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  • Jinlin Zhou, Kun Li, Lei Shi, Hong Zhang, Haoyuan Wang, Yimin Shan, Shanyong Chen, Xiao-Qi Yu
    Chinese Chemical Letters. 2023, 34(4): 107689-.

    Recently, hydrogen-bonding has attracted extensive attention in the design of chromophores. Here, a new class of hydrogen-bond locked purine chromophores (HOPs) were reported by introducing a hydroxyphenyl group into the C(6) position of purine. The intramolecular hydrogen bond plays a dominant role to light up these probes. As a bonus, HOPs show high photostability. Moreover, HOPs exhibit remarkable capability for the specific lipid droplets imaging in living cells with excellent biocompatibility and are also potential for diagnosing fatty liver diseases. These results bring important new insights into the photophysics of the purine-based chromophores and provide a new scaffold with high photostability for bioimaging.

  • Guiting Liu, Yuan Zhou, Zejun Xu, Ziting Bao, Li Zheng, Jun Wu
    Chinese Chemical Letters. 2023, 34(4): 107705-.

    Anti-infection and neovascularization at the wound site are two vital factors that accelerate diabetic wound healing. However, for a wound healing dressing, the two functions need to work at different sites (inner and outer), giving big challenges for dressing design. In this study, we fabricated a novel sodium alginate/chitosan (SA/CS) Janus hydrogel dressing by the assembly of SA hydrogel loaded with silver nanoparticles (AgNPs) and CS hydrogel impregnated with l-arginine loaded sodium alginate microspheres (ArgMSs) based on electrostatic interactions to combine the two functions. The outer SA-AgNP hydrogel could prevent infection while avoiding the deposition of AgNPs in the wound site, and the inner CS-ArgMS hydrogel on the wound surface could realize the sustained release of l-arginine and promote vascular regeneration. The composition, morphology and swelling/degradation of the SA-AgNP/CS-ArgMS hydrogel were characterized systematically. l-Arginine release behavior has been tested and SA-AgNP/CS-ArgMS hydrogel has been confirmed for excellent biocompatibility. Antibacterial and angiogenesis assays demonstrated the antibacterial and angiogenesis characteristics of the SA-AgNP/CS-ArgMS hydrogel. Finally, in vivo diabetic wound healing assay demonstrated that the SA-AgNP/CS-ArgMS hydrogel could significantly accelerate re-epithelialization, granulation tissue formation, collagen deposition and angiogenesis, thereby resulting in enhanced diabetic wound healing

  • Hailing Zhao, Nan Li, Caixia Ma, Zhengwei Wei, Qiya Zeng, Keyi Zhang, Na Zhao, Ben Zhong Tang
    Chinese Chemical Letters. 2023, 34(4): 107699-.

    Two red-emissive luminogens (TPTH and TPTB) with typical aggregation-induced emission characteristics were developed. By introducing the heavy atom of Br at the end of alkyl chain, TPTB exhibited higher reactive oxygen species generation efficiency through both types Ⅰ and Ⅱ pathways. Due to its excellent biocompatibility and proper lipophilicity, TPTB could be used for long-term cell membrane staining and this staining ability was independent of the change of plasma membrane potential. Furthermore, TPTB could ablate the cancer cells through cell membrane-targeted photodynamic therapy.

  • Yonghui Yang, Xiayu Shi, Zhuo Chen, Yufang Xu, Xuhong Qian, Weiping Zhu
    Chinese Chemical Letters. 2023, 34(4): 107696-.

    Naphthalimide derivatives have good planarity and large conjugated structure and therefore possess photophysical properties and biological activities. Previously, our group discovered seven-membered heterocyclic derivatives via modifying 4- and 5-positions of naphthalimide skeleton and found the derivatives had good water solubility and showed large stokes shift and strong fluorescence in water. In this article, we designed and synthesized more seven-membered ring-fused naphthalimide derivatives (Y1-Y16) by introducing different substitutions on the imide group. Among them, Y1, Y5, Y9 were found to show similar cytotoxic activities with Amonafide against A549 and HL60 cells, with IC50 values at 10−6 mol/L. What is more, the asymmetry derivatives (Y1 and Y5) showed high fluorescent quantum yields in the aqueous phase (Ф = 0.47). Considering the great fluorescence quantum yields in water and the potent anti-tumor activities of the representative seven-membered ring-fused naphthalimides, they have potentials to be used as agents for cancer theranostics.

