AUSTRALIAN JOURNAL OF CHEMISTRY
·
2014
·Vol. 68
·期 6
·919-925
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IF 1.644
Jianping Wei,Fangmei Li,Junhui Xu,Xinhua Peng
New polynitrostilbenes were directly synthesised by the Knoevenagel condensation of aromatic aldehydes with nitrotoluenes. The differential scanning calorimetry results demonstrated that the introduction of an amino group and C=C double bonds could improve the thermal stability.
研究领域:
有机化学
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材料科学
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DOI
高影响因子
Natural Product Communications
·
2025
·
IF 1.4
Jie Xu,Yanfang Yang,Qianqian Li,Ziyi Dong,Yaoyang Guo,Zhansheng Jiang
ObjectivesThe current work aimed to isolate and identify new interesting small-molecule natural products from the leaves of a well-known medicinal plant Morus alba.MethodsThe ethanol extract of M. alba leaves was partitioned between EtOAc and water, and the EtOAc soluble part was fractionated by macroporous resin column chromatograph (CC) eluted with gradient EtOH. The 80% EtOH eluate was subject to silica gel, reversed phase C18, MCI gel and Sephadex LH-20 CC and finally purified by HPLC to afford four minor compounds 1–4, and the racemic 1 and 2 were further separated by chiral columns. Structural elucidation of these isolates was achieved via spectroscopic means especially HR-ESIMS and NMR, with the absolute configurations of new compounds assigned by ECD analyses. The cytotoxic screening was performed by MTT assay.ResultsA pair of new quinone enantiomers (1a/1b), a pair of new stilbenoid enantiomers (2a/2b), a known prenyl stilbenoid (3) and a known dihydrochalcone (4) were isolated and structurally characterized from the leaves of M. alba. They did not show significant cytotoxicity against MDA-MB231, A549, Hela and 4T1 tumor cell lines.ConclusionsThe M. alba leaves represent a rich source of new natural products, and the currently obtained constituents did not exert obvious growth inhibitory activity against the tested tumor cell lines. The bioactivities of the new isolates deserve further exploration in the future.
研究领域:
天然药物化学
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植物化学
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分子生物学
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药用植物学
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药物代谢
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DOI
高影响因子
Natural Products and Bioprospecting
·
2019
·Vol. 9
·期 4
·279-286
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IF 0
Zhang Chen-Chen,Geng Chang-An,Chen Ji-Jun
Abstract Oligostilbenes have attracted much interest due to their intricate structures and diverse bioactivities. In this study, two stilbene dimers, (−)-7,8- cis - ε -viniferin ( 1 ) and carasiphenol A ( 2 ), and two trimers, suffruticosol A ( 3 ) and suffruticosol C ( 4 ), were investigated by electrospray ionization ion-trap time-of-flight multistage mass spectrometry (ESI-IT-TOF-MS n ). Based on the MS n study, the fragmentation pathways and diagnostic ions of four oligostilbenes in both positive and negative modes were proposed. The consecutive elimination of phenol (C 6 H 6 O) and resorcinol (C 6 H 6 O 2 ) moieties were the particular dissociation for oligostilbenes due to the presence of 1,2-diphenylethylene nucleus. The present MS n fragmentation study will provide valuable information for the fast characterization of oligostilbenes from complicated natural mixtures. Graphical Abstract
研究领域:
植物化学
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分析化学
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产品关联
DOI
PubMed
CHEMICAL ENGINEERING JOURNAL
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2024
·
IF 13.3
Kun Qian,Yan Shao,Zairan Yang,Shimei Jiang
Photoresponsive polymer materials, in particular, light-driven liquid crystal polymer networks (LCNs) have attracted much attention due to their rapid and significant capacity for photodeformation. However, a single shape change could not meet the growing needs of the information encryption field. Therefore, we aimed to find a photoluminescent and photochromic LCN to enrich the application of photodeformable materials. Here, a light-driven LCN consisting of two distinct kinds of photosensitive moieties, cyanostilbene (CS) and spiropyran (SP), named CS∙SP∙LCN, has been designed and synthesized. The resultant LCN film displayed multiple photo/thermal responsive properties. On the one hand, the trans – cis photoisomerization of CS gave the film capacity for photodeformation. On the other hand, the reversible conversion between ring-closed SP and ring-opened merocyanine (MC) under alternating stimulation of UV irradiation and heating gave the film capacity for tunable photoluminescence and photochromism. The CS∙SP∙LCN film can bend and change color/luminescence under UV irradiation, leading to multi-element writing simultaneously. Then, the written information could be hidden by heating and stretching. Notably, the film resumed bending after the second heating due to the good stability of the cis isomer of CS, realizing the first decryption. Finally, the color/luminescence of the film resumed after the second UV irradiation, completing the second decryption of the information. The CS∙SP∙LCN films synthesized in this study could realize multi-element encryption and step-by-step decryption through the cooperation of CS and SP, achieving more advanced information storage and encryption possibilities.
