ChemElectroChem
·
2020
·Vol. 7
·期 5
·1207-1212
·
IF 4.154
Abubakar Abdussalam,Yiran Guan,Guobao Xu
Graphical Simplify to amplify : Isatin is investigated as a new efficient co-reactant for Ru(bpy) 3 2+ electrochemiluminescence (ECL), and the ECL response of the Ru(bpy) 3 2+ /isatin system in borate buffer solution is about 12 times more intense than in phosphate buffer of the same pH, enabling sensitive ECL detection of isatin. Isatin is an endogenous indole derivative that has been reported to possess various pharmacological and therapeutic activities of clinical importance. To date, isatin has been detected mainly by mass spectrometry. Here, we report for the first time the intense anodic electrochemiluminescence (ECL) of tris(2,2′-bipyridyl)ruthenium(II) with isatin as an efficient co-reactant. Interestingly, the ECL response of the Ru(bpy) 3 2+ /isatin system in borate buffer solution is about 12 times more intense than in phosphate buffer of the same pH; and approximately 114 times greater than the ECL intensity of the luminophore. Under the optimal conditions, the ECL of Ru(bpy) 3 2+ increases linearly with the concentration of the isatin in the range of 1.0 μM to 1.0 mM (R 2 =0.998) with a limit of detection (LOD) of 0.28 μM (3σ/m). Moreover, the method has been successfully applied to the detection of isatin in human urine. The developed method has shown excellent recoveries in the range of 99.7–101.3 %. The anodic ECL assay reported in this work is superior in terms of linear range and selectivity than the previously reported methods and can be applied for the detection of isatin in real samples.
研究领域:
分析化学
·
生物医学
✓ 已验证
DOI
高影响因子
JOURNAL OF CHEMICAL AND ENGINEERING DATA
·
2020
·
IF 2.369
Ningning Tian,Changyou Yu,Shichao Du,Bo Lin,Ye Gao,Zhenguo Gao
The solid–liquid equilibrium solubility of isatoic anhydride in 12 pure solvents (methanol, ethanol, 1-propanol, isopropyl alcohol, methyl acetate, ethyl acetate, propyl acetate, isopropyl acetate, acetone, 2-butanone, acetonitrile, and 1,4-dioxane) at T = 288.15 to 328.15 K was measured by the gravimetric method under atmospheric pressure. Experimental results demonstrate that the mole fraction solubility of isatoic anhydride in these selected solvents increased with the increase of temperature, and the dissolution behavior is affected by multiple factors like polarity, H-bond interaction, cohesive energy density, etc. The modified Apelblat model, the van’t Hoff model, the nonrandom two-liquid model, and the λh model were used to correlate the experimental solubility data. The maximum values of the relative average deviation and root-mean-square deviation were no more than 4.23 × 10–2 and 5.31 × 10–4, respectively. Furthermore, the thermodynamic properties including the mixing Gibbs energy, mixing enthalpy, and mixing entropy were calculated, which indicates that the dissolution of isatoic anhydride was a spontaneous and entropy-favorable process.
