中国化学快报

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A new method for preparing (2Z, 4Z, 6Z)-diethyl-4,5-oxepinedicarboxylates and some 1H-azepine analogues

Di Zao Li, Zhong Fei Zheng, Zhi Yun Kang, De Quan Yu

中国化学快报. 2009, 20(06): 635-639. https://doi.org/10.1016/j.cclet.2009.02.011

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A new method for preparing (2Z, 4Z, 6Z)-4,5-diethyloxepinedicarboxylate by one-step is described. The synthesis of several oxepines and azepines derivatives was carried out by the reaction of substituted furans or pyrroles with diethyl acetylenedicarboxylate in boiling toluene. The effect factors for this reaction were discussed and reaction condition was optimized.

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One-step synthesis of inherently chiral p-tert-butylcalix[4]azacrown

Shao Yong Li, Bei Sun, Zhi Chao Xiao, Ming Hui Huang, Wei Xue Xie, Jun Min Liu

中国化学快报. 2009, 20(06): 640-642. https://doi.org/10.1016/j.cclet.2009.01.019

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A one-step procedure is developed to synthesize inherently chiral p-tert-butylcalix[4]azacrown 1 through etherification between p-tert-butylcalix[4]arene and compound 3, which can be amplified to efficiently prepare more inherently chiral calix[4]arenes in ABHH substitution pattern.

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Total synthesis of glypetelotine

Xiang Hong Huang, Xu Feng Lin, Su Qin Chen, Yan Guang Wang

中国化学快报. 2009, 20(06): 643-644. https://doi.org/10.1016/j.cclet.2009.02.005

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A total synthesis of glypetelotine, the first sulphur-containing indole alkaloid from the leaf extracts of Glycosmis petelotii collected in the north of Vietnam, was described from indole through 6 steps. The structure of the glypetelotine was confirmed by IR, ¹H NMR, ₁₃C NMR and MS analysis. The spectral data of synthetic compound was identical with those of natural compound.

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Synthesis of bis-ANS fluorescence probe in ionic liquids

Wen Lu Liu, Fa Qin Jiang, Jing Bao Liu, Jian Cun Zhang, Lei Fu

中国化学快报. 2009, 20(06): 645-647. https://doi.org/10.1016/j.cclet.2009.02.010

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A new application of ionic liquids in the preparation of fluorescence probe 5,50'-bis-8-phenylamino-1-naphthylsulfonate (bis-ANS) is represented. The method for the preparation of fluorescence probe bis-ANS in alkyl imidazolium cationic liquids under acidic conditions is described. The effects on reaction yields under different concentration of sodium nitrite and different ionic liquid were studied and good yields were achieved.

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Synthesis of (S) and (R)-tilisolol hydrochloride

Shan Qian, Xiao Juan Ye, Fan Zheng, Li Yang, Yong Wu

中国化学快报. 2009, 20(06): 648-650. https://doi.org/10.1016/j.cclet.2008.12.048

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Tilisolol hydrochloride 1, a non-selective β-adrenoceptor blocker, was developed as a drug for the treatment of hypertension and angina pectoris. The optical active forms of 1, 1a and 1b were synthesized from inexpensive phthalic anhydride 2 in eight steps with 13% (S) and 15% (R) overall yield.

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PEG-SO₃H as catalyst for the Beckmann rearrangement and dehydration of oximes

Xi Cun Wang, Lei Li, Zheng Jun Quan, Hai Peng Gong, He Lin Ye, Xiao Feng Cao

中国化学快报. 2009, 20(06): 651-655. https://doi.org/10.1016/j.cclet.2009.02.004

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Under mild conditions, conversion of a variety of ketoximes and aldoximes to their corresponding amides and nitriles proceeded in the presence of PEG-SO₃H with high yields.

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Synthesis of 2,20'-arylmethylene bis (3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) in aqueous medium at room temperature

Mohammad Bayat, Hossien Imanieh, Seydeh Hajar Hossieni

中国化学快报. 2009, 20(06): 656-659. https://doi.org/10.1016/j.cclet.2008.12.050

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The reaction of dimedone with various aromatic aldehydes produces 2,2'-arylmethylene bis (3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) in excellent yields. The reactions occur in water as solvent at room temperature and avoiding the addition of any catalyst. The workup procedure is very simple and the products do not required further purification.

