltenmixture has low shear viscosity and the viscosity increases slowly in the initial stage of ring-opening polymerization.
An efficient one-pot multi-component synthesis of 3,4,5-substituted furan-2(5H)-ones catalyzed by tetra-n-butylammonium bisulfate
Razieh Doostmohammadi , Malek Taher Maghsoodlou , Nourallah Hazeri , Sayyed Mostafa Habibi-Khorassani
2013, 24(10): 901-903
[Abstract](654) [FullText HTML] [PDF 418KB](0)
Abstract:
A facile one-pot synthesis of 3,4,5-substituted furan-2(5H)-one derivatives from a three-component reaction of aniline derivatives, dialkylacetylenedicarboxylates and aromatic aldehydes under mild conditions using tetra-n-butylammonium bisulfate as a catalyst has been developed.
Application of a new SPA-SVM coupling method for QSPR study of electrophoretic mobilities of some organic and inorganic compounds
Nasser Goudarzi , Mohammad Goodarzi , M. Arab Chamjangali , M. H. Fatemi
2013, 24(10): 904-908
[Abstract](638) [FullText HTML] [PDF 434KB](0)
Abstract:
In this work, two chemometrics methods are applied for the modeling and prediction of electrophoretic mobilities of some organic and inorganic compounds. The successive projection algorithm, feature selection (SPA) strategy, is used as the descriptor selection and model development method. Then, the support vector machine (SVM) and multiple linear regression (MLR) model are utilized to construct the non-linear and linear quantitative structure-property relationship models. The results obtained using the SVM model are compared with those obtained using MLR reveal that the SVM model is of much better predictive value than the MLR one. The root-mean-square errors for the training set and the test set for the SVM model were 0.1911 and 0.2569, respectively, while by the MLR model, they were 0.4908 and 0.6494, respectively. The results show that the SVM model drastically enhances the ability of prediction in QSPR studies and is superior to the MLR model.
Synthesis of 3,3,5,5-tetrabenzyl-1,2,4-trithiol and 1,2-dis(1,3-arylpropan-2-yl)disulfane
Fu Feng , Meng Huang , Zheng-Chao Duan , Wei-Bing Hu
2013, 24(10): 909-911
[Abstract](683) [FullText HTML] [PDF 1412KB](0)
Abstract:
Novel sulfur-containing compounds (3a-3c, 4a-4c) were obtained in ethanol with 1,3-diphenyl-2-propanone as the starting material. The advantages of this procedure were mild reaction conditions, simple protocol, and high yields. The structures of the products were characterized by IR, 1H NMR, MS and elementary analysis. The crystal of the new compound 4a belongs to monoclinic, space group C2 with a = 18.727(3), b = 6.5179(9), c = 13.7576(18)Å, β = 131.0610(10)°, V = 1266.2(3)Å3, Z = 2, Dc = 2.136 g/cm3, μ = 1.078 mm-1, F(0 0 0) = 843, R = 0.0490 and wR = 0.1247 for 3211 observed reflection with I > 2σ(I). X-ray analysis reveals that the molecule is not symmetrical, the molecular structure is stabilized by weak π-π stacking interactions, and no classical hydrogen bonds can be observed.
Quick estimation of the Dpb for predicting the strength of chemical bond in situ
Xia Du , Dong-Xia Zhao , Zhong-Zhi Yang
2013, 24(10): 912-916
[Abstract](917) [FullText HTML] [PDF 939KB](0)
Abstract:
An approximate method has been established to calculate the depth of the potential acting on an electron in a molecule at the saddle point along a chemical bond, denoted by Dpb. It is a new indicator which can be used for predicting the strength of a chemical bond. In this work, as a practical application for demonstrating thismethod, we calculated the Dpb of deoxyribonucleosides and ribonucleosides along all C-H and N-H chemical bonds using the method. The results are in fair agreement with those results of previously reported experimental and theoretical observations.
Synthesis of peptide dendrimers with polyhedral oligomeric silsesquioxane cores via click chemistry
Yu-Ji Pu , Hui Yuan , Ming Yang , Bin He , Zhong-Wei Gu
2013, 24(10): 917-920
[Abstract](771) [FullText HTML] [PDF 1332KB](0)
Abstract:
Inorganic polyhedral oligomeric silsesquioxane (POSS) was used as the core for the synthesis of poly(Llysine) peptide dendrimer via copper-catalyzed azide-alkyne click chemistry. The inorganic/organic composite dendrimer was characterized by MS, 1H NMR, FTIR, GPC and DLS.
SnCl2/nano SiO2:A green and reusable heterogeneous catalyst for the synthesis of polyfunctionalized 4H-pyrans
Javad Safaei-Ghomi , Raheleh Teymuri , Hossein Shahbazi-Alavi , Abolfazl Ziarati
2013, 24(10): 921-925
[Abstract](789) [FullText HTML] [PDF 2448KB](0)
Abstract:
A highly efficient and general method for the synthesis of polyfunctionalized 4H-pyrans is established through a one-pot multicomponent cyclocondensation of aromatic aldehydes with CH acids, malononitrile and ethyl acetoacetate using nano silica supported tin (Ⅱ) chloride as a catalyst. In this method SnCl2/nano SiO2 was used as green and reusable catalyst. Excellent yields, short reaction times, simple workup, and inexpensiveness and commercially availability of the catalyst are the advantages of this method.
