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DNA G-Quadruplexes as Targets for natural Product Drug Discovery

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Engineering 2024年第7期38卷 39-51页

作者： Kai-Bo Wang Yingying Wang Jonathan Dickerhoff Danzhou Yang Borch Department of Medicinal Chemistry and Molecular Pharmacology College of PharmacyPurdue UniversityWest LafayetteIN 47907USA Purdue Center for Cancer Research Purdue UniversityWest LafayetteIN 47907USA Department of Chemistry Purdue UniversityWest LafayetteIN 47907USA Purdue Institute for Drug Discovery Purdue UniversityWest LafayetteIN 47907USA Jiangsu Key Laboratory of bioactive natural Product Research&State Key Laboratory of natural Medicines China Pharmaceutical UniversityNanjing 210009China

DNA guanine(G)-quadruplexes(G4s)are unique secondary structures formed by two or more stacked Gtetrads in G-rich DNA *** structures have been found to play a crucial role in highly transcribed genes,especially in cancer-related oncogenes,making them attractive targets for cancer ***,targeting oncogene promoter G4 structures has emerged as a promising strategy to address the challenge of undruggable and drug-resistant proteins,such as MYC,BCL2,KRAS,and *** products have long been an important source of drug discovery,particularly in the fields of cancer and infectious *** progress has recently been made in the discovery of naturally occurring DNA G4-targeting *** DNA G4s,such as MYC-G4,BCL2-G4,KRAS-G4,PDGFR-b-G4,VEGF-G4,and telomeric-G4,have been identified as potential targets of natural products,including berberine,telomestatin,quindoline,sanguinarine,isaindigotone,and many ***,we summarize and evaluate recent advancements in natural and nature-derived DNA G4 binders,focusing on understanding the structural recognition of DNA G4s by small molecules derived from *** also discuss the challenges and opportunities associated with developing drugs that target DNA G4s.

关键词： G-quadruplex natural products Alkaloids Cancer Promoter

High dimensional proteomic mapping of bone marrow immune characteristics in immune thrombocytopenia

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Science China(Life Sciences) 2024年第8期67卷 1635-1647页

作者： Feng-Qi Liu Qing-Yuan Qu Ying Lei Qi Chen Yu-Xiu Chen Meng-Lin Li Xue-Yan Sun Ye-Jun Wu Qiu-Sha Huang Hai-Xia Fu Yuan Kong Yue-Ying Li Qian-Fei Wang Xiao-Jun Huang Xiao-Hui Zhang Peking University People’s Hospital Peking University Institute of HematologyBeijing 100044China Beijing Key Laboratory of Hematopoietic Stem Cell Transplantation Beijing 100044China National Clinical Research Center for Hematologic Disease Beijing 100044China Collaborative Innovation centre of Hematology Peking UniversityBeijing 100044China CAS Key Laboratory of Genomic and Precision Medicine Beijing Institute of GenomicsChinese Academy of Sciences and China National Center for BioinformationBeijing 100101China University of Chinese Academy of Sciences Beijing 100049China Peking-Tsinghua Center for Life Sciences Academy for Advanced Interdisciplinary StudiesPeking UniversityBeijing 100074China State Key Laboratory of natural and Biomimetic drugs Peking UniversityBeijing 100191China

To investigate the role of co-stimulatory and co-inhibitory molecules on immune tolerance in immune thrombocytopenia(ITP),this study mapped the immune cell heterogeneity in the bone marrow of ITP at the single-cell level using Cytometry by Time of Flight(CyTOF).Thirtysix patients with ITP and nine healthy volunteers were enrolled in the *** soluble immunomodulatory molecules,more sCD25 and sGalectin-9 were detected in ITP *** the cell surface,co-stimulatory molecules like ICOS and HVEM were observed to be upregulated in mainly central memory and effector T *** contrast,co-inhibitory molecules such as CTLA-4 were significantly reduced in Th1 and Th17 cell *** a platelet count of 30×10^(9)L^(−1)as the cutoff value,ITP patients with high and low platelet counts showed different T cell immune ***-presenting cells such as monocytes and B cells may regulate the activation of T cells through CTLA-4/CD86 and HVEM/BTLA interactions,respectively,and participate in the pathogenesis of *** conclusion,the proteomic and soluble molecular profiles brought insight into the interaction and modulation of immune cells in the bone marrow of *** may offer novel targets to develop personalized immunotherapies.