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The synthesis and biological evaluation of a series of novel 2-COOC₂H₅/COONa substituted 1,5-benzothiazepine derivatives as antimicrobial agents

Ping Zhang, Lan Zhi Wang, Hui Shu Wu, Jia Ming Lan, Yuan Li, Yong Xiang Wang

中国化学快报. 2009, 20(06): 660-662. https://doi.org/10.1016/j.cclet.2009.01.003

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A series of novel 1,5-benzothiazepine derivatives containing COOC₂H₅/COONa groups at the C(2)-position were synthesized and evaluated for their antifungal and antibacterial activities by both disc diffusion and minimal inhibition concentration (MIC) methods. Most of the compounds have been shown to have moderate to good antibacterial activity against S. aureus, S. epidermidis and excellent antifungal activity against C. albicans.

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Ferric hydrogensulfate catalyzed aerobic oxidative coupling of 2-naphthols in water or under solvent free conditions

Hossein Eshghi, Mehdi Bakavoli, Hassanali Moradi

中国化学快报. 2009, 20(06): 663-667. https://doi.org/10.1016/j.cclet.2008.12.045

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The symmetric oxidative coupling reactions of 2-naphthol derivatives with both ferric hydrogensulfate in water and silica ferric hydrogensulfate in solvent free conditions were carried out. The advantages of this green procedure are:inexpensive catalyst or cocatalyst,reusability of catalyst, organic solvent-free procedures and simple workup.

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Ureido-modification of the resin-bound LHRH analogue with N,N'-carbonyldiimidazole

Yong Qing Gao, Ning Zhou, Yu Jian Lv, Mao Shen Cheng, Ke Liang Liu

中国化学快报. 2009, 20(06): 668-671. https://doi.org/10.1016/j.cclet.2009.01.010

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The ureido-modification of the resin-bound a luteinizing hormone releasing hormone(LHRH) analogue was investigated by CDI-activating method.The amino group at the side chain of LHRH analogue could be transformed into various substituted urea moieties in high yields. However,is its teminal amino group was partially converted to a hydantoin stucture due to the Natom of the adjacent amide bond.

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Catalyst-free and solvent-free method for the synthesis of quinoxalines under microwave irradiation

Jian Feng Zhou, Gui Xia Gong, Kun Bao Shi, San Jun Zhi

中国化学快报. 2009, 20(06): 672-675. https://doi.org/10.1016/j.cclet.2009.02.007

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A facile procedure for the synthesis of quinoxalines is being reported starting from benzil and 1,2-diaminobenzene. The reactions were carried out catalyst-free, solvent-free and under microwave irradiation conditions in high yield (84-98%) with short time (3-6 min) and environmental benign, as well as convenient operation. The structures of all the compounds have been confirmed on the basis of their IR, ¹H NMR, and/or ¹³C NMR, mass spectral data.

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Gallium trichloride-catalyzed conjugate addition of indole and pyrrole to α,β-unsaturated ketones in aqueous media

Rong Xu, Jin Chang Ding, Xi An Chen, Miao Chang Liu, Hua Yue Wu

中国化学快报. 2009, 20(06): 676-679. https://doi.org/10.1016/j.cclet.2009.01.028

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Michael addition of indole and pyrrole to a variety of α, β-unsaturated ketones was efficiently promoted by a catalytic amount of GaCl₃ in aqueous media to afford the corresponding products in good to excellent yields.

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Synthesis and biological evaluation of novel steroid-linked nitrogen mustards

Hua Bing Zhang, Ji Jun Xue, Xiao Long Zhao, De Gang Liu, Ying Li

中国化学快报. 2009, 20(06): 680-683. https://doi.org/10.1016/j.cclet.2009.01.023

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Two novel steroid-linked nitrogen mustard conjugates 1a and 1b were synthesized by using estrogenic acid 4 coupled with aniline mustard 8 and phenol mustard 13 in an esterification or amidation procedure. Preliminary cytotoxic screening on cancer cell lines in vitro showed that, the steroid-ester linked nitrogen mustard conjugate 1a exhibited obvious increasing of activities.