研究领域:
材料科学
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光学
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DOI
高影响因子
DYES AND PIGMENTS
·
2020
·
IF 4.613
Guangliang Hou,Shenxi Min,Yuhan Zhao,Bin Dong,Lina Zhang,Dahua Li,Weichun Wu,Huifang Zhu,Bo Song
In this study, we synthesized an amphiphilic α-cyanostilbene derivative ( E -form)-1-(12-(2-(2-(benzo[d]thiazol-2-yl)-2-cyanovinyl)-5-(diethylamino)phenoxy)dodecyl)pyridin-1-ium bromide (denoted by BCPB). As being dissolved in aqueous solution, BCPB shows strong emission of excimers at around 660 nm due to the formation of aggregates. Addition of different amount of CB[7] into the solution leads to the emission shift from 660 nm, firstly to 540 nm and then to 588 nm. The emission shift is attributed to the two-step assembly driven by the concentration of CB[7], and the molar ratios of CB[7]/BCPB (denoted by R m ) play a critical role for the shift. As R m ≤ 4, CB[7] mainly interacts with the cationic pyridinium group of BCPB to form BCPB@CB[7] complex. As R m > 4, another CB[7] binds to the diethylamino group at one end of α-cyanostilbene to form BCPB@CB[7] 2 complex. The two-step assembly well explains the emission shift of BCPB.
研究领域:
超分子化学
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材料科学
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光化学
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产品关联
DOI
高影响因子
NEW JOURNAL OF CHEMISTRY
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2023
·Vol. 47
·期 42
·19760-19766
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IF 3.3
Bowen Zha,Ling Zheng,Sining Zheng,Liangbin Lin,Hongyu Guo,Fafu Yang
Rutin hydrate has some pharmacological properties and is widely available in human food and household samples. Although many methods based on large-scale instruments have been established for the detection of rutin hydrate, a simple, rapid and in situ measurement strategy was rarely reported up to now. In this work, a fluorescent sensor based on the cyanostilbene macrocycle (BCM) was developed for detecting rutin hydrate with high selectivity and sensitivity. BCM is a bis-cyanostilbene macrocycle with a bridging thiourea chain prepared by “1 + 1” condensation in 75% yield. BCM possessed a good fluorescence emission at 475 nm with an absolute fluorescence quantum yield of 0.26 in DMSO–H2O (5 : 95). It exhibited good selective detection for rutin hydrate among a series of normal ions and biomolecules with a “turn-off” fluorescence response. The binding constant of BCM for rutin hydrate was 2.4 × 104 M−1 and the detection limit attained 1.16 × 10−7 M. The 1 : 1 sensing mechanism was clarified using Job's plot, and 1H NMR and MS binding spectra. The sensing ability of BCM for rutin hydrate was successfully applied in detecting rutin hydrate in a test paper, three fruits and experiments of standard addition recovery with the recoveries of 90–95%, implying the simple, rapid and in situ detecting potential of BCM for rutin hydrate in real samples and the environment.
