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  • Wei Xiao, Jie Wu
    Chinese Chemical Letters. 2020, 31(12): 3083-3094.

    Nitriles are widely existed in many bioactive compounds, and they can be easily transformed into other functional groups. Therefore, the synthesis of nitriles under cyanide-free conditions is of significant importance. Recent advances for the synthesis of nitriles through photoinduced C-C bond cleavage of cycloketone oximes classified by the type of C-X bond forming are summarized. Various compounds possessing nitriles can be efficiently accessed via this method.

  • Run-Hao Li, Junkai Ma, Yue Sun, Haibing Li
    Chinese Chemical Letters. 2020, 31(12): 3095-3101.

    The two-dimensional surfaces have been fueled by the infinite possibility they offered for basic research, and for novel technologies in nanoelectronics. To realize many of these promises, the effective strategies were to design and control their surface chemistry, which plays a vital role in determining the chemical and physical properties. Macrocyclic host-guest chemistry with the reversible noncovalent interactions between macrocyclic hosts and suitable guests can be readily used for constructing multifunctional surfaces. Macrocyclic pillararenes, possessed the unique structure, have attracted the attentions of researchers in recent years. This feature article covers the recent development of pillararene-based two-dimensional interfaces, including the fabrication and function of the hybrid composite. The combination of pillararenes and materials platform exhibited the novel property because of the characteristic of cavity of macrocyclic host and confined spaces of surfaces. We anticipate that this review will be helpful to the researchers working in the fields of supramolecular chemistry and materials science.

  • Haitong Shi, Xiaoye Zhao, Jushan Gao, Zhongwen Liu, Zhaotie Liu, Ke Wang, Jinqiang Jiang
    Chinese Chemical Letters. 2020, 31(12): 3102-3106.

    Drug-loaded micelles for oral administration are desired for its convenience, low cost and flexibility, but current designs rely on introducing pH responsiveness, leaving problems like drug leakage and low accuracy of targeted delivery un-solved. Herein, we reported an acid-resistant ROS-responsive hyperbranched polythioether which can self-assemble into micellar structure and pass through the gastrointestinal tract without leaking drugs. At the inflammatory lesions, the thioester bonds are oxidized to sulphone groups to significantly increase the hydrophilicity in response to accumulated ROS species and efficiently release the encapsulated drugs. Animal experiments, including the evaluation of bodyweight, colon length, MPO activity, spleen index, histology and quantitative reverse transcription PCR, evidenced that the drug-loaded micelles have improved therapeutic efficiency compared to bare drug administration for the treatment of DSS-induced colitis in mice. This study provides an example of oral administrated micellar system can be extended for the treatment of other intestinal tract diseases.

  • Ziming Chen, Kuo Zhang, Jiaqi Fan, Yu Fan, Chao Yang, Wen Tian, Yuan Li, Wenliang Li, Jingping Zhang, Hao Wang, Lei Wang
    Chinese Chemical Letters. 2020, 31(12): 3107-3112.

    Angiogenesis occurs during the process of tumor growth, invasion and metastasis, and is essential for the survival of solid tumors. As an integrin significantly overexpressed in human tumor vascular endothelial cells, αvβ3 is a suitable targeting site for anti-angiogenesis of tumor. We designed and prepared a selfassembling peptide (SAP) with the ability to targeting αvβ3 and self-assembly. SAP formed nanoparticles in solution and transformed into nanofibrous network once specifically binding to integrin αvβ3 on the surface of human umbilical vein endothelial cells (HUVECs). The SAP network stably anchored on HUVECs over 24 h, which consequently resulted in high-efficient inhibition of vascularization. In vitro anti-angiogenesis experiment displayed that the inhibition rate of tube-formation reached 94.9%. In vivo anti-angiogenesis array based on chick chorioallantoic membrane (CAM) model exhibited that the SAP had an inhibition rate up to 63.1%. These results indicated the outstanding anti-angiogenic ability of SAP, potentially for tumor therapy.

  • Yaqin Liu, Yan Zheng, Shaoyuan Li, Jinhan Li, Xiaoyu Du, Yanyun Ma, Guofu Liao, Qing Wang, Xiaohai Yang, Kemin Wang
    Chinese Chemical Letters. 2020, 31(12): 3113-3116.

    The effect of gold nanoparticle-decorated molybdenum sulfide (AuNP-MoS2) nanocomposites on amyloid-β-40 (Aβ40) aggregation was investigated. The interesting discovery was that the effect of AuNP-MoS2 nanocomposites on Aβ40 aggregation was contradictory. Low concentration of AuNP-MoS2 nanocomposites could enhance the nucleus formation of Aβ40 peptides and accelerate Aβ40 fibrils aggregation. However, although high concentration of AuNP-MoS2 nanocomposites could enhance the nucleus formation of Aβ40 peptides, it eventually inhibited Aβ40 aggregation process. It might be attributed to the interaction between AuNP-MoS2 nanocomposites and Aβ40 peptides. For low concentration of AuNP-MoS2 nanocomposites, it was acted as nuclei, resulting in the acceleration of the nucleation process. However, the structural flexibility of Aβ40 peptides was limited as the concentration of AuNP-MoS2 nanocomposites was increased, resulting in the inhibition of Aβ40 aggregation. These findings suggested that AuNP-MoS2 nanocomposites might have a great potential to design new multifunctional material for future treatment of amyloid-related diseases.

  • Meijia Liu, Xiangling Ren, Xin Liu, Longfei Tan, Hui Li, Jing Wei, Changhui Fu, Qiong Wu, Jun Ren, Hongbo Li, Xianwei Meng
    Chinese Chemical Letters. 2020, 31(12): 3117-3120.