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A new monosaccharide from Swertia punicea Hemsl.

Luan Yuan Tian, Jia Chun Chen, Jin Bo Fang, Qun Zhou, Xue Bai, Jian Qiu Zhou, Xiang Hong Chen

中国化学快报. 2009, 20(06): 684-686. https://doi.org/10.1016/j.cclet.2009.02.006

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A new compound named 1-hydrate, 3-deoxy-a-D-tagatofuranose was isolated from Swertia punicea Hemsl. The structure of compound was determined by 1D and 2D NMR, HRESIMS techniques.

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A new panaxadiol from the acid hydrolysate of Panax ginseng

Li Na Tao, Qin Meng, Jian Yuan Yin, Rui Xing, Hao Ran Guo

中国化学快报. 2009, 20(06): 687-689. https://doi.org/10.1016/j.cclet.2009.01.015

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A new panaxadiol (compound 1) was obtained from the acid hydrolysate of the total ginsenosides of Panax ginseng C. A. Meyer (Araliaceae). On the basis of spectroscopic data and single-crystal X-ray diffraction data, its chemical structure was elucidated to be dammar-(E)-20(22)-ene-3b,12β,25-triol.

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Two new triterpenoid saponins from Rhaponticum uniflorum

Yong Hong Zhang, Ying Wu, Li Yang, Zhong Li Liu, Dong Liang Cheng

中国化学快报. 2009, 20(06): 690-693. https://doi.org/10.1016/j.cclet.2009.02.009

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Two new triterpenoid saponins were isolated from the roots of Rhaponticum uniflorum. Their structures were elucidated as 3-O-[β-D-glucopyranosyl]-ilexolic acid-28-O-[β-D-glucopyranosyl] ester 1 and 3-O-[β-D-glucopyranosyl]-urs-12, 19 (29)-dien-oic acid-28-O-[β-D-glucopyranosyl] ester 2 mainly by 1D, 2D NMR techniques and chemical methods.

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A new superoxide-generation inhibitor from rhizome of Anemone raddeana Regel

Jin Cai Lu, Bei Bei Xu, Song Gao, Hiroyuki Kodama

中国化学快报. 2009, 20(06): 694-697. https://doi.org/10.1016/j.cclet.2008.12.037

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A new triterpenoid saponins, raddeanoside R₁₉ (1) was isolated from the rhizome of Anemone raddeana Regel. The effects of raddeanoside R₁₉ on superoxide generation in human neutrophil were evaluated. The compound suppressed the superoxide generation induced by N-formyl-methionyl-leucyl-phenylalanine (fMLP), phorbol 12-myristate 13-acetate (PMA) and arachidonic acid (AA) in a different concentration-dependent manner.

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Three new C₂₀-diterpenoid alkaloids from Delphinium anthriscifolium var. savatieri

Xiao Yu Liu, Qiao Hong Chen, Feng Peng Wang

中国化学快报. 2009, 20(06): 698-701. https://doi.org/10.1016/j.cclet.2008.12.056

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Three new C₂₀-diterpenoid alkaloids, designated as anthriscifolmines A-C (1-3), together with two known alkaloids denudatine and delgramine, were isolated from the whole herb of Delphinium anthriscifolium var. savatieri. The structures of these new alkaloids were elucidated on the basis of spectral data.

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Two new secoiridoid glucosides from Syringa velutinai Kom.

Xue Song Feng, Yang Qu, Zhao Hua Wu, Lei Xu, Dong Song Zhang, Hui Yuan Gao, Li Jun Wu

中国化学快报. 2009, 20(06): 702-705. https://doi.org/10.1016/j.cclet.2009.02.012

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Chemical investigation of Syringa velutinai Kom. led to the isolation of two new secoiridoid glucosides. Their structures were identified as 6'-O-(6, 7-dihyrofoliamenthoyl)-8-epi-kingisidic acid (syrveoside A, 1) and 6'-O-menthiafoloyl-8-epi-kingisidic acid (syrveoside B, 2) on the basis of chemical and physicochemical evidence.