关键词： immune thrombocytopenia autoimmune diseases co-stimulatory co-inhibitory immune checkpoint CTLA4 Cytometry by Time of Flight bone marrow

Isolation and microbial transformation of tea sapogenin from seed pomace of Camellia oleifera with anti-inflammatory effects

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Chinese Journal of natural Medicines 2024年第3期22卷 280-288页

作者： SHEN Pingping JIANG Xuewa ZHANG Jingling WANG Jiayi Raj Richa LI Guolong GE Haixia WANG Weiwei YU Boyang ZHANG Jian State Key Laboratory of natural Medicines China Pharmaceutical UniversityNanjing 210009China Co-construction Collaborative Innovation Center for Chinese Medicine Resources Industrialization by Shaanxi&Education Ministry Shaanxi Province Key Laboratory of New Drugs and Chinese Medicine Foundation ResearchShaanxi University of Chinese MedicineXianyang 712046China School of Life Sciences Huzhou UniversityHuzhou 313000China Nanjing Hospital of Chinese Medicine Affiliated to Nanjing University of Chinese Medicine Nanjing 210046China Jiangsu Key Laboratory of TCM Evaluation and Translational Research China Pharmaceutical UniversityNanjing 211198China

In the current study,tea saponin,identified as the primary bioactive constituent in seed pomace of Camellia oleifera Abel.,was meticulously extracted and hydrolyzed to yield five known sapogenins:16-O-tiglogycamelliagnin B(a),camelliagnin A(b),16-O-angeloybarringtogenol C(c),theasapogenol E(d),theasapogenol F(e).Subsequent biotransformation of compound a facilitated the isolation of six novel metabolites(a1−a6).The anti-inflammatory potential of these compounds was assessed using pathogenassociated molecular patterns(PAMPs)and damage-associated molecular patterns molecules(DAMPs)-mediated cellular inflammation ***,compounds b and a2 demonstrated significant inhibitory effects on both lipopolysaccharide(LPS)and high-mobility group box 1(HMGB1)-induced inflammation,surpassing the efficacy of the standard anti-inflammatory agent,***,compounds d,a3,and a6 selectivity targeted endogenous HMGB1-induced inflammation,showcasing a pronounced *** results underscore the therapeutic promise of *** seed pomace-derived compounds as potent agents for the management of inflammatory diseases triggered by infections and tissue damage.

关键词： Camellia oleifera Seed pomace Tea sapogenin Microbial transformation Damage-associated molecular patterns and Pathogen-associated molecular patterns Anti-inflammatory activity

Biodegradation of Crystalline Chitin: A Review of Recent Advancement, Challenges, and Future Study Directions

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Journal of Ocean University of China 2024年第5期23卷 1319-1328页

作者： SONG Jianlin SU Haipeng SUN Jianan MAO Xiangzhao Sanya Institute of Oceanography Ocean University of China State Key Laboratory of Marine Food Processing and Safety Control College of Food Science and Engineering Ocean University of China Qingdao Key Laboratory of Food Biotechnology Key Laboratory of Biological Processing of Aquatic Products China National Light Industry Laboratory for Marine drugs and Bioproducts of Laoshan Laboratory

Chitin is the second most abundant renewable polysaccharide on Earth. The degradation of chitin into soluble and bioactive N-acetyl chitooligosaccharides(NCOSs) and N-acetyl-D-glucosamine(GlcNAc) has emerged as a pivotal step in the efficient and sustainable utilization of chitin resources. However, because of its dense structure, high crystallinity, and poor solubility, chitin typically needs pretreatment via chemical, physical, and other methods before enzymatic conversion to enhance the accessibility between substrates and enzyme molecules. Consequently, there has been considerable interest in exploring the direct biological degradation of crystalline chitin as a cost-effective and environment-friendly technology. This review endeavors to present several biological methods for the direct degradation of chitin. We primarily focused on the importance of chitinase containing chitin-binding domain(CBD). Additionally, various modification strategies for increasing the degradation efficiency of crystalline chitin were introduced. Subsequently, the review systematically elucidated critical components of multi-enzyme catalytic systems, highlighting their potential for chitin degradation. Furthermore, the application of microorganisms in the degradation of crystalline chitin was also discussed. The insights in this review contribute to the explorations and investigations of enzymatic and microbial approaches for the direct degradation of crystalline chitin, thereby fostering advancements in biomass conversion.

关键词： biological degradation chitinase crystalline chitin engineering microorganisms

Manipulation of IME4 expression, a global regulation strategy for metabolic engineering in Saccharomyces cerevisiae

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药学学报:英文版 2023年第6期13卷 2795-2806页

作者： Jianxun Zhu Tianyue An Wenlong Zha Ke Gao Ting Li Jiachen Zi State Key Laboratory of bioactive Substance and Function of natural Medicines CAMS Key Laboratory of Enzyme and Biocatalysis of Natural Drugsand NHC Key Laboratory of Biosynthesis of Natural ProductsInstitute of Materia MedicaChinese Academy of Medical Sciences and Peking Union Medical CollegeBeijing 100050China College of Pharmacy Jinan UniversityGuangzhou 510632China

