中国化学快报

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7-Deazapurines: Synthesis of new pyrrolo[2,3-d]pyrimidin-4-ones catalyzed by a Brφnsted-acidic ionic liquid as a green and reusable catalyst

A. Davoodnia, M. Bakavoli, R. Moloudi, M. Khashi, N. Tavakoli-Hoseini

中国化学快报. 2010, 21(01): 1-4. https://doi.org/10.1016/j.cclet.2009.09.002

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Some new 2-aryl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-ones have been prepared through cyclocondensation of 2-amino 1H-pyrrole-3-carboxamides with aromatic aldehydes followed by air oxidation in the presence of 3-methyl-l-(4-sulfonic acid)butylimidazolium hydrogen sulfate [(CH₂)₄SO₃HMIMJ[HSO₄], a Brφnsted-acidic ionic liquid, as a green and reusable catalyst in solvent-free conditions.

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A convenient synthesis of 1,5-diarylpyrazoles from Baylis-Hillman adducts using HY-zeolite

Mohammad Nikpassand, Manouchehr Mamaghani, Mohammad Ali Zanjanchi, Nosrat Olah Mahmoodi, Massomeh Mirzaeinejad

中国化学快报. 2010, 21(01): 5-8. https://doi.org/10.1016/j.cclet.2009.07.020

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A facile and convenient protocol was developed for the synthesis of 1,5-diarylpyrazoles using Baylis-Hillman adducts in the presence of HY-zeolite as an efficient recyclable heterogeneous catalyst in reasonable reaction times (1.5-2.5 h) and high yields (78-90%).

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A novel carbazole-based fluorescent probe: 3,6-Bis-[(N-ethylcarbazole-3-yl)-propene-1-keto]-N-ethylcarbazole

Li Ling Hao, Jun Fen Li, Pei Hua Lin, Rui Feng Dong, Du Xin Li, Shao Min Shuang, Chuan Dong

中国化学快报. 2010, 21(01): 9-12. https://doi.org/10.1016/j.cclet.2009.07.003

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A novel carbazole-based compound 5, 3,6-bis[(N-ethylcarbazole-3-yl)-propene-l-keto]-N-ethylcarbazole has been designed, synthesized and characterized. The absorption and fluorescence spectra in solvents of different polarities prove that the compound has a distinct intramolecular charge transfer character. Compound 5 can be used as a new class of fluorescent probe or biosensor due to its sensitivity to the local microenvironment such as solvent polarity.

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Synthesis and characterization of new polyesters based on 2,5-bis[(4-chloro carboxyanilino) carbonyl] pyridine and aromatic diols

Khalil Faghihi

中国化学快报. 2010, 21(01): 13-17. https://doi.org/10.1016/j.cclet.2009.08.002

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Six new polyesters 7a-f were synthesized through the solution polycondensation reaction of diacid chloride 5 with six aromatic diols 6a-f in N,N-dimethyl acetamide (DMAc) as solvent in the presence of pyridine as base. The polycondensation reaction produced a series of novel polyester containing pyridyl moiety in the main chain in high yields with inherent viscosities between 0.35 and 0.54 dL/g. The resulted polymers were fully characterized by means of FT-IR spectroscopy, elemental analyses, inherent viscosity and solubility tests. Thermal properties of these polymers were investigated by using thermal gravimetric analysis (TGA) and differentional thermal gravimetric (DTG). The glass-transition temperatures of these polyesters were recorded between 130 and 170℃ by differential scanning calorimetry (DSC) and the 10% weight loss temperatures were ranging from 390 to 450℃ under nitrogen.

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Rhodium-catalyzed selective [2+2+2] cyclizations of 1,6-diynes with monoynes leading to isoindolines and isobenzofurans

Wei Wu, Xiao Yun Zhang, Shou Xing Kang

中国化学快报. 2010, 21(01): 18-22. https://doi.org/10.1016/j.cclet.2009.08.004

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A highly efficient and selective [2+2+2] cyclization of diynes and monoalkynes was catalyzed by rhodium under room temperature in water/THF mixed solvent, affording isoindolines and isobenzofurans in good to excellent yields. The center atoms (N, O) in the diynes showed a significant effect for the cyclization.

