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Phase Transfer Catalyzed Synthesis and Antibacterial Activity of Water-soluble S-Triazolo[3,4-b][1,3,4]thiadiazoles Containing Piperazine Group

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Chinese Chemical Letters 2005年第10期16卷 1309-1312页

作者： Guo Qiang HU wen long huang Hai WANG Medicinal College of Henan Unversity Kaifeng 475001 China Pharmaceutical University Nanjing 210009 Academy of Military Medical Sciences Beijing 100850

6/3-（4-Chlorophenyl）-s-triazolo[3, 4-b][1, 3, 4]thiadiazoles （2,a-e） and （Sa-e） were synthesized respectively by intermolecular cyclization of 5-aryl / 4-chlorophenyl-4-amino-3- mercapto-1, 2, 4-triazoles （la-e） and （4） with 4-chlorobenzoic acid / aryl acids, which were condensed with piperazine under phase transfer catalyst TBAB to yield the corresponding free bases of monopiperazine derivatives and followed to form water-soluble salts （3a-e） and （6a-e） with hydrochloric acid in good yields. The in vitro biological results showed that piperazine group conjugated with the above fused heterocycles played an important role in antibacterial activity. The structures of novel compounds were confirmed by IR, ＇H NMR, MS and elemental analysis.

关键词： s-Triazolo[3,4-b]thiadiazole piperazine water-soluble antibacterial activity.

Synthesis and Bioactivity of Arecoline Derivatives Containing Amino-s-triazole Coupled Oxadiazole

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Chinese Chemical Letters 2006年第1期17卷 19-22页

作者： Guo Qiang HU Sheng LI wen long huang Hai WANG Medical College of Henan Unversity Kaifeng 475001 China Pharmaceutical University Nanjing 210009 Academy of Military Medical Sciences Beijing 100850

5-（5＂-Substituted phenyl-[1＂,3＂,4＂]oxadiazol-2＂-yl methylsulfanyl）-3-pyridin-3′-yl- [1,2,4] triazol-4-yl amines la-j were quaternarized with methyl iodide to afford the corresponding methyl pyridinium salts 2a-j. The reduction of compounds 2 with NaBH4 in methanol gave the target compounds 5-（5＂-substituted phenyl-[1＂,3＂,4＂]oxadiazol-2＂-yl methylsulfanyl）-3-（1′-methyl-1＇,2＇,5＇,6＇-tetrahydropyridin-3＇-yl）-[1,2,4]triazol-4-ylamines 3a-j. The endothelium vascular relaxing activity of the target compounds were screened.

关键词： Tetrahydropyridine triazolylamine oxadiazole muscarinic agonist vascular activity.

Submicron single-crystalline LiNi_(0.5)Mn_(1.5)O_(4) cathode with modulated Mn^(3+) content enabling high capacity and fast lithium-ion kinetics

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Rare Metals 2022年第7期41卷 2268-2279页

作者： Zhao Fang Xing-Liang Zhang Xue-Yang Hou wen-long huang Lin-Bo Li School of Metallurgical Engineering Xi’an University of Architecture and TechnologyXi’an 710055China Research Center of Metallurgical Engineering and Technology of Shaanxi Province Xi’an 710055China

Disordered single-crystalline LiNi_(0.5)Mn_(1.5)O_(4)(LNMO)cathode materials with different Mn^(3+)contents were prepared by a simple temperature control strategy of a solid-state *** effects of the mutual modulation of the Mn^(3+) content and the bulk microstructure on the crystal structure and electrochemical properties of LNMO were systematically *** showed that a suitable Mn^(3+) content can enhance the structural stability and alleviate structural degradation and capacity *** excellent performance originates from the simultane-ous inhibition of microcrack formation and side reaction with electrolytes,ensuring the rapid diffusion of Li+during extraction and ***,the LNMO-800 sample delivers an excellent cycling stability with a capacity retention of 98.37%after 200 cycles,remarkable rate capacity of 115 mAh·g^(-1) at 10.0C,and rapid Li+diffusion coefficient of 4.43×10^(-9)cm^(2)·s^(-1).This work will allow for a deeper understanding of the coupling effect between Mn^(3+)content and bulk microstructure,especially in the design and development of Mn-based cathode materials.

关键词： microstructure cycling content

Total synthesis of human urotension-Ⅱ by microwave-assisted solid phase method

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Chinese Chemical Letters 2007年第8期18卷 902-904页

作者： Hui Bin Zhang Yu Shi Chi wen long huang Shuai Jian Ni Center of Drug Research China Pharmaceutical University Nanjing 210009 China

Human urotension-Ⅱ was synthesized efficiently on Wang resin under microwave irradiation using Fmoc/tBu orthogonal protection strategy. Disulphide bridge was formed on solid phase with the irradiation of microwave, then the whole peptide was cleaved from the resin. The purity of crude peptide cyclized under microwave irradiation was higher than that under room temperature.