研究领域:
化学工程
·
物理化学
✓ 已验证
DOI
高影响因子
Polymer Chemistry
·
2018
·Vol. 9
·期 13
·1674-1683
·
IF 4.927
Liguo Xu,Fan Zhou,Min Liao,Rongrong Hu,Ben Zhong Tang
The development of a new polymerization methodology affords polymer materials with new structures and functionalities. Multicomponent polymerizations (MCPs) as a facile tool for preparing multifunctional polymers with complicated structures have attracted increasing attention from polymer scientists, owing to their high efficiency, high atom economy, simple procedure, structural diversity, and environmental benefit. In this work, a series of efficient one-pot multicomponent polymerizations of diynes, disulfonyl azides, and N-protected isatins are developed to afford oxindole-containing poly(N-acylsulfonamide)s with advanced properties. After optimization of the polymerization conditions, the MCP can proceed smoothly at room temperature or 30 °C in dichloromethane/t-BuOH with CuI as the catalyst and LiOH as the base, generating poly(N-acylsulfonamide)s with high molecular weights of up to 30 600 g mol−1 in excellent yields of up to 98%. This MCP enjoys general applicability of a series of electron-rich or electron-deficient alkynes and alkyl group or aromatic group-substituted isatins, generating six poly(N-acylsulfonamide)s from different combination of monomers, and nitrogen gas as the only byproduct, demonstrating high atom economy and environmental benefit. The obtained poly(N-acylsulfonamide)s can be dissolved in alcohol or alcohol/water mixtures, but cannot be dissolved in THF or dichloromethane, which show opposite solubility after the polymers are acidified with HCl, indicating reversibly tunable hydrophilicity of the polymers. Furthermore, water can participate in the MCP as the fourth component when the MCP is conducted in DMF with CuI as the catalyst and Na2CO3 as the base, generating random copolymers consisting of 3-alkenyloxindole moieties and two chiral center-containing 3-hydroxyindole moieties in the backbone. Some of the oxindole-containing poly(N-acylsulfonamide)s exhibit yellow to red emission in their solid state. These MCPs provide an efficient approach for the synthesis of functional polymers with unique structures, which directly build the oxindole and N-acylsulfonamide moieties in situ, demonstrating high synthetic efficiency.
研究领域:
材料科学
·
高分子化学
✓ 已验证
DOI
高影响因子
TETRAHEDRON
·
2017
·
IF 2.651
Wen-Yong Han,Jia Zhao,Jian-Shu Wang,Bao-Dong Cui,Nan-Wei Wan,Yong-Zheng Chen
A facile and practical [3+2] cycloaddition/ring contraction for the construction of structurally diverse CF 2 H-containing spirocyclopropyloxindoles was developed. Starting from isatin-derived 3-ylideneoxindoles and in situ generated CF 2 HCHN 2 , the desired products were obtained in good to excellent results (up to 99% yield and >99:1 trans/cis ) in the absence of metal catalyst . The potential application of the protocol was also demonstrated by the synthesis of the CF 2 H-substituted analog of HIV-1 NNRTI inhibitor.
研究领域:
有机化学
·
药物化学
✓ 已验证
产品关联
DOI
高影响因子
RUSSIAN JOURNAL OF GENERAL CHEMISTRY
·
2023
·Vol. 93
·期 6
·1468-1473
·
IF 0.9
Wang Jialing,Fu Linlin,Wang Chang,Zhang Xuelian,Wang Zhuo,Zhao Xuemei
Abstract A series of new isatin derivatives was synthesized and evaluated for anti-proliferative activity against SNU-398 and LO2 cells through CCK-8 assay. Among them, 3-{2-[4-(benzyloxy)phenyl]-2-oxoethyl}-3-hydroxy-1-phenethylindolin-2-one exhibited the most inhibitory activity against SNU-398 cells (IC 50 = 6.69 μM), which could be as a lead compound to develop more potent anti-tumor agents.
研究领域:
药理学
·
肿瘤学
✓ 已验证
DOI
高影响因子
SYNTHETIC METALS
·
2013
·
IF 2.109
Qian Liu,Zhengkun Du,Weichao Chen,Liang Sun,Yanhua Chen,Mingliang Sun,Renqiang Yang
One isoindigo and triphenylamine (TPA) based small molecule was synthesized by Suzuki coupling reaction. The obtained molecule was characterized by 1 H NMR 13 C NMR and MS. The obtained molecule absorbs light from 400 to 743 nm in thin solid film. The band-gaps of the resulting molecule calculated from the absorption onset and cyclic voltammetry are respectively around 1.67 eV and 1.60 eV. Photovoltaic cell by using the blend of the obtained small molecule and [6,6]-phenyl-C 61 butyric acid methyl ester (PCBM) as an active layer was fabricated by spin-coating method. The solar cells show open-circuit voltage ( V oc ) of 1.0 V with maximum power conversion efficiency 0.61%. This high open-circuit voltage is among the highest in literatures for solution processed small molecule organic solar cells .