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Synthesis of a novel tripodal receptor based on 1,8-naphthyridine derivatives

Hui Fang Jie Li, Wen Fu Fu

中国化学快报. 2010, 21(01): 23-26. https://doi.org/10.1016/j.cclet.2009.08.005

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A novel tripodal receptor, l,3,5-tri((5,7-dimethyl-l,8-naphthyridin-2-yl-amino)methyl)-2,4,6-triethylbenzene (1) was synthesized from starting materials 2,6-diamino-pyridine (2) and 1,3,5-triethylbenzene (4) by three steps with an overall yield of 25%, and characterized by ESI-MS, FT-ER and 1H NMR spectra. Additionally, its absorption and emission spectra were investigated.

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Solid phase synthesis of fatty acid modified glucagon-like peptide-1 (7-36) amide under thermal and controlled microwave irradiation

Shuai Jian Ni, Hui Bin Zhang, Wen Long Huang, Jin Pei Zhou, Hai Qian

中国化学快报. 2010, 21(01): 27-30. https://doi.org/10.1016/j.cclet.2009.08.007

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Fatty acid modified glucagon-like peptide-1(7-36) amide was synthesized efficiently on Rink-Amide-MBHA resin by microwave-assisted solid phase method. The method of thermal and controlled microwave irradiation provided impressive enhancements in product yield, selectivity, and reaction rate. The coupling time was dramatically decreased to 6 min, and the desired products were obtained in high yield and purity.

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CeCl₃·7H₂O as an efficient catalyst for one-pot synthesis of β-amino ketones by three-component Mannich reaction

Yan Dai, Bin Dong Li, Heng Dao Quan, Chun Xu Luä

中国化学快报. 2010, 21(01): 31-34. https://doi.org/10.1016/j.cclet.2009.08.011

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Cerium trichloride heptahydrate (CeCl₃·7H₂O) was found to be an efficient and recyclable catalyst for the three-component direct Mannich reaction of anilines and benzaldehydes with acetophenone. This protocol has advantages of high yield, no environmental pollution, mild condition, and simple work-up procedure.

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Facile and efficient synthesis of quinoline-4-carboxylic acids under microwave irradiation

Hui Zhu, Ri Fang Yang, Liu Hong Yun, Jin Li

中国化学快报. 2010, 21(01): 35-38. https://doi.org/10.1016/j.cclet.2009.09.012

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A facile and efficient method for the preparation of 2-non-substituted quinoline-4-carboxylic acids is described via the Pfitzinger reaction of isatins with sodium pyruvate following consequent decarboxylation under microwave irradiation.

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Synthesis of bis(indolyl) methanes using aluminium oxide (acidic) in dry media

Sandip A. Sadaphal, Amol H. Kategaonkar, Vilas B. Labade, Murlidhar S. Shingare

中国化学快报. 2010, 21(01): 39-42. https://doi.org/10.1016/j.cclet.2009.07.010

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Heterogeneous catalyst aluminium oxide (acidic) is found to be an effective catalyst for the solvent-free condensation reaction of indole with aldehydes in microwave irradiation with shorter reaction time and higher yields.

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Selective oxidation of primary substituted aromatic amines to azoxy products using lacunary catalyses

A. Nezhadali, M. Akbarpour

中国化学快报. 2010, 21(01): 43-46. https://doi.org/10.1016/j.cclet.2009.07.017

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Some of the substituted anilines were selectively converted in to the corresponding azoxy and azobenzenes by oxidation with 30% aqueous hydrogen peroxide. The reactions were catalyzed by various heteropolyoxometalates, at boiling point of the used solvents. An improvement in the product yield and selectivity towards azoxybenzens was also observed. Azobenzenes was obtained as by-product. In the all similar cases, the highest yield of azoxy compounds was observed using K₅PW₁₁ZnO₃₉ as catalyst in N,N dimethylformamide solvent.

