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Chinese Journal of Chemistry 2022年第13期40卷 1553-1558页

作者： Ting-Yan Han Kai Zhang gong-li tang Qiang Zhou State Key Laboratory of Bio-organic and Natural Products Chemistry Shanghai Institute of Organic ChemistryChinese Academy of Sciences345 Lingling RoadShanghai 200032China School of Chemistry and Materials Science Hangzhou Institute for Advanced StudyUniversity of Chinese