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Photolysis of organic pollutants in wastewater with 206 nm UV irradiation

Zhao Lian Ye, Chang Qing Cao, Jin Cong He, Ren Xi Zhang, Hui Qi Hou

中国化学快报. 2009, 20(06): 706-710. https://doi.org/10.1016/j.cclet.2008.12.033

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A new-type UV light source (206 nm) was explored for the degradation of organic pollutants in wastewater for the first time. The degradation performances of triphenyltin chloride (TPTCl), dimethyl phthalate (DMP), as well as rhodamine B (RhB) were investigated. The results indicated that removal efficiency of 50 mg/L RhB, 60 mg/L DMP and 120 mg/L TPTCl can reach 88.6%,92.5% and 89.4% for 60 min, 50 min and 75 min, respectively. By comparison of removal efficiency, we found 206 nm is superior to 253.7 nm UV in wastewater treatment, implying it is an effective, promising, and worthwhile exploring technology to decompose organic pollutants in wastewater.

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The ultratrace detection of crystal violet using surface enhanced Raman scattering on colloidal Ag nanoparticles prepared by electrolysis

Ren Ming Liu, Yi Pu Kang, Xing Fa Zi, Ming Jun Feng, Man Cheng, Min Zhen Si

中国化学快报. 2009, 20(06): 711-715. https://doi.org/10.1016/j.cclet.2009.02.001

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Highly active, stable and affordable surface enhanced Raman scattering (SERS) substrates were obtained by electrolyzing a mixture of AgNO₃(4×10^-4 mol/L) and Na₃C₆H₅O₇·H₂O (6×10^-5 mol/L) for 1, 2, 3 and 4 h at 7 V.With crystal violet (CV) as a test molecule, a portable Raman spectrometer with 785 nm laser excitation was employed to carry out the SERS detection. Colloidal Ag nanoparticles prepared by electrolyzing for 3 h with the particle size of (65±17) nm is a perfect SERS substrate for the ultratrace detection of CV, which displayed an enhancement factor of ca. 1.3×10⁸ and the detection limit of CV is down to ca.10^-15 mol/L (ca. 10^-4 ppb) with 10^-1 mol/L KBr as aggregating agent. Thus, this SERS substrate will provide a hopeful foreground in ultratrace detection. Meanwhile, it will provide a possibility to bring Raman analysis out of the laboratory to process in situ, real-time detection and identification.

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Characterizing some gossypol and gossypolone Schiff's bases by studying their fragmentation patterns with electrospray ionization tandem mass spectra

Long Zhang, Xing Xin Cao, Hai Xia Jiang, Biao Jiang, Yu Xin Cui

中国化学快报. 2009, 20(06): 716-719. https://doi.org/10.1016/j.cclet.2008.12.049

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To investigate the structural form of gossypol and gossypolone Schiff's bases, seven relevant Schiff's bases were synthesized and the electrospray ionization-tandem mass spectrometry (ESI-MS/MS) with low-energy collision-induced dissociation was used to analyze their fragmentations. A common fragmentation pathway with the loss of RNH₂ from those schiff's bases quasi-molecular ions was observed and proposed on the basis of their MS/MS spectra data. This common pathway indicated that those Schiff's bases existed mainly as the enamine form not the imine form previously showed in most reports.

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Two new C-glucofuranosyl isoflavones in puerarin injection

Hai Jiang Zhang, Xiao Ping Yang, Kui Wu Wang

中国化学快报. 2009, 20(06): 720-723. https://doi.org/10.1016/j.cclet.2009.01.018

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Two new C-glucofuranosyl isoflavones of impurities in puerarin injection were isolated. Their structures were determined to be 8-C-α-glucofuranosyl-7, 4'-dihydroxyisoflavone and 8-C-β-glucofuranosyl-7, 4'-dihydroxy-isoflavone by chemical and spectral analysis.