    In this work, polymethacrylic acid (PMAA)-templated silver nanoclusters (Ag NCs) were developed as the fluorescent probe for the efficient and sensitive detection of adenosine triphosphate (ATP) in a wide range of pH values. The fluorescence intensity of the Ag NCs could keep stable with pH values ranging from 2.5 to 9.3. The detection of ATP was based on the quenching of the fluorescent Ag NCs in the presence of ATP. The fluorescence quenching of the Ag NCs with increasing ATP concentration was studied at pH 2.5, 4.5, 7.0 and 8.5 which involved a wide pH environment in body fluids. The limit of detection (LOD) for ATP was as low as 0.1 mmol/L in an acidic environment with pH of 2.5 and all the linear correlation coefficients were satisfactory under wide-span pH values from 2.5 to 8.5. In addition, the sensitive determination of ATP was also achieved by adding copper ions (Cu2+). The high selectivity and rapid detection process proved that the fluorescent probe had great potential to detect ATP in biological samples under different pH conditions.

  • Yu Qin, Qing Guo, Shengjie Wu, Chenlu Huang, Zhiming Zhang, Li Zhang, Linhua Zhang, Dunwan Zhu
    Chinese Chemical Letters. 2020, 31(12): 3121-3126.

    Combination therapy such as photothermal therapy (PTT) enhanced chemotherapy is regarded as a promising strategy for cancer treatment. Herein, we developed redox-responsive polymeric vesicles based on the amphiphilic triblock copolymer PCL-ss-PEG-ss-PCL. To avoid the limited therapeutic effect of chemotherapeutic drugs caused by systemic exposures and drug resistance, the redox-sensitive polymeric vesicles were cargoed with two chemotherapeutics: doxorubicin (DOX) and paclitaxel (PTX). Besides, indocyanine green (ICG) was encapsulated, and cell-penetrating peptides and LHRH targeting molecule were modified on the surface of polymeric vesicles. The results indicated that the polymeric vesicles can load different kinds of drugs with high drug loading content, trigger drug release in responsive to the reductive environment, realize high cellular uptake via dual peptides and laser irradiation, and achieve higher cytotoxicity via chemo-photothermal combination therapy. Hence, the redox-responsive LHRH/TAT dual peptides-conjugated PTX/DOX/ICG co-loaded polymeric micelles exhibited great potential in tumor-targeting and chemo-photothermal therapy.

  • Rui Cao, Wen Sun, Zheng Zhang, Xiaojing Li, Jianjun Du, Jiangli Fan, Xiaojun Peng
    Chinese Chemical Letters. 2020, 31(12): 3127-3130.

    Chemodynamic therapy (CDT) refers to generating hydroxyl radical (·OH) in tumor sites via hydrogen peroxide (H2O2) catalyzed by transition metal ions in cancer cells under acidic environment. However, H2O2 content is not enough for effective CDT, although H2O2 content in cancer cells is higher than that of normal cells. Herein, we synthesized DOX@BSA-Cu NPs (nanoparticles) for effective CDT by providing enhanced content of H2O2 in cancer cells. The results proved Cu2+ in NPs could be reduced to Cu+ by glutathione (GSH) and effectively converted H2O2 to ·OH. Moreover, the loaded low-dose doxorubicin (DOX) in the NPs could improve the content of H2O2 and resulted in more efficient generation of ·OH in cancer cells. Thus DOX@BSA-Cu NPs exhibited higher cytotoxicity to cancer cells. This research may provide new ideas for the further studies on more effective Cu(II)-based CDT nanoagents.

  • Li Zeng, Zhipeng Su, Xingyi Li, Shuai Shi
    Chinese Chemical Letters. 2020, 31(12): 3131-3134.

    To explore the effects of microenvironmental adjustments on fluorescence, a pH-sensitive nano-composite system based on fluorescence resonance energy transfer (FRET) was constructed. The model system included a modified triblock copolymer (polyhistidine-b-polyethylene glycol-b-polycaprolactone) and gold nanoparticles. A near-infrared dye was used as the donor, and spectrally matched gold nanorods, attached after C-terminus modification with α-lipoic acid, were used as the receptor to realize control of the FRET effect over the fluorescence intensity for two polymer configurational changes (i.e., "folded" and "stretched" states) in response to pH. After synthesis and characterization, we investigated the self-assembly behavior of the system. Analysis by quartz crystal microbalance revealed the pH sensitivity of the polymer, which exhibited "folding" and "stretching" states with changes in pH, providing a structural basis for the FRET effect. Fluorescence spectrophotometry investigations also revealed the regulatory impact of the assembled system on fluorescence.

  • Tianlu Zhang, Zhiguo Lu, Luyao Zhang, Yan Li, Jun Yang, Jie Shen, Jianze Wang, Yunwei Niu, Zuobing Xiao, Lei Chen, Xin Zhang
    Chinese Chemical Letters. 2020, 31(12): 3135-3138.

    Fragrances are widely used in many aspects of our lives. They cannot only make people happy, but also treat many diseases. However, excessively fast evaporation rate is one of the main obstacles to the use of spices. In this study, mesoporous silica nanorods (MSNRs) and hollow mesoporous silica nanorods (HMSNRs) were prepared to encapsulate eugenol. These two nano-fragrances were named eugenol@MSNRs and eugenol@HMSNRs, respectively. The morphologies, size, interior structures and pore performances of MSNRs and HMSNRs. Besides, the performances of encapsulation and fragrance release of eugenol@MSNRs and eugenol@HMSNRs were compared and analyzed. The results showed that eugenol@HMSNRs encapsulated more fragrance and were faster to encapsulate compared with eugenol@MSNRs. Both the release rates of eugenol from eugenol@MSNRs and eugenol@HMSNRs were slow. But the eugenol was released from eugenol@MSNRs more slowly.

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