研究领域:
材料科学
·
能源科学
✓ 已验证
产品关联
DOI
高影响因子
TETRAHEDRON
·
2016
·
IF 2.645
Xiong-Wei Liu,Zhen Yao,Jun Yang,Zhi-Yong Chen,Xiong-Li Liu,Zhi Zhao,Yi Lu,Ying Zhou,Yu Cao
A facile and efficient methodology was developed for the synthesis of isoxazole-fused spiropyrrolidine oxindoles 3–5 via a 1,3-dipolar cycloaddition reaction of 3-methyl-4-nitro-5-alkenyl-isoxazoles with azomethine ylides (thermally generated in situ from isatin derivatives and proline or thioproline or sarcosine). Products bearing adjacent quaternary-tertiary centers were smoothly obtained in high yields (up to 90% yield) with good diastereoselectivity (up to 20:1). Furthermore, their biological activity has been preliminarily demonstrated by in vitro evaluation against human prostate cancer cells PC-3, human lung cancer cells A549 and human leukemia cells K562 by the MTT-based assays using the commercially available standard drug Cisplatin as a positive control. These results suggested that most of isoxazole-fused spiropyrrolidine oxindoles 3–5 showed considerable cytotoxicities to these three cell lines K562, A549 and PC-3, and that isoxazole-fused spiropyrrolidine oxindoles may be potential leads for further biological screening.
研究领域:
有机化学
·
药物化学
·
肿瘤学
✓ 已验证
产品关联
DOI
高影响因子
RSC Advances
·
2017
·Vol. 7
·期 20
·11840-11851
·
IF 3.108
Huihui Xie,Min Wang,Lingqian Kong,Yan Zhang,Xiuping Ju,Jinsheng Zhao
Isoindigo (iI)-containing donor (D)–acceptor (A)-type polymers have rarely been used as electrochromic materials although their applications in the field of organic photoelectric devices have achieved significant progress in only a few years. Three conjugated polymers, namely, P1–P3, were synthesized via the random copolymerization of three units, including thiophene and 3,3-bis-decyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine (ProDOT-decyl2) as the D units, and alkyl-substituted isoindigo as the A unit, and the reactions were conducted by the Stille polymerization method. The results showed that the feed ratio of the D units to the A unit had a substantial effect on the electrochemical properties, optical band gap, color presentation, and electrochromic parameters (changes in transmittance, response time, coloration efficiency and persistence of optical contrasts for a long period) of the conjugated polymers. Polymers were easily obtained with the feed ratios (thiophene : iI : ProDOT) of 2 : 1 : 1, 4 : 1 : 3, and 5 : 1 : 4 for P1, P2 and P3, respectively. P1 exhibits a cyan color in the neutral state and a transmissive grey color in the oxidized state. Both P2 and P3 display a change from black to transmissive on conversion from the neutral to the oxidized state. An increase in the ProDOT content was helpful for enabling the extension of the absorption peak of the polymers across the entire spectrum and also improving the switching property of the polymers. In general, the introduction of iI as the A unit for the construction of D–A-type polymers provides the field of electrochromic devices with verifiable performance and deserves further investigation to obtain more promising electrochromic materials.
研究领域:
材料科学
·
有机电子学
✓ 已验证
产品关联
DOI
高影响因子
Green Chemistry Letters and Reviews
·
2019
·
IF 2.754
Adil Omar,Keyume Ablajan
A simple, efficient, eco-friendly and catalyst-free procedure was developed for the construction of novel coumarin-spiro[indoline-3,4'-pyran] conjugates via three-component reactions of various synthetic beta-ketoesters with isatins and malononitrile in aqueous medium. In addition to operational simplicity and absence of tedious separation procedures, being catalyst–free is the prominent advantage of this method.
研究领域:
有机化学
·
药物化学
✓ 已验证
DOI
高影响因子
JOURNAL OF ORGANIC CHEMISTRY
·
2019
·
IF 4.745
Jing Zhu,Rui Li,Yan Su,Peiming Gu
Rh-catalyzed intramolecular condensation of the benzyl azides with α-aryldiazoesters was explored. The reaction proceeded through the nucleophilic attack of the organic azide onto a rhodium carbenoid, while releasing nitrogen gas, affording the α-imino esters as the primary product. Tautomerization of the imino esters efficiently gave 13 desired isoindoles with good to excellent yields.
