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CCS Chemistry 2024年第7期6卷 1698-1711页

作者： Zhongtang Li Xiaoyu Sun Yuchao Wang Ao Sun Linbo Fu Tongtong Geng Zihui Zhang Ximin Lv Qian Wang Jing Wang Baodi Gou Xiangbao Meng Zhongjun Li State key laboratory of natural and biomimetic drugs School of Pharmaceutical SciencesPeking UniversityBeijing 100191

Capsular polysaccharides(CPS)of Colwellia psychrerythraea 34H consist of linear tetrasaccharides repeating units in a glycosaminoglycan-like *** biological function is likely involved in the cold adaptation of microbial *** low availability of these glycosaminoglycan structures greatly limits the study of their functions and biological ***,an efficient semisynthetic strategy for CPS tetrasaccharide derivatives is achieved by using disaccharide units degraded from hyaluronic *** new synthetic process is suitable for largescale preparation,and several rare tetrasaccharide derivatives containing GalA-GalNAc were readily obtained in high *** evaluation of their anti-inflammatory effects demonstrated that these CPS tetrasaccharides effectively attenuated the lipopolysaccharide-induced sepsis and acute lung injury by decreasing macrophage infiltration and secretion of microphage-related cytokines in *** these results suggest that this new type of CPS tetrasaccharide can be developed as an anti-inflammation agent.

关键词： glycosaminoglycan oligosaccharide glycosylation anti-inflammatory agent acute lung injury

C—F Bond Insertion into Indoles with CHBr_(2)F:An Efficient Method to Synthesize Fluorinated Quinolines and Quinolones

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Chinese Journal of Chemistry 2024年第10期42卷 1128-1132页

作者： Chao Li Lei Chen Hongye Wang Zixi Yan Bin Lyu Weiping Lyu Changwei Jiang Dehua Lu Jiaxing Li Ning Jiao Song Song State key laboratory of natural and biomimetic drugs School of Pharmaceutical SciencesPeking UniversityXue Yuan Rd.38Beijing 100191China

A mild and practical method for synthesizing fluorinated quinoline derivatives,which have a wide range of applications in pharmaceuticals,materials,and organic synthesis,was described through C—F bond insertion into indoles using CHBr_(2)*** simple conditions,readily availability of CHBr_(2)F,as well as the versatility of the transformations make this strategy very powerful in synthesizing 3-fluoroquinoline and *** mechanistic studies reveal that bromofluorocarbene generated in-situ under basic condition was the key intermediate.

关键词： Skeleton edit Fluorocarbene Ring expansion Quinoline Quinolone

Organic Synthesis through Radical Innovation:Frustrated Radical Pairs

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Chinese Journal of Chemistry 2024年第10期42卷 1157-1160页

作者： Zhibin Hu Zengrui Cheng Ning Jiao State key laboratory of natural and biomimetic drugs School of Pharmaceutical SciencesPeking UniversityBeijing 100191China Shanghai key laboratory of Green Chemistry and Chemical Processes East China Normal UniversityShanghai 200062China

Frustrated Lewis Pairs(FLPs)represent a unique class of interactions in Lewis acid-base chemistry,driven by spatial hindrance or incongruent orbital energy levels that hinder the formation of effective coordination *** have received significant attention for their application in activating small molecules and facilitating organic synthesis *** developments have led to the emergence of Frustrated Radical Pairs(FRPs)as an extension of the radical *** are formed from FLPs through Single Electron Transfer(SET)and exhibit the ability to activate a variety of chemical *** research on FLPs is well-established,investigations into FRPs in organic reactions remain *** review highlights the current state of FRPs in organic synthesis,delves into mechanistic insights,explores their potential,and underscores the challenges in this emerging field.