Metabolic engineering has been widely used for production of natural medicinal ***, engineering high-yield platforms is hindered in large part by limited knowledge of complex regulatory machinery of metabolic network. N~6-Methyladenosine(m^(6)A) modification of RNA plays critical roles in regulation of gene expression. Herein, we identify 1470 putatively m^(6)A peaks within 1151 genes from the haploid Saccharomyces cerevisiae strain. Among them, the transcript levels of 94 genes falling into the pathways which are frequently optimized for chemical production, are remarkably altered upon overexpression of IME4(the yeast m^(6)A methyltransferase). In particular, IME4 overexpression elevates the mRNA levels of the methylated genes in the glycolysis, acetyl-CoA synthesis and shikimate/aromatic amino acid synthesis modules. Furthermore, ACS1 and ADH2, two key genes responsible for acetyl-CoA synthesis, are induced by IME4 overexpression in a transcription factor-mediated ***, we show IME4 overexpression can significantly increase the titers of isoprenoids and aromatic compounds. Manipulation of m^(6)A therefore adds a new layer of metabolic regulatory machinery and may be broadly used in bioproduction of various medicinal molecules of terpenoid and phenol classes.

关键词： RNA m^(6)A modification Metabolic engineering Saccharomyces cerevisiae Isoprenoids Aromatic compounds

Design and synthesis of antiviral pseudo-natural products through effective one-step acylmethylation macrocyclization

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Chinese Journal of natural Medicines 2023年第10期21卷 721-722页

作者： LI Shang WANG Xiaobing Jiangsu Key Laboratory of bioactive natural Product Research Department of Natural Medicinal ChemistryChina Pharmaceutical UniversityNanjing 210009China

Influenza virus poses a significant threat to global public health,causing serious repercussions on human life and social *** the past decades,various antiviral drugs targeting either the virus itself or its host were ***,the emergence of drug-resistant influenza virus strains has posed a critical challenge to the effectiveness of these existing anti-influenza agents .Consequently,there is an urgent need to develop novel molecules with new chemical *** natural products serve as a crucial resource for validating targets and discovering lead ***,the number of naturlly crring macrocyclic natural products is limited due to inherent biosynthetic pathways,which restricts the development of macrocyclic *** contrast,artificially synthesized pseudonatural products show enhanced availability and greater structural diversity,while possessing similar biological functions[5]and have attracted significant interest from medicinal ***,it is valuable to develop effective synthetic methods to expedite the discovery of macrocyclic lead compounds.

关键词： natural products C-H activation Macrocyclization H1N1 inhibitors

Supramolecular systems for bioapplications:recent research progress in China

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Science China Chemistry 2024年第5期67卷 1397-1441页

作者： Yue-Yang Liu Xiao-Yong Yu Yu-Chen Pan Hang Yin Shuang Chao Yujie Li He Ma Minzan Zuo Kun-Xu Teng Jun-Li Hou Yong Chen Dong-Sheng Guo Ruibing Wang Yuxin Pei Zhichao Pei Jiang-Fei Xu Xiao-Yu Hu Chunju Li Qing-Zheng Yang Leyong Wang Yu Liu Zhan-Ting Li State Key Laboratory of Organometallic Chemistry Key Laboratory of Synthetic and Self-Assembly Chemistry for Organic Functional MoleculesShanghai Institute of Organic ChemistryChinese Academy of SciencesUniversity of Chinese Academy of SciencesShanghai 200032China Department of Chemistry Fudan UniversityShanghai 200438China College of Chemistry State Key Laboratory of Elemento-Organic ChemistryCollaborative Innovation Center of Chemical Science and EngineeringNankai UniversityTianjin 300071China State Key Laboratory of Quality Research in Chinese Medicine Institute of Chinese Medical SciencesUniversity of MacaoMacao 999078China College of Chemistry&Pharmacy Northwest A&F UniversityYangling 712100China Key Lab of Organic Optoelectronics&Molecular Engineering Department of ChemistryTsinghua UniversityBeijing 100084China College of Materials Science and Technology Nanjing University of Aeronautics and AstronauticsNanjing 211106China Key Laboratory of Radiopharmaceuticals Ministry of EducationCollege of ChemistryBeijing Normal UniversityBeijing 100875China Tianjin Key Laboratory of Structure and Performance for Functional molecules College of ChemistryTianjin Normal UniversityTianjin 300387China State Key Laboratory of Analytical Chemistry for Life Science Jiangsu Key Laboratory of Advanced Organic MaterialsSchool of Chemistry and Chemical EngineeringNanjing UniversityNanjing 210023China