研究领域:
分析化学
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药理学
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食品科学
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DOI
高影响因子
Journal of Materials Chemistry C
·
2022
·Vol. 10
·期 14
·5598-5607
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IF 8.067
Tianwen Fan,Xiaohong Chen,Denghui Liu,ShiJian Su,Hongyu Guo,Fafu Yang
The chiral transfer from peripheral chiral groups to the fluorescence achiral core has been confirmed as an effective strategy for preparing CPL liquid crystalline materials. In this work, we introduced a novel strategy for constructing columnar liquid crystals with CPL emission based on a chiral column core with peripheral emitting moieties. Three (1R, 2R)-1,2-cyclohexanediamine-bridged bis-cyanostilbene derivatives with pentyl, octyl or dodecyl chains (CC-5, CC-8 and CC-12) were synthesized in high yields. They possessed excellent aggregation-induced emission in various aggregated states. They displayed good gel properties and CC-8 exhibited an orderly self-assembled fibrous structure due to the cooperation of hydrogen bonds, van der Waals forces and π–π interaction forces. They showed a hexagonal columnar mesophase with chiral units as the core of the column surrounded by the moieties of cyanostilbene with alkyl chains. The CD and CPL investigation suggested that they had good CD and CPL properties for achiral cyanostibene units, suggesting the effective chiral transfer from the chiral column core to the peripheral emitting moieties. The highest CD and CPL properties were observed for CC-8 with octyl chains in the mesophase. This kind of chiral transfer from the core to the periphery was reported for the first time and supplied a new strategy for preparing CPL materials based on achiral dyes.
研究领域:
材料科学
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光学
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DOI
高影响因子
JOURNAL OF MOLECULAR STRUCTURE
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2024
·
IF 4
Wenlong Qu,Xiaoling Niu,Haoyu Ma,Yongliang Liu,Zhen Feng,Shengbo Zhu
Due to the aggregation induced emission (AIE) materials exhibiting obvious fluorescent emission changes under the external stimuli of heat, solvent, force and so on, significant efforts have been directed toward developing AIE-active materials with high contrast stimuli-responsive fluorescence behaviors. Herein, three electron-donor(D)-electron-acceptor(A) and D-A-D type organic fluorescence emitters of Cz-DC-tBu, Cz-DC-CN and Cz-DC-OMe were facilely synthesized using carbazole group as D unit and cyano group as A unit. They showed typical AIE features and exhibited remarkable color changes under mechanical force and in different polarity solvents, respectively. The stimuli-responsive mechanism of the compounds were investigated by powder X-ray Diffraction (PXRD) and density functional theory calculations (DFT), which revealed that the mechanofluorochromic behaviors were associated with the molecular packing modes, and the solvatochromic effects were caused by the intramolecular charge-transfer transition (ICT) effect. Significantly, it was found that Cz-DC-tBu showed high contrast stimuli-responsive behaviors through adjusting the substituent groups on the cyanostilbene unit with CN, OMe, and tBu groups, respectively. This study provided a new strategy for the design of AIE-active stimuli-responsive fluorescence emitters, and made them possible using in stress sensors, chemical detection, memory storage, anti-counterfeiting applications.
研究领域:
材料科学
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有机化学
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DOI
高影响因子
MOLECULES
·
2024
·Vol. 29
·期 23
·5811
·
IF 4.2
Bian Li,Junde Zhang,Juan Wang,Xiaofang Chen
Cyanostilbene (CS)-related conjugated groups can be considered as dual functional groups of AIEgen and mesogen to construct photoluminescent liquid crystals, and it is essential to study the relationship between their molecular structures and compound properties systematically. In this paper, we designed and synthesized linear and bent-shaped CS derivatives containing ester- and amide-connecting groups and different substituted numbers of alkoxy tails. Their phase behaviors and photophysical properties were investigated in depth. The bent-shaped compounds with the mono-substituted alkoxy tail exhibit a smectic C structure, and those containing two or three alkoxy tails possess a hexagonal columnar phase structure. The compounds exhibit aggregation-induced emission (AIE) properties in tetrahydrofuran (THF)/water mixtures. When the water fraction increases to a certain threshold, a dramatic increase in emission intensity and a red-shift in the fluorescence emission peak are detected. The emission peaks of the ester-type compounds in solid states are around 480 nm, and those of the amide-type compounds are extended to 590 nm, exhibiting versatile luminescent colors. Moreover, thermochromic and photochromic fluorescence-responsive properties are witnessed in these CS derivatives. This work provides a new strategy for the design and synthesis of fluorescent liquid crystalline materials with multiple response properties.