关键词： Radicals Frustrated Lewis Pairs Frustrated Radical Pairs Methodology and reactions Reaction mechanisms

Genome editing of PAR2 through targeted delivery of CRISPR-Cas9 system for alleviating acute lung inflammation via ERK/NLRP3/IL-1β and NO/iNOS signalling

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Acta Pharmaceutica Sinica B 2024年第3期14卷 1441-1456页

作者： Xin Zhuo Yue Wu Xiujuan Fu Jianbin Li Yuxin Xiang Xiaoyu Liang Canquan Mao Yuhong Jiang Sichuan Engineering research Center for biomimetic Synthesis of natural drugs School of Life Science and EngineeringSouthwest Jiaotong UniversityChengdu 610031China

Excessive and uncontrollable inflammatory responses in alveoli can dramatically exacerbate pulmonary disease progressions through vigorous cytokine releases,immune cell infiltration and protease-driven tissue *** is an urgent need to explore potential drug strategies for mitigating lung ***-activated receptor 2(PAR2)as a vital molecular target principally participates in various inflammatory diseases via intracellular signal ***,it has been rarely reported about the role of PAR2 in lung *** study applied CRISPR-Cas9 system encoding Cas9 and sg RNA(p Cas9-PAR2)for PAR2 knockout and fabricated an anionic human serum albuminbased nanoparticles to deliver p Cas9-PAR2 with superior inflammation-targeting efficiency and stability(TAP/p Cas9-PAR2).TAP/p Cas9-PAR2 robustly facilitated p Cas9-PAR2 to enter and transfect inflammatory cells,eliciting precise gene editing of PAR2 in vitro and in ***,PAR2 deficiency by TAP/p Cas9-PAR2 effectively and safely promoted macrophage polarization,suppressed proinflammatory cytokine releases and alleviated acute lung inflammation,uncovering a novel value of *** also revealed that PAR2-mediated pulmonary inflammation prevented by TAP/p Cas9-PAR2was mainly dependent on ERK-mediated NLRP3/IL-1β and NO/i NOS ***,this work indicated PAR2 as a novel target for lung inflammation and provided a potential nanodrug strategy for PAR2 deficiency in treating inflammatory diseases.

关键词： Protease-activated receptor 2(PAR2) CRISPR-Cas9 Gene editing Inflammation Acute lung inflammation NLRP3 Nanoparticles Drug delivery

Late-stage modification of bioactive compounds:Improving druggability through efficient molecular editing

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Acta Pharmaceutica Sinica B 2024年第3期14卷 1030-1076页

作者： Tongyu Huo Xinyi Zhao Zengrui Cheng Jialiang Wei Minghui Zhu Xiaodong Dou Ning Jiao State key laboratory of natural and biomimetic drugs School of Pharmaceutical SciencesPeking UniversityBeijing 100191China Changping laboratory Beijing 102206China Shanghai key laboratory of Green Chemistry and Chemical Processes East China Normal UniversityShanghai 200062China

Synthetic chemistry plays an indispensable role in drug discovery,contributing to hit compounds identification,lead compounds optimization,candidate drugs preparation,and so *** Nobel Prize laureate James Black emphasized,“the most fruitful basis for the discovery of a new drug is to start with an old drug”***-stage modification or functionalization of drugs,natural products and bioactive compounds have garnered significant interest due to its ability to introduce diverse elements into bioactive compounds *** modifications alter the chemical space and physiochemical properties of these compounds,ultimately influencing their potency and *** enrich a toolbox of chemical modification methods for drug discovery,this review focuses on the incorporation of halogen,oxygen,and nitrogen—the ubiquitous elements in pharmacophore components of the marketed drugs—through late-stage modification in recent two decades,and discusses the state and challenges faced in these *** also emphasize that increasing cooperation between chemists and pharmacists may be conducive to the rapid discovery of new activities of the functionalized ***,we hope this review would serve as a valuable resource,facilitating the application of late-stage modification in the construction of novel molecules and inspiring innovative concepts for designing and building new drugs.