Supramolecular systems feature dynamic,reversible and stimuli-responsive characteristics,which are not easily achieved by molecular *** last decade has witnessed tremendous advances in the investigations of supramolecular systems for various bioapplications,which include drug delivery,anticancer therapy,antibacterial therapy,photodynamic therapy,photothermal therapy,combination therapy,antidotes for residual drugs or toxins,and bioimaging and ***-guest chemistry has played a key role in the development of such bioactive supramolecular systems,and natural macrocycles(such as cyclodextrins),synthetic macrocycles(such as calixarenes,cucurbit[n]urils,and pillararenes),and porous framework polymers(such as supramolecular organic frameworks and flexible organic frameworks)have been most successfully used as hosts to build different kinds of host-guest systems for attaining designed *** self-assembly of rationally designed amphiphilic molecules,macromolecules and polymers represent another important approach for the construction of supramolecular architectures with advanced *** this review,we summarize the important contributions made by Chinese researchers in this field,with emphasis on those reported in the past five years.

关键词： host-guest chemistry drug delivery anticancer and antibacterial photodynamic therapy photothermal therapy antidote transmembrane channel bioimaging and biosensing

Talachalasins A-C,Undescribed Cytochalasans with a 16β-Methyl or 2-Oxabicyclo[3.3.1]nonan-3-one unit from the Deep-Sea-Derived Fungus Talaromyces muroii *** 40439

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Chinese Journal of Chemistry 2023年第8期41卷 915-923页

作者： Xuemin Ding Weixia Ye Bin Tan Qiaoyun Song Yuchan Chen Wei Liu Lili Sun Wei Tang Yulei Qiao Qingbo Zhang Haibo Zhang Ying Wang Weimin Zhang Changsheng Zhang Wenjun Zhang Key Laboratory of Tropical Marine Bio-resources and Ecology Guangdong Key Laboratory of Marine Materia MedicaRNAM Center for Marine Microbiology South China Sea Institute of OceanologyChinese Academy of Sciences164 West Xingang RoadGuangzhouGuangdong510301 China University of Chinese Academy of Sciences Beijing100049 China Sanya Institute of Oceanology SCSIOYazhou Scientific BaySanyaHainan572000 China Center for bioactive natural molecules and innovative drugs Research College of PharmacyJinan UniversityGuangzhouGuangdong510632 China State Key Laboratory of Applied Microbiology Southern China Guangdong Institute of MicrobiologyGuangzhouGuangdong510070 China

Comprehensive Summary Talachalasins A-C(1-3),three new cytochalasans(CYTs),were isolated from deep-sea-derived fungus Talaromyces muroii *** *** structures of 1-3,including absolute configurations,were determined based on HRESIMS,NMR spectroscopic data,ECD comparison,and single crystal X-ray diffraction *** A-C(1-3)represented the first examples of cytochalasans possessing a unique 16β-methyl group,distinct from>500 reported *** C(3)was an unprecedented 20,21-seco-cytochalasans characterized by a 2-oxabicyclo[3.3.1]nonan-3-one *** A(1)displayed moderate cytotoxic activity against four tumor cell lines(IC_(50)3.40-10.02μM).Talachalasin B(2)showed comparable anti-RSV and HSV-1 activities(IC5012.5μM or IC5020.0μM).

关键词： Cytochalasans 166-Methyl group 20,21-seco-Cytochalasans 2-Oxabicyclo-[3.3.1]nonan-3-one unit Cytotoxic activity

Asymmetric Synthesis of Anti-tuberculosis-specific Drug TBAJ-876 through Synergistic Li/Li Catalysis

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Chinese Journal of Chemistry 2023年第11期41卷 1319-1326页

作者： Jing Li Feng Gao Tanveer Ahmad Yicong Luo Zhenfeng Zhang Qianjia Yuan Wanbin Zhang Shanghai Key Laboratory for Molecular Engineering of Chiral drugs School of PharmacyShanghai Jiao Tong University800 Dongchuan RoadShanghai200240 China Frontiers Science centre for Transformative molecules School of Chemistry and Chemical EngineeringShanghai Jiao Tong UniversityShanghai200240 China

TBAJ-876, developed by TB Alliance, a novel anti-tuberculosis-specific drug, has entered Phase II clinical trials. Herein, the first asymmetric synthesis of TBAJ-876 has been realized using synergistic Li/Li catalysis with excellent yield of 95% and 88 : 12 er (99.6 : 0.4 er, 10 : 1 dr after simple recrystallization). Furthermore, DFT calculations and 7Li-NMR analysis illustrated the mechanism of the synergistic reaction: a chiral Li-complex activates the nucleophile to control the stereoselectivity, while the other achiral Li-complex activates the electrophile to catalyze the carbonyl addition reaction. Additionally, this protocol has been successfully carried out at 5 gram-scale, showing its industrial potential.

关键词： Asymmetric synthesis TBAJ-876 Synergistic Li Li catalysis DFT calculations Noncovalent interactions Coordination modes Lithium Enantioselectivity