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A new fluorescent particle prepared by chemical stabilized phycobilisome

Min Chen, Guo Ping Ma, Li Sun

中国化学快报. 2009, 20(06): 724-728. https://doi.org/10.1016/j.cclet.2008.12.042

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Natural phycobilisomes (PBSs) were isolated and purified from a red macroalga, Polysiphonia urceolata, by multi-step of sucrose gradient centrifugation, and were chemically stabilized by small molecule cross-linker formaldehyde. The stabilized PBSs showed similar absorption and fluorescent properties at room temperature compared to natural PBSs and kept a steady F672/F580 value during more than 3 months of storage in 0.45 mol/L phosphate buffer (pH 6.8) or at low temperature at 77 K. The stabilized PBS migrated as a single band at mild PAGE and in 14-18 h of sucrose gradient centrifugation. All these characters indicated that the stabilized PBSs were stable, soluble, homogenous fluorescent particles with favorable spectroscopic features prepared under present conditions.

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Synthesis and characterization of a-{3-[(2,3-dihydroxy) propoxy]propyl}-v-butyl-polydimethylsiloxanes

Xiao Li Zhan, Zhen Huan Luo, Qing Hua Zhang, Bi Chen, Feng Qiu Chen

中国化学快报. 2009, 20(06): 729-732. https://doi.org/10.1016/j.cclet.2008.12.047

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Hydrosilylation has been carried out between Si-H terminated polydimethylsiloxanes with narrow molecular weight distribution and protected 3-allyloxy-1,2-propanediol, and after subsequently alcoholyzed, α-{3-[(2,3-dihydroxy)propoxy]propyl}-ω-butyl-polydimethylsiloxanes with varying number of ((Si(CH₃)₂-O) unit were obtained. At each step, the produced compounds were carefully characterized. The results showed that each step was successfully carried out and target products were achieved.

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The reversible addition-fragmentation chain transfer (RAFT) miniemulsion polymerization of vinyl acetate mediated by xanthate

Bo Jiang, Qing Hua Zhang, Xiao Li Zhan, Feng Qiu Chen

中国化学快报. 2009, 20(06): 733-737. https://doi.org/10.1016/j.cclet.2008.12.023

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The reversible addition-fragmentation chain transfer (RAFT) miniemulsion polymerization of vinyl acetate (VAc) mediated by methyl (methoxycarbonothioyl) sulfanyl acetate (MMSA) was carried out. The results showed that polymerizations initiated by AIBN and KPS proceeded in a controlled way. The RAFT miniemulsion polymerization of VAc initiated by KPS showed the shorter inhibition period, higher propagation rate coefficient and final conversion than those in experiment initiated by AIBN. When the monomer conversion reached 25%, the polydispersity index (PDI) of polymer became broad, which was related to chain transfer reaction in RAFT miniemulsion of VAc.

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Preparation and properties of a POSS-containing organic-inorganic hybrid crosslinked polymer

Wang Yan Nie, Gang Li, Yang Li, Hong Yao Xu

中国化学快报. 2009, 20(06): 738-742. https://doi.org/10.1016/j.cclet.2009.02.003

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A novel POSS-containing organic-inorganic hybrid crosslinked polymer was prepared by hydrosilylation reaction of octahydridosilsesquioxane (T₈H₈) with 4,4'-bis(4-allyloxybenzoyloxy)phenyl (diene A). Its structure and property was characterized by FTIR, ²⁹Si NMR, TGA and ellipsometer, respectively. The results show that the hybrid polymer possesses high thermal stability and low dielectric constant of 1.97 at optical frequencies.

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Design,synthesis and characterization of novel biodegradable macrodiols based on poly(DL-lactic acid) and poly (p-dioxanone)

Chan Yu Zhang, Yan Feng Luo, Su Jun Wang, Zhao Liu, Yuan Liang Wang, Zhi Qing Liang

中国化学快报. 2009, 20(06): 743-746. https://doi.org/10.1016/j.cclet.2008.12.055

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Integrating poly(lactic acid) (PLA), glycolic acid (GA) and ethylene glycol (EG) will hopefully result in a novel copolymer that combines such advantages as fastened and controllable release rate and improved flexibility together with good biocompatibility. In this study, p-dioxanone (PDO) was employed to copolymerize with DL-lactide (LA) via ring-opening melt polymerization using Sn(Oct)₂ as an initiator and ethylene glycol as a co-initiator. The obtained degradable macrodiols (HO-P(LA-co-PDO)-OH) were just such a copolymer consisting of PLA, GA and EG. ¹H NMR was employed to characterize the copolymers, and the effect of PDO/LA molar ratios in the feedstock on the molecular weights of HO-P(LA-co-PDO)-OH was investigated by means of endhydroxyl analysis, ¹H NMR or GPC-MALLs. The results confirmed the successful synthesis of HO-P(LA-co-PDO)-OH and revealed that one end-hydroxyl of the micarodiols was donated by LA or PDO and the other one by the co-initiator EG. In addition,the molecular weights of HO-P(LA-co-PDO)-OH increased with decreasing PDO/LA ratios.