关键词： Late-stage modification Drug space Halogenation Oxygenation Nitrogenation Synthetic chemistry

Anti-psoriasis molecular targets and active components discovery of Optimized Yinxieling Formula via affinity-purified strategy

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Chinese Journal of natural Medicines 2024年第2期22卷 127-136页

作者： WANG Wei LIU Lijuan YANG Zhuo LU Chuanjian TU Pengfei ZHAO Ruizhi ZENG Kewu State key laboratory of natural and biomimetic drugs School of Pharmaceutical SciencesPeking UniversityBeijing 100191China State key laboratory of Dampness Syndrome of Chinese Medicine The Second Affiliated Hospital of Guangzhou University of Chinese MedicineGuangzhou 510006China

Psoriasis,a prevalent inherited skin condition,involves an inflammatory response as a key pathogenic *** Optimized Yinxieling Formula(OYF),rooted in traditional Chinese medicine,is extensively utilized in clinical settings to treat *** previous studies have demonstrated OYF’s significant anti-inflammatory effects in psoriasis,its potential molecular targets and active components remain *** study aimed to unveil the anti-psoriasis molecular targets and active components of *** findings indicated that OYF extract markedly reduced the production of several inflammatory mediators,including IL-23,nitric oxide,TNF-α,and IL-1β,in LPS-induced RAW264.7 *** synthesized OYF extract-crosslinked beads to isolate pharmacological targets from RAW264.7 lysates using an affinity purification strategy,known as Target *** enriched target proteins were subsequently identified via LC-MS/MS,followed by bioinformatics analysis to map the psoriasis-associated pathway-gene *** identified a total of 76 potential target proteins,which were highly associated with mRNA transcription *** particular,pathway-gene network analysis revealed that the IL-23 inflammatory pathway was involved in the anti-psoriasis effect of OYF *** further utilized a target protein-based affinity capture strategy,combined with LC-MS and SPR analysis,to globally screen OYF’s active components,focusing on the mRNA transcription regulator,fused in sarcoma(FUS).This process led to the identification of umbelliferone,vanillic acid,protocatechuic acid,gentisic acid,and echinacoside as key compounds targeting FUS to inhibit IL-23 ***,we formulated a compound cocktail(CpdC),which significantly reduced psoriasis area and severity index(PASI)scores and the expressions of IL-23 and Ki67 in an imiquimod(IMQ)-induced psoriasis mouse ***,our study elucidates the primary molecular targets and active components of OYF,offeri

关键词： Psoriasis Optimized Yinxieling Formula(OYF) FUS protein Molecular targets Affinity-purified strategy

Site-specific incorporation of reduction-controlled guest amino acids into proteins for cucurbituril recognition

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Chinese Chemical Letters 2024年第5期35卷 193-196页

作者： Zhen Dai Linzhi Tan Yeyu Su Kerui Zhao Yushun Tian Yu Liu Tao Liu College of Chemistry State Key Laboratory of Elemento-Organic ChemistryNankai UniversityTianjin 300071China State key laboratory of natural and biomimetic drugs Department of Molecular and Cellular PharmacologySchool of Pharmaceutical SciencesPeking UniversityBeijing 100191China

Protein recognition using host-guest recognition approach is of great interest but has been limited mainly to the protein N-terminal ***,we site-specific incorporated two novel non-canonical amino acids containing supramolecular guest motifs into protein via an expanded genetic *** Staudinger reduction reactions,the encoded unnatural residues on protein becoming activated and can be specifically recognized by cucurbit[7]uril(CB[7])and cucurbit[8]uril(CB[8]).We demonstrated that enzyme containing guest amino acid incorporated near the active site can be reversibly regulated by CB[7]recognition,and CB[8]recognition induces protein *** amino acids will make useful addition to the supramolecular toolbox for protein targeting using molecular recognition approaches.

关键词： Protein recognition Host-guest recognition Non-canonical amino acids Staudinger reduction Expanded genetic code

Neuroimmune interactions and their roles in neurodegenerative diseases

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Fundamental research 2024年第2期4卷 251-261页

作者： Bai-Rong Chen Ting Wu Ting-Hui Chen Yun Wang Neuroscience research Institute and Department of Neurobiology School of Basic Medical SciencesKey Laboratory for NeuroscienceMinistry of Education/National Health Commission and State Key Laboratory of Natural and Biomimetic DrugsPeking UniversityBeijing 100083China PKU-IDG/McGovern Institute for Brain research Peking UniversityBeijing 100871China

The nervous system possesses bidirectional,sophisticated and delicate communications with the immune *** neuroimmune interactions play a vitally important role in the initiation and development of many disorders,especially neurodegenerative *** scientific advancements have made tremendous progress in this field during the last few years,neuroimmune communications are still far from being *** organizing recent research,in this review,we discuss the local and intersystem neuroimmune interactions and their roles in Alzheimer’s disease,Parkinson’s disease and amyotrophic lateral *** these will help us gain a better understanding of the process of interplay inside the body and how the organism maintains *** will also facilitate a view of the diseases from a holistic,pluralistic and interconnected perspective,thus providing a basis of developing novel and effective methods to diagnose,intervene and treat diseases.