研究领域:
材料化学
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光化学
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分子设计
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产品关联
DOI
PubMed
高影响因子
Soft Matter
·
2021
·Vol. 17
·期 40
·9040-9046
·
IF 3.679
Tianwen Fan,Bangyi Zhou,Hongyu Guo,Fafu Yang
In previous studies, the increasing alkyl length of liquid crystalline molecules enhanced the chiral transfer and resulted in better CPL performance. But no work concerned the influence of alkyl lengths on CPL properties for non-liquid crystalline systems. In this research, three R-binaphthol-based cyanostilbene derivatives with various alkyl chains (BC-5, BC-8 and BC-12) were prepared in yields of 60–69%. They did not exhibit liquid crystalline behavior but were seen as soft materials at room temperature. They displayed excellent AIE fluorescence in aggregated states. Chiroptical investigations suggested good CD and CPL properties for their cyanostilbene units, indicating the successful chiral transfer from the binaphthol moieties to cyanostilbene units. Moreover, the values of gabs for CD signals and glum for CPL signals displayed the changing order of BC-5 > BC-8 > BC-12. These results suggested that the shorter alkyl chains for non-liquid crystalline systems led to stronger CPL emission, which was opposite to the results of the liquid crystalline molecules. This work provided a new strategy for the design and synthesis of chiroptical materials with good CPL properties based on non-liquid crystalline molecules.
研究领域:
有机化学
·
材料科学
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DOI
高影响因子
Journal of Materials Chemistry C
·
2018
·Vol. 6
·期 26
·7119-7127
·
IF 5.976
Yongjie Yuan,Jindi Li,Lifang He,Yiwu Liu,Hailiang Zhang
In this article, novel side chain liquid crystalline polymers (SCLCPs) based on cyanostilbene were synthesized to obtain luminescent liquid crystalline materials. The fluorescent luminescence behavior and liquid crystallinity of SCLCPs were evaluated and characterized by differential scanning calorimetry (DSC), polarized optical microscopy (POM), X-ray diffraction (XRD), ultraviolet spectroscopy (UV) and photoluminescence (PL) measurements. Testing results showed that all polymers exhibited good thermo-stability and stable double-layer smectic A phase below the clearing point temperature. The liquid crystalline properties of polymers were affected by the spacer length. The clearing point temperature (Ti) of SCLCPs decreased with increasing spacer length. All polymers were weakly emissive in good solvent but emitted stronger fluorescence in the aggregation state, showing aggregation-induced emission enhancement (AIEE) behavior. The fluorescent luminescence behavior of polymers was closely linked with chemical structure and the fluorescence quantum yield of polymers in solid phase, which increased with increasing spacer length.
研究领域:
材料科学
·
化学
✓ 已验证
产品关联
DOI
高影响因子
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
·
2024
·
IF 7.7
Fan Lin,Jianhui Chen,Xiaowei Wang,Hongping Ma,Shuang Liang,Hongyan Hu,Haili Fan,Zhijun Wu,Tuanyao Chai,Hong Wang
A comparative transcriptomic and metabolomic analysis of Polygonum cuspidatum leaves treated with MeJA was carried out to investigate the regulatory mechanisms of its active compounds. A total of 692 metabolites and 77,198 unigenes were obtained, including 200 differentially accumulated metabolites and 6819 differentially expressed genes. We screened potential regulatory transcription factors involved in resveratrol and flavonoids biosynthesis, and successfully identified an MYB transcription factor, PcMYB62, which could significantly decrease the resveratrol content in P. cuspidatum leaves when over-expressed. PcMYB62 could directly bind to the MBS motifs in the promoter region of stilbene synthase ( PcSTS ) gene and repress its expression. Besides, PcMYB62 could also repress PcSTS expression and resveratrol biosynthesis in transgenic Arabidopsis thaliana . Our results provide abundant candidate genes for further investigation, and the new finding of the inhibitory role of PcMYB62 on the resveratrol biosynthesis could also potentially be used in metabolic engineering of resveratrol in P. cuspidatum .
研究领域:
植物生物学
·
分子生物学
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转录调控
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代谢工程
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DOI
高影响因子
危险品化学品经营许可证（带存储）