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Reductive animation of aldehydes and ketones using sodium borohydride in the presence of silica chloride under solvent-free conditions

Heshmatollah Alinezhad, Mahmood Tajbakhsh, Neda Hamidi

中国化学快报. 2010, 21(01): 47-50. https://doi.org/10.1016/j.cclet.2009.07.018

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A simple and convenient procedure for the preparation of amines from aldehydes and ketones with sodium borohydride activated by silica chloride as a catalyst under solvent-free conditions is described. A variety of aliphatic and aromatic aldehydes, ketones and amines when mixed with NaBH₄/silica chloride at room temperature, afforded excellent yield of the corresponding amines.

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N-Arylation of azaheterocycles with aryl and heteroaryl halides catalyzed by iminodiacetic acid resin-chelated copper complex

Xiang Mei Wu, Yan Wang

中国化学快报. 2010, 21(01): 51-54. https://doi.org/10.1016/j.cclet.2009.08.012

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Iminodiacetic acid resin-chelated copper(Ⅱ) complex is effective in cross-coupling reactions between azaheterocycles and aryl or heteroaryl halides, providing N>-arylated products in good to excellent yields. The copper catalyst is air stable and can be readily recovered and reused with minimal loss of activity for three runs

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Synthesis and in vitro antibacterial activities of 7-(4-alkoxyimino-3-hydroxypiperidin-l-yl)quinolone derivatives

Ju Xian Wang, Qiang Guo, Yun Chai, Lian Shun Feng, Hui Yuan Guo, Ming Liang Liu

中国化学快报. 2010, 21(01): 55-58. https://doi.org/10.1016/j.cclet.2009.07.011

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A series of novel 7-(4-alkoxyimino-3-hydroxypiperidin-l-yl)quinolone derivatives were designed, synthesized and evaluated for in vitro antibacterial activities. Compounds 8f, 8g, 8i and 8j with the potencies similar to or better than those of levofloxacin and IMB against Staphylococcus aureus and Staphylococcus epidermidis, worth further investigation.

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Regioselective enzymatic acylation of troxerutin in nonaqueous medium

Yong Mei Xiao, Pu Mao, Zhen Zhao, Liang Ru Yang, Xian Fu Lin

中国化学快报. 2010, 21(01): 59-62. https://doi.org/10.1016/j.cclet.2009.08.017

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A series of monosubstituted troxerutin esters have been synthesized by enzyme-catalyzed regioselective acylation of troxerutin in nonaqueous medium. Using divinyl dicarboxylates (CH₂=CH-OOC-(CH₂)_n-COO-CH=CH₂, n=2, 3, 4, 7, 8, 11) featuring different chain length as acyl donors and alkaline protease from Bacillus subtilis as catalyst, troxerutin was regioselective acylated at B' ethoxyl group. The results indicated that the regioselectivity of the enzyme-catalyzed acylation was not affected by the chain length of the acyl donor.

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Synthesis and activities of new 4-hydroxybenzoxazolone derivative

Li Tang, Shu Rong Ban, Xiu E. Feng, Wen Han Lin, Qing Shan Li

中国化学快报. 2010, 21(01): 63-66. https://doi.org/10.1016/j.cclet.2009.09.006

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A series of new 4-substituted benzoxazolone derivatives were synthesized according to a convenient method, their anti inflammatory and analgesic activities in vivo were evaluated. All of them were new compounds, the structures of all the synthesized compounds were confirmed by ¹H NMR, ¹³C NMR, ESI-MS and HR-MS. Most of the compounds exhibited anti-inflammatory activity.

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A convenient synthesis of ezetimibe analogs as cholesterol absorption inhibitors

Jian Feng Ji, Hui Bin Zhang, Wen Long Huang, Hai Qian, Jin Pei Zhou

中国化学快报. 2010, 21(01): 67-69. https://doi.org/10.1016/j.cclet.2009.08.009

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A convenient method for the synthesis of ezetimibe analogs as cholesterol absorption inhibitors was described. The key step in the synthesis was the intramolecular ring formation through Mitsunobu reaction. Furthermore, a new series of analogs was designed and synthesized.

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A new heterocyclic compound from Cyathula officinalis Kuan

Jie Liu, Jing Xu, Xiao Jun Zhao, Wen Yuan Gao, Shu Zhong Zhang, Yuan Qiang Guo

中国化学快报. 2010, 21(01): 70-72. https://doi.org/10.1016/j.cclet.2009.08.006

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A new heterocyclic compound, named 5,5'-diisobutoxy-2,2'-bifuran (1), and four known compounds (2-5) were isolated from the roots of Cyathula officinalis Kuan. Their structures were elucidated by spectroscopic methods. Among these compounds, 5,5'-dibutoxy-2,2'-bifuran (2) was isolated for the first time from this plant.