New mesomorphic benzothiazol derivatives:Synthesis and characterization
Teck-Ming Koh , Sie-Tiong Ha , Guan-Yeow Yeap , Hong-Cheu Lin
2013, 24(10): 926-928
[Abstract](653) [FullText HTML] [PDF 1452KB](0)
Abstract:
In this paper, the synthesis of new mesomorphic benzothiazolyl derivatives, 6-ethoxy-2-[4-(4-alkyloxybenzoyloxy)benzylidenamino]benzothiazoles, is presented. The structures of the title compounds were elucidated using spectroscopic techniques, such as FT-IR, NMR (1H and 13C), elemental analysis and EI-MS. The mesomorphic behaviours of these compounds were determined by differential scanning calorimetric and polarizing optical microscopic techniques. Compounds exhibited nematic and tilted smectic phases upon heating from crystal phase. An obvious odd-even effect was observed in this homologous series.
Synthesis and biological evaluation of 5’-phenyl-3’H-spiro-[indoline-3,2’-[1,3,4]oxadiazol]-2-one analogs
Hua-Quan Liu , De-Cai Wang , Fei Wu , Wei Tang , Ping-Kai Ouyang
2013, 24(10): 929-933
[Abstract](686) [FullText HTML] [PDF 500KB](0)
Abstract:
A series of 5'-phenyl-3'H-spiro[indoline-3,2'-[1,3,4]thiadiazol]-2-one analogs were synthesized and their Bcl-2 protein inhibitory activities were studied. The lead compound was originally identified using a fluorescence polarization-based competitive binding assay. Among the 10 compounds investigated, 1k showed good binding affinities to Bcl-xL and Mcl-1, with inhibition constants of 8.9 mmol/L and 3.4 μmol/L, respectively. While compound 1c achieved tight binding affinities to Bcl-xL (Ki = 0.16 μmol/L), has the potential to be a new lead compound.
Hemoglobin-glucose oxidase catalyzed polymerization of aniline: Electrochemical study and application
Hong-Fang Zhang , Jian-Bin Zheng , Rui-Xiao Liu
2013, 24(10): 934-936
[Abstract](695) [FullText HTML] [PDF 676KB](0)
Abstract:
A new method for the formation of electroactive polyaniline (PANI) biocatalyzed by hemoglobin coupled with glucose oxidase in neutral medium on the polystyrene nanospheres (PS) modified glassy carbon electrode, was investigated. The bio-polymerized PANI formed on the PS was confirmed by the obvious increase of the diameter of the particles on the scanning electron microscopy image. The cyclic voltammetric behavior of the PANI was also investigated. PANI produced an oxidative peak at 0.28 V and a reductive peak at 0.23 V. Based on the glucose-dependent bio-polymerization, a new electrochemical protocol for the estimation of glucose was developed. The square wave voltammetric response of PANI deposited on the modified electrode increased linearly with glucose concentration in the range of 0.1-10.0 μmol/L. The efficient performance of hemoglobin-oxidase biocatalyzed polymerization of aniline provides a new concept for the synthesis of nanomaterials, and a general protocol for the development of the biosensors.
An immunochromatographic assay for rapid and simultaneous detection of levonorgestrel and methylprednisolone in water samples
Hua-Fang Chang , Jun-Qing Wang , Bin Wang , An-Ping Deng
2013, 24(10): 937-940
[Abstract](731) [FullText HTML] [PDF 875KB](0)
Abstract:
Synthetic contraceptive levonorgestrel (LNG) and glucocorticoid methylprednisolone (MP) residues are eventually discarded to environmental water system and function as environmental hormones, displaying potential risk to humans and ecosystems, thus there is an urgent need for fast, sensitive and simultaneous detection of these compounds in water samples. In this study, a competitive immunochromatographic assay (ICA) using colloidal gold-labeled polyclonal antibodies as probes for rapid and simultaneous detection of LNG and MP in water samples was developed. The visual detection limits of LNG and MP in water samples were 10 ng/mL. The detection process could be completed within 10 min. There was no cross-reactivity of the ICA with other seven compounds. The strips could be stored at 4℃ for 10 weeks without significant loss of activity. The assay is a suitable tool for rapid and semiquantitative detection of LNG and MP in water samples on site.
Tungstophosphoric acid catalyzed synthesis of N-sulfonyl-1,2,3,4-tetrahydroisoquinoline analogs
Ratchanok Pingaew , Supaluk Prachayasittikul , Somsak Ruchirawat , Virapong Prachayasittikul
2013, 24(10): 941-944
[Abstract](734) [FullText HTML] [PDF 495KB](0)
Abstract:
An operationally simple and eco-friendly protocol has been developed for the synthesis of N-sulfonyl-1,2,3,4-tetrahydroisoquinolines 3 using the modified Pictet-Spengler reaction of N-sulfonylphenylethylamines 1 and various aldehydes 2 in the presence of tungstophosphoric acid hydrate.
Theoretical characterization of hole mobility in BTBPD
Tie-Chao Jiang , Zhong-Yu Wang , Bei-Bei Du , Shan-Shan Zhao
2013, 24(10): 945-948
[Abstract](855) [FullText HTML] [PDF 1226KB](0)
Abstract:
(E)-5,5'-Bis(5-(benzo[b]thiophen-2-yl)thiophen-2-yl)-1,1'-bis(2-ethylhexyl)-[3,3'-bipyrrolylidene]-2,2'(1H,1'H)-dione (BTBPD) has been reported by Zhang and co-workers. To further understand the charge-transporting nature of BTBPD, the density-functional theory (DFT) and the Marcus charge transfer theory were performed. The character of the frontiermolecular orbitals, reorganization energies and transfer integrals in different directions were considered in details. The results revealed that the BTBPD has high hole transport efficiency (μ = 0.29 cm2 V-1 s-1). The intermolecular π-π interaction and S…S interaction provide the holes transport channels.
Address:Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888
Powered By info@rhhz.net