  • Jing Ren, Miao Wu, Kaiwu Dong, Min Zhang, Ya Cheng, Guoyue Shi
    Chinese Chemical Letters. 2023, 34(4): 107694-.

    The first example of the microfluidic chips (MFCs) consisting of centimeter-level 3D channels with high-density and large-volume fabricated by femtosecond laser micromachining were utilized to develop a time-saving, economical and hazardless flow synthesis process, and its advantages have been proved by in situ formation of aryldiazonium salts and subsequent borylation with bis(pinacolato)diboron. There are several important advantages in our 3D MFC-based flow synthesis technology, including the following: (1) the reaction temperature was altered from ice bath to room temperature; (2) the residence time was reduced by 10 times; (3) the yield was greatly improved, that is, several arylboronates were successfully obtained with higher yield compared to traditional batch process. Therefore, it can be envisioned that a novel, simplified flow synthetic protocol will be developed toward green organic synthesis via MFCs.

  • Ping Wang, Yue Wang, Ping Li, Chen Chen, Siman Ma, Linxuan Zhao, Haibing He, Tian Yin, Yu Zhang, Xing Tang, Jingxin Gou
    Chinese Chemical Letters. 2023, 34(4): 107691-.

    Efficient oral delivery of drugs treating brain diseases has long been a challenging topic faced by the drug delivery community. Fortunately, polyester nanoparticles offer certain solutions to this problem. This review article firstly describes the main obstacles faced by oral administered brain targeting, including: (1) instability in the gastrointestinal tract; (2) poor penetration of the intestinal mucosa and epithelium; (3) blood clearance; and (4) restriction by the BBB. Then the key factors influencing brain-targeting efficiency of orally administered polyester nanoparticles are also discussed, such as size, shape and surface properties. Finally, recent brain-targeting delivery strategies using oral polyester nanoparticles as carriers and their effects on brain drugs transport are reviewed, and the delivery 'as a whole' strategy of polyester nanoparticles will provide new insight for oral brain-targeting delivery. And by combination of multiple strategies, both the stability and permeability of polyester nanoparticles can be greatly improved for oral brain drug delivery.

  • Umer Shahzad Malik, Qixiang Duan, Muhammad Bilal K. Niazi, Zaib Jahan, Usman Liaqat, Farooq Sher, Yanchang Gan, Honghao Hou
    Chinese Chemical Letters. 2023, 34(4): 108071-.

    Biopolymer based hydrogels are highly adaptable, compatible and have shown great potential in biological tissues in biomedical applications. However, the development of bio-based hydrogels with high strength and effective antibacterial activity remains challenging. Herein, a series of vanillin-cross-linked chitosan nanocomposite hydrogel interfacially reinforced by g-C3N4 nanosheet carrying starch-caped Ag NPs were prepared for wound healing applications. The study aimed to enhance the strength, sustainability and control release ability of the fabricated membranes. Starch-caped silver nanoparticles were incorporated to enhance the anti-bacterial activities The fabricated membranes were assessed using various characterization techniques such as FT-IR, XRD, SEM, mechanical testing, Gel fraction and porosity alongside traditional biomedical tests i.e., swelling percentage, moisture retention ability, water vapor transmission rate, oxygen permeability, anti-bacterial activity and drug-release of the fabricated membranes. The mechanical strength reached as high as 25.9 ± 0.24 MPa for the best optimized sample. The moisture retention lied between 87%–89%, gel fraction 80%–85%, and water vapor transmission up to 104 ± 1.9 g m–2 h–1 showing great properties of the fabricated membrane. Swelling percentage surged to 225% for blood while porosity fluctuated between 44% ± 2.1% and 52.5% ± 2.3%. Oxygen permeability reached up to 8.02 mg/L showing the breathable nature of fabricated membranes. The nanocomposite membrane shown excellent antibacterial activity for both gram-positive and gram-negative bacteria with a maximum zone of inhibition 30 ± 0.25 mm and 36.23 ± 0.23 mm respectively. Furthermore, nanoparticles maintained sustainable release following non-fickian diffusion. The fabricated membrane demonstrated the application of inorganic filler to enhance the strength of biopolymer hydrogel with superior properties. These results envisage the potential of synthesized membrane to be used as wound dressing, artificial skin and load-bearing scaffolds.