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Molecular imprinting of protein by coordinate interaction

Jun Wang, Zhen Dong Hua, Zhi Yong Chen, Yuan Zong Li, Mei Ping Zhao

中国化学快报. 2009, 20(06): 747-750. https://doi.org/10.1016/j.cclet.2008.12.035

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In this article, a novel strong interaction by forming complex between bovine serum albumin (BSA) and copper ion was utilized for the preparation of molecular imprinted hydrogel in aqueous solution. Results show that the inclusion of copper ion in preparation can bridge the template BSA and functional monomers together and improve the imprinting effect compared to the polymer made without copper ion added. High selectivity factor and large adsorption capacity are also observed for the obtained BSA-imprinted hydrogel.

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A predictive, simple and rapid method for thermodynamic study on the binding of copper ion with Alzheimer's amyloid β peptide

G. Rezaei Behbehani

中国化学快报. 2009, 20(06): 751-754. https://doi.org/10.1016/j.cclet.2008.12.051

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The interaction of CuCl₂ to the first 16 residues of the Alzheimer's amyliod β peptide, Ab(1-16) was studied by isothermal titration calorimetry at pH 7.2 and 37℃ in aqueous solution.

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Theoretical study on the reaction of NbS⁺(³∑^-,¹Γ) with CO

Shi Wen Yu, Tao Hong Li, Xiao Mei Yang, Li Qing Yin, Li Feng Yao, Xiao Guang Xie

中国化学快报. 2009, 20(06): 755-758. https://doi.org/10.1016/j.cclet.2009.02.002

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Two possible reactions of NbS⁺ (³∑^-, ¹Γ) with CO in the gas phase have been studied by using B3LYP and CCSD(T) methods:the O/S exchange reaction (NbS⁺+CO→ NbO⁺+CS) and the S-transfer reaction (NbS⁺+CO →Nb⁺+COS). The two reactions have a one-step mechanism. The barriers of the O/S exchange reaction on the triplet and singlet surfaces are 51.2 and 52.4 kcal/mol,respectively, and the barriers of the S-transfer reaction are 58.3 and 78.0 kcal/mol, respectively. The results indicate that the Stransfer and the O/S exchange reaction of the ³∑^- ground state of NbS⁺ are competing, but, for the S-transfer reaction, the 1G exited state is more reactive. The differences between the reactions of NbS⁺ (³∑^-, ¹Γ) and VS⁺ (³∑^-, ¹Γ) are discussed.

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Application of specific ion interaction theory and parabolic models for the molybdenum(VI) and tungsten(VI) complexes with NTA and IDA at different ionic strengths

Kavosh Majlesi, Saghar Rezaienejad

中国化学快报. 2009, 20(06): 759-762. https://doi.org/10.1016/j.cclet.2008.12.002

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The interaction of nitrilotriacetic acid (NTA) and iminodiacetic acid (IDA) with tungsten(VI) (pH 7.5) and molybdenum(VI) (pH 6.00) has been studied in aqueous solutions at 25℃, and different ionic strengths (0.1 < I (mol dm^-3) <1.0 for NaClO₄) by a combination of potentiometric and UV spectroscopic(260-270 nm) measurements. Dependence on ionic strength was taken into account by using the Bronsted-Guggenheim-Scatchard specific ion interaction theory (SIT) and parabolic model. The data included in this work, together with some previously published data, make it possible to calculate parameters for dependence on ionic strength by using the aforementioned models.

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2009年, 第20卷, 第06期　刊出日期：2009-06-20

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2009年, 第20卷, 第06期 刊出日期：2009-06-20

2009年, 第20卷, 第06期　刊出日期：2009-06-20