关键词： Human urotension-Ⅱ Microwave irradiation Solid phase Disulphide bridge

A novel synthetic route for 2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethanamine

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Chinese Chemical Letters 2008年第1期19卷 59-60页

作者： Xiao Chuan Luo Guo Hua Chen Hui Bin Zhang wen long huang epartment of Medicinal Chemistry China Pharmaceutical University Nanjing 210009 China Center of Drug Discovery China Pharmaceutical University Nanjing 210009 China

2-[2-（2,2,2-Trifluoroethoxy）phenoxy]ethanamine is the key intermediate of Silodosin, the α1-adrenoceptor antagonist for the treatment of benign prostatic hyperplasia. In order to obtain this intermediate, we developed a novel synthetic route by utilizing 2- nitrochlorobenzene as the starting material via O-alkylation, reduction, diazotization, acidolysis, etherification, condensation and hydrazinolysis. The highlight of this method lies on its convenience and economy in accessing this intermediate. 2007 Guo Hua Chert. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

关键词： Silodosin 2-[2-(2,2,2-Trifluoroethoxy)phe'noxy]ethanamine Synthesis

Synthesis and biological evaluation of tetrahydroisoquinoline derivatives as potential multidrug resistance reversal agents in cancer

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Chinese Chemical Letters 2008年第2期19卷 169-171页

作者： Yu Li Hui Bin Zhang wen long huang Xia Zhen Yun Man Li Center of Drug Discovery China Pharmaceutical University Nanjing 210009 China

Tetrahydroisoquinoline derivatives were synthesized and their multidrug resistance reversal activities were evaluated in vitro. The results showed that some of the synthetic compounds had higher multidrug resistance ... 详细信息

关键词： Tetrahydroisoquinoline derivatives Synthesis Mulfidrug resistance (MDR) Peptoids

A new isochroman-4-one derivative from the peel of Musa sapientum *** its total synthesis

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Chinese Chemical Letters 2007年第10期18卷 1227-1230页

作者： Hai Qian wen long huang Xiao Ming Wu Hui Bin Zhang Jin Pei Zhou wen Cai Ye Center of Drug Discovery China Pharmaceutical University Nanjing 210009 China Department of Medicinal Chemistry China Pharmaceutical University Nanjing 210009 China Department of Phytochemistry China Pharmaceutical University Nanjing 210009 China

A new isochroman-4-one, 7,8-dihydroxy-3-methylisochroman-4-one was isolated from water soluble fraction of Musa sapientum L. Its structure was determined by spectroscopic evidences and its total synthesis has also bee... 详细信息

关键词： Isochroman-4-one Musa sapientum L. Isolation Total synthesis

Depositing natural stibnite on 3D TiO_(2) nanotube array networks as high-performance thin-film anode for lithium-ion batteries

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Rare Metals 2021年第11期40卷 3215-3221页

作者： Juan Yu Bi-Cheng Meng Le-Jie Wang Qi Wang wen-long huang Xu-Yang Wang Zhao Fang School of Metallurgical Engineering Xi’an University of Architecture and TechnologyXi’an 710311China Shaanxi Province Metallurgical Engineering and Technology Research Centre Xi’an 710055China School of Metallurgy and Environment Central South UniversityChangsha 410083China

Three-dimensional(3D) thin-film electrodes are promising solution to the volume change of active materials in lithium-ion *** a conductive current collector,the 3D TiO_(2) nanotube array networks(TNAs) have a one-dimensional stable electronic conductive path and increase the adhesion between the current collector and raw material,thereby improving the cycle stability of active *** this study,a novel 3D-TNAs@Sb_(2)S_(3) anode was fabricated by directly depositing natural stibnite onto3D *** adhesion of Sb_(2)S_(3) particles to the substrate was enhanced due to the large surface area provided by ***,the porous layered structure composed of Sb_(2)S_(3) nanoparticles relieved the stress generated during lithiation and adapted to the volume change of Sb_(2)S_(3) during ***,the resulting composite anode exhibits high cycle and rate performance,reaching0.36 mAh·cm^(-2) after 80 cycles at the galvanostatic rate of1 mA·cm^(-2),with high coulombic efficiency of 98%.

关键词： TiO_(2)nanotube array Natural stibnite Lithiumion batteries Anode

Synthesis and antibacterial activity of novel[1,2,4]triazolo[3,4-h][1,8]naphthyridine-7-carboxylic acid derivatives

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Chinese Chemical Letters 2015年第1期26卷 149-151页

作者： Liu-Zhou Gao Yu-Suo Xie Tao Li wen-long huang Guo-Qiang Hu Institute of Chemical Biology.Henan University Centre of Drug Discovery China Pharmaceutical University

Novel tricyclic fluoroquinolones,[1,2,4]triazolo[3,4-h][1,8]naphthyridine-8-one-7-carboxylic acid derivatives 4a-4h bearing carrying a functional Mannich-base moiety at the C-8 position,were synthesized and evaluated for their antimicrobial *** results showed that some compounds with a piperazine side chain exhibited comparable or better antibacterial activity than comparator ***,the targeted compounds also displayed a broad spectrum of activity against resistant strains including both Gram-negative and Gram-positive *** particular,compound 4h showed an MIC of 0.25 μg/mL in antibacterial assay against multiple drug-resistant Escherichia coli,which represents an about 30-fold increase of potency compared to ***,their excellent antibacterial activity against resistant strains suggests that triazole-fused fluoroquinolones warrant further optimization as novel anti-infective chemotherapies.

关键词： Triazole Tricyclic fluoroquinolone Synthesis Antibacterial activity