  • Jiaxin Guo, Jun Tang, Hui Xi, Sheng-Yin Zhao, Weiping Liu
    Chinese Chemical Letters. 2023, 34(4): 107731-.

    The manganese-catalyzed dehydrogenative coupling between methanol and amines for the synthesis of ureas and polyureas is described. Importantly, catalytic efficiency can be improved by the newly synthesized MACHO ligands. Furthermore, this highly atom-economical protocol demonstrates a broad substrate scope with good functional group tolerance, producing H2 as the sole byproduct. Mechanistic studies disclose that formamide is formed through manganese-catalyzed formylation of amine with methanol. Subsequent dehydrogenation affords a transient isocyanate, which is attacked by another equivalent of amine to provide the final product.

  • Yuanyuan Feng, Suqin Zha, Hanqi Zhang, Biao Gao, Guijuan Zheng, Pengfei Jin, Yingyi Chen, Guangmin Yao
    Chinese Chemical Letters. 2023, 34(4): 107742-.

    A novel diterpenoid with an unprecedented 5/6/5/7 tetracyclic system, rhodauricanol A (1), five new grayanane-derived diterpenoids, dauricanols A−E (26), and five known ones (711) were isolated from the flowers of Rhododendron dauricum. Rhodauricanol A (1) possesses a unique 5/6/5/7 tetracyclic ring system featuring a 16-oxa-tetracyclo[11.2.1.01,5.07,13]hexadecane core. Dauricanols A−C (24) are the first 1,3-dioxolane conjugates of grayanane diterpenoids and 5-hydroxymethylfurfural and vanillin, respectively, and dauricanols D (5) and E (6) represent the first examples of 6-deoxy-1,5-seco-grayanane diterpenoids. Their structures were determined by spectroscopic methods, quantum chemical calculation including 13C NMR-DP4+ analysis and ECD calculation, and single-crystal X-ray diffraction analysis. Plausible biosynthetic pathways for 14 were proposed. All the isolates showed significant analgesic activities, and dauricanols B (3) and C (4) showed more potent analgesic activities than the positive control, morphine.

  • Su-Xian Yuan, Ke Su, You-Xiang Feng, Min Zhang, Tong-Bu Lu
    Chinese Chemical Letters. 2023, 34(4): 107682-.

    The elaborate regulation of heterostructure interface to accelerate the interfacial charge separation is one of practicable approaches to improve the photocatalytic CO2 reduction performance of halide perovskite (HP) materials. Herein, we report an in-situ growth strategy for the construction of 2D CsPbBr3 based heterostructure with perovskite oxide (SrTiO3) nanosheet as substrate (CsPbBr3/SrTiO3). Lattice matching and matchable energy band structures between CsPbBr3 and SrTiO3 endow CsPbBr3/SrTiO3 heterostructure with an efficient interfacial charge separation. Moreover, the interfacial charge transfer rate can be further accelerated by etching SrTiO3 with NH4F to form flat surface capped with Ti−O bonds. The resultant 2D/2D T-SrTiO3/CsPbBr3 heterostructure exhibits an impressive photocatalytic activity for CO2 conversion with a CO yield of 120.2 ± 4.9 µmol g−1 h−1 at the light intensity of 100 mW/cm2 and water as electron source, which is about 10 and 7 times higher than those of the pristine SrTiO3 and CsPbBr3 nanosheets, surpassing the reported halide perovskite-based photocatalysts under the same conditions.

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