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A new diterpenoid from Euphorbia helioscopia

Di Geng, Yao Shi, Zhi Da Min, Jing Yu Liang

中国化学快报. 2010, 21(01): 73-75. https://doi.org/10.1016/j.cclet.2009.09.013

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A new jatrophane-type diterpenoid, 7β, 14β,15β-triacetoxy-3β-benzoyloxy-9-oxojatropha-5E,11E-diene, named euphornin N was isolated from Euphorbia helioscopia L. The structure and relative stereochemistry of the new compound was elucidated by spectroscopic methods.

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Microbial transformation of diosgenin by Syncephalastrum racemosum (Cohn) Schroeter

Ying Zhao, Ling Mei Sun, Xiao Ning Wang, Tao Shen, Mei Ji, Xia Li, Hong Xiang Lou

中国化学快报. 2010, 21(01): 76-80. https://doi.org/10.1016/j.cclet.2009.08.015

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Microbial transformation of diosgenin (1) by Syncephalastrum racemosum yielded five new polar metabolites, which were identified as (25R)-spirost-5-en-3β,7α,9α-triol-12-one (2), (25R)-spirost-5-en-3β,9α,12α-triol-7-one (3), (25R)-spirost-5-en-3β,9α-diol-7,12-dione(4), (25R)-spirost-4-en-9α,12β,14α-triol-3-one(5), and (25S)-spirost-4-en-9α,14α,25β-triol-3-one (6). Compounds 1-6 exhibited moderate cytotoxicity against K562 cells and among them compounds 2, 3, and 6 were more potent than the parent compound 1.

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Two new 19-oxygenated ent-kaurane diterpenoids from Isodon pharicus

Yong Zhao, Jian Xin Pu, Sheng Xiong Huang, Li Bin Yang, Wei Lie Xiao, Li Mei Li, Li Sheng Ding, Han Dong Sun

中国化学快报. 2010, 21(01): 81-84. https://doi.org/10.1016/j.cclet.2009.09.009

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Two new 19-oxygenated ent-kaurane diterpenoids, pharicinins D and E (1 and 2), together with an artifact, pharicinin D acetal (3) were isolated from the leaves of Isodon pharicus. Their structures were determined by 1D and 2D NMR spectroscopic analysis. All of them were evaluated for their cytotoxicity.

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Determination of urinary 8-hydroxy-2'-deoxyguanosine by capillary electrophoresis with molecularly imprinted monolith in-tube solid phase microextraction

Shao Wen Zhang, Cun Jie Zou, Nan Luo, Qian Feng Weng, Ling Shuang Cai, Cai Ying Wu, Jun Xing

中国化学快报. 2010, 21(01): 85-88. https://doi.org/10.1016/j.cclet.2009.08.010

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Urinary 8-hydroxy-2'-deoxyguanosine (8-OHdG) is an excellent marker of oxidative DNA damage. In this study, employing guanosine as dummy template a novel molecularly imprinted (MIP) monolithic capillary column had been synthesized, and that was used as medium of in-tube solid phase microextraction (SPME). Coupled with capillary electrophoresis-electrochemical detection (CE-ECD), the system of extraction and detection of 8-OHdG in urinary sample had been developed. Because of its greater phase ratio combined with convective mass transfer and inherent selectivity, the MIP monolithic column exhibited high extraction efficiency on target analyte with the limit of detection (LOD) and quantity (LOQ) reached 2.6 nmol/L (S/N=3) and 8.6nmol/L (S/N=10), respectively. The linear range was from 10 nmol/L to 1.5μ-mol/L (r=0.9999) with relative standard deviation (RSD) 3.7% for peak current, and 0.5% for migration time, and the average recovery of spiked 20-200 nmol/L 8-OHdG was 85%±3.5% (n=6). This highly sensitive method was applied to analysis of 8-OHdG in urinary samples from healthy volunteers, coking plant workers and lung cancer patients.