关键词： Nervous system Immune system Neuroimmune interactions Alzheimer’s disease Parkinson’s disease Amyotrophic lateral sclerosis

Structural transformation from Waugh-type to Keggin-type polyoxomolybdate-based crystalline material for photo/electrocatalysis

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Rare Metals 2024年第5期43卷 2241-2250页

作者： Pei-Sen Wang Zi-Tong Wang Ya-Ya Tan Peng Chen Xue-Cheng Zhang Lu-Nan Zhang Yong-Ge Wei Lu-Bin Ni School of Chemistry and Chemical Engineering Yangzhou UniversityYangzhou 225002China key Lab of Organic Optoelectronics and Molecular Engineering of Ministry of Education Department of ChemistryTsinghua UniversityBeijing 100084China State key laboratory of natural and biomimetic drugs Peking UniversityBeijing100191China

An inorganicDorganic hybrid crystalline material(SiMo_(12)O_(40))[Cu(2,2'-bipy)_(2)]_(2)·2H_(2)O(Complex 1,2,2'-bipy=2,2'-bipyridine)was synthesized for the first time by using 2,2'-bipy and transition metal copper to convert Waugh-type polyoxometalate[MnMo_(9)O_(3)_(2)]_(6-)into a Keggin polyoxometalate structure[SiMo_(12)O_(40)]^(4-)under hydrothermal conditions in glass *** crystal tests and a series of characterizations were carried out on Complex *** structure of Complex 1 is composed of[SiMo_(12)O_(40)]^(4-)and[Cu^(Ⅱ)(2,2'-bipy)_(2)]^(2+).The five-coordinated Cu is connected to two 2,2'-bipy through CuDN bonds,forming an approximately square ***,Complex 1 exhibited good photocatalytic performance for methylene blue degradation and electrocatalytic nitrite reduction properties simultaneously.

关键词： Polyoxometalates Inorganic-organic hybrid materials Photocatalytic Electrocatalytic

Accurate Quantification of Pure Thiacloprid with Mass Balance and Quantitative H-NMR

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Journal of Analysis and Testing 2024年第1期8卷 1-8页

作者： Mengling Tu Wei Zhang Yunxiao Zhu Wen Ma Xiao Li Shukun Zhou Hongmei Li Xianjiang Li key laboratory of Chemical Metrology and Applications on Nutrition and Health for State Market Regulation Division of Metrology in ChemistryNational Institute of MetrologyBeijing 100029China State key laboratory of Heavy Oil Processing College of Chemical Engineering and EnvironmentChina University of PetroleumBeijing 102249China State key laboratory of natural and biomimetic drugs School of Pharmaceutical SciencesPeking UniversityBeijing 100191China

Thiacloprid is the first-generation neonicotinoid insecticide,which is widely used in modern *** materials are essential for sound measurement and traceability of results in chemical *** thiacloprid was comprehensively assessed by two orthonormal methods:mass balance(MB) and quantitative nuclear magnetic resonance spectroscopy(qNMR).From MB,its mass fraction value was 998.4 mg/g with the subtraction of structurally related impurities(99.87%),inorganic impurities(0.006 mg/g),water(0.33 mg/g),and volatile organic solvent(0 mg/g).To guarantee sufficient separation of structurally related purity,peak purity of thiacloprid was evaluated by five points of UV *** the qNMR of hydrogen,its mass fraction value was 995.7 mg/g which was traced to the internal standard(methyl sulfone).Finally,the certified value was assigned to 997 mg/g,together with an expanded uncertainty of 3 mg/g(k=2).This high-purity thiacloprid can be applied to routine monitoring in agriculture and the food fields.

关键词： Mass balance Quantitative nuclear magnetic resonance spectroscopy Reference material Thiacloprid