研究领域:
有机化学
·
合成化学
✓ 已验证
DOI
PubMed
高影响因子
Materials Today Chemistry
·
2024
·
IF 6.7
Zhanyu Li,Yiman Gu,Yanchao Zhang,Zhe Wang,Di Liu,Tianming Dong,Xiaoyu Chi,Jingyi Wu,Yijia Lei
Anion exchange membrane (AEM) with excellent electrical conductivity and high stability has become the main goal of the development of high performance fuel cells . In this work, in order to improve the performance, we will select an effective design strategy with an ether-free (biphenyl-isatin-piperidine) polymer as the main chain. After amination of the chain, the high alkaline resistant piperidine cation serves as a functional group to enhance the alkaline resistance of AEM. At the same time, the hydrophilic flexible spacer chain is introduced to create the phase separation morphology of hydrophilic and hydrophobic water, and to further improve the ion transmission efficiency. It is noteworthy here that PBIP-90-TGM-5 AEM can reach the hydroxide conductivity of 134.21 mS cm −1 at 80 °C, and the prepared PBIP-90-TGM-5 AEM have obvious nanoscale microphase separation morphology, which ensures the membrane has good mechanical properties and dimensional stability. On this basis, PBIP-90-TGM-5 also showed good alkaline stability, and the retention rate was still 81.41 % after 1152 h of 5 M NaOH aqueous solution. At the same time, the peak power density of PBIP-90-TGM-5 at a temperature of 80 °C and an open circuit voltage of 0.94 V can reach 235.7 mW cm −2 . This study confirms that poly (biphenyl-isatin-piperidine) has great potential as an AEM for fuel cells.
研究领域:
材料科学
·
能源化学
·
高分子化学
✓ 已验证
产品关联
DOI
高影响因子
ELECTROCHIMICA ACTA
·
2017
·
IF 4.798
Hua Gu,Shouli Ming,Kaiwen Lin,Shuai Chen,Ximei Liu,Baoyang Lu,Jingkun Xu
Isoindigo has been found to be an excellent electron-accepting building block towards electroactive conjugated polymers with remarkable optoelectronic properties for organic electronics due to its ease of scalable synthesis with high yields. Isoindigo-based conjugated polymers have been successfully applied in organic photovoltaics and organic field effect transistors most recently, yet have attracted surprisingly scant attention in polymeric electrochromics despite their potential advantages. Herein, to evaluate the electrochromic performances of isoindigo-based materials, we synthesized two donor–acceptor–donor (D–A–D) type precursors of isoindigo moiety end-capped with 3,4-ethylenedioxythiophene (EDOT), ( E )-6,6′-bis(2,3-dihydrothieno[3,4- b ] [1,4]dioxin-5-yl)-1,1′-dihexyl-[3,3′-biindolinylidene]-2,2′-dione (IDOHE) and ( E )-6,6′-bis(2,3-dihydrothieno[3,4- b ] [1,4]dioxin-5-yl)-1,1′-didodecyl-[3,3′-biindolinylidene]-2,2′-dione (IDODE) by Stille coupling, and electropolymerized them to get the corresponding polymer films. These p and n -dopable low band-gap polymers (∼1.26 eV) revealed electrochromic nature from green color in the neutral state to blue upon oxidation . Further kinetic investigation demonstrated isoindigo-EDOT polymers exhibited outstanding electrochromic performances especially in the NIR region, including high coloration efficiency of 362 cm 2 C −1 at 1050 nm, fast switching time of 0.5 s, and high optical contrast of 59% at 1500 nm, and excellent redox stability (<8% after 4000 cycling). Based on these findings, isoindigo-EDOT polymers possessed competitive electrochromic parameters suffice for device fabrication and commercial applications and can be further explored towards indoor electrochromic products and flexible NIR displays. Overall, isoindigo and its derivatives can be regarded as a series of promising acceptors for synthesizing high-performance D-A type NIR electrochromic polymers.
研究领域:
材料科学
·
有机电子学
✓ 已验证
产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）