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Kinetic comparison between ferric ion and decamethyferrocene at the liquid/liquid interface as studied by scanning electrochemical microscopy

Xiao Quan Lu, Jun Ying Ma, Xiu Hui Liu, Cun Wu Dong, Wen Ting Wang

中国化学快报. 2010, 21(01): 89-92. https://doi.org/10.1016/j.cclet.2009.08.014

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Comparison in electron transfer (ET) processes from decamethyferrocene (DMFe) in nitrobenzene (NB) to ferric ion in aqueous phase was investigated for the first time by the scanning electrochemical microscopy (SECM). As compared with the system of Fe(CN)₆^3--DMFe, the ET rate obtained from Fe³⁺-DMFe was lower in spite of larger driving force, which may arise from the effect of reorganization energy. Otherwise, the effect of common ion on rate constants was also probed and results suggested additional complexity of the ET mechanism between Fe(CN)₆^3-and DMFe.

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Electrochemical studies of chloroperoxidase on poly-L-lysine film modified GC electrode

Wen Zhao, Xia Qin Wu, Zhong Qing Lu, Wen Jing Hou, He Xing Li

中国化学快报. 2010, 21(01): 93-96. https://doi.org/10.1016/j.cclet.2009.09.010

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Poly-L-lysine (PLL) was first electrodeposited onto the surface of a glassy carbon (GC) electrode. The PLL modified electrode was used to immobilize chloroperoxidase (CPO) via l-[(3-dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (EDC). The electrochemical behaviors of immobilized CPO on PLL/GC electrode were investigated by cyclic voltammetry (CV). The CV results obtained showed that CPO was successfully immobilized on the PLL/GC electrode and a fast direct electron transfer between CPO and PLL-GC electrode was achieved with a formal redox potential of-0.23 V vs. SCE. The CPO-PLL/GC modified electrode showed a good catalytic activity for electrocatalytical reduction of O₂, promising for a broad range of CPO-catalyzed transformations.

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Synthesis of linear and V-shaped oligo(phenylene ethynylene) derivatives: Geometric effects on photophysical properties

Si Chun Yuan, Shu Liang Han, Xing Ge, Hui Chuan Wang

中国化学快报. 2010, 21(01): 97-100. https://doi.org/10.1016/j.cclet.2009.08.013

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A series of linear and V-shaped oligo(phenylene ethynylene) derivatives 1-3 were synthesized through sequent Sonogashira coupling and propargyl alcohol deprotection reaction in high yields. The alkoxy chains (i.e., n-hexyloxy groups) were introduced to assure good solubility of compounds 1-3 in common solvents. The photophysical properties of 1-3 in solution depend strongly on the geometries of these compounds.

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Application of advanced oxidation processes for removing salicylic acid from synthetic wastewaters

Xue Ming Chen, Djalma Ribeiro da Silva, Carlos A. Martínez-Huitle

中国化学快报. 2010, 21(01): 101-104. https://doi.org/10.1016/j.cclet.2009.08.001

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In this study, advanced oxidation processes (AOPs) such as anodic oxidation (AO), UV/H₂O₂ and Fenton processes (FP) were investigated for the degradation of salicylic acid (SA) in lab-scale experiments. Boron-doped diamond (BDD) film electrodes using Ta as substrates were employed for AO of SA. In the case of FP and UV/H₂O₂, most favorable experimental conditions were determined for each process and these were used for comparing with AO process. The study showed that the FP was the most effective process under acidic conditions, leading to the highest rate of SA degradation in a very short time interval. However, the results showed that Ta/BDD films had high electrocatalytic activity for complete degradation of S A; even if it employs more time for complete elimination of the S A respect to FP. Additionally, AO led to a sixfold acceleration of the oxidation rate compared with the UV/H₂O₂ process. Finally a rough comparison of the specific energy consumption shows that AO process reduced the energy consumption by at least 90% compared with the UV/H₂O₂ process.

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Formulation of α-linolenic acid microemulsion free of co-surfactant

Feng Liu, Zheng Wu Wang

中国化学快报. 2010, 21(01): 105-108. https://doi.org/10.1016/j.cclet.2009.07.015

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A novel class of α-linolenic acid-in-water microemulsion free of co-surfactant was investigated as potential food delivery systems. Rough demarcation within the transparent region was deduced from the results of conductivity and polarizing optical microscopy. The microemulsion mean hydrodynamic diameter and characterization were determined by dynamic light scattering and negative-staining TEM. The location of ALA molecules in the microemulsion formulations was determined by ¹H NMR spectroscopy.

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Metal nanoparticle-enhanced room temperature phosphorescence of diiodofluorescein on the filter paper substrate

Mao Cai He, Yu Qi Li, Ya Xian Zhu, Yong Zhang

中国化学快报. 2010, 21(01): 109-112. https://doi.org/10.1016/j.cclet.2009.08.008

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Metal-enhanced room temperature phosphorescence of diiodofluorescein was first observed on filter paper surface. The phosphorescence intensity is 2.5-fold brighter from diiodofluorescein on silver nanoparticles-deposited filter paper as compared with an identical control sample without silver nanoparticles. Furthermore, enhanced absorption was also observed for the same system. Our findings suggest that both singlet and triplet states can couple to surface plasmons and enhance phosphorescence quantum yields at room temperature, as well as to increase the excitation rate of lumophores at room temperature.

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The role of nickel(Ⅱ) on the homochirality of amino acids in living systems

Awni Khatib, Fathi Aqra

中国化学快报. 2010, 21(01): 113-116. https://doi.org/10.1016/j.cclet.2009.09.008

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The origin of homochirality in living organisms is controversial, stands out of being particularly important and a question which is still not satisfactorily answered. A mental picture of sequence of events that is thought to have preceded the existence of chirality in molecules is described. A chemical model to mimic the original abiotic conditions in an attempt to explain the preference of homochirality in living systems was tried. The effect which might have influenced this preference is presented. The surprising and unexpected results are indeed interesting, significant, repeatable and indicate that complexing alanine with nickel(Ⅱ) ion alters the racemization rates of d and l isomers of the amino acid. However, why this difference happens is unclear and is difficult to explain.

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Study on anti-fungal activity of nitrogen-doped TiO₂ nanophotocatalyst under visible light irradiation

Min Li, Qun Zeng Huang, Dong Fang Qiu, Zhu Jin Jiao, Zhao Hui Meng, Heng Zhen Shi

中国化学快报. 2010, 21(01): 117-121. https://doi.org/10.1016/j.cclet.2009.06.038

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Nitrogen-doped TiO₂ nanophotocatalysts were prepared, and characterized by XRD patterns and UV-vis spectroscopy. The results indicated that nitrogen was doped effectively and the shift of the absorption edge to a lower energy and a stronger absorption in the visible light region were observed. The calcinations temperature is a key factor to narrow the band gap of titania, and consequently affects the response to visible light of nitrogen-doped TiO₂ nanocrystals. This photocatalyst can effectively inhibit the growth of Helminthosporium maydis, whereas undoped TiO₂ nanocrystals cannot inhibit the growth of H. maydis under the same experimental conditions.

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Preparation and characterization of rice husk/ferrite composites

Xue Gang Chen, Shuang Shuang Lv, Ying Ye, Ji Peng Cheng, Su Hang Yin

中国化学快报. 2010, 21(01): 122-126. https://doi.org/10.1016/j.cclet.2009.08.003

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A novel ferrite composite using rice husk as substrate has been prepared via high temperature treatment under nitrogen atmosphere. The rice husk substrate consists of porous activated carbon and silica, where spinel ferrite particles with average diameter of 59 nm are distributed. The surface area of the composite is greater than 170 m² g^-1 and the bulk density is less than 0.6 g cm^-3. Inert atmosphere is indispensable for the synthesis of pure ferrite composites, while different preparation temperatures of above 600℃ result in composites with similar structures and morphologies. Due to the presence of ferrite particles, this novel composite shows enhanced adsorption ability for acid orange Ⅱ.

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2010年, 第21卷, 第01期　刊出日期：2010-01-12

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2010年, 第21卷, 第01期 刊出日期：2010-01-12

2010年, 第21卷, 第01期　刊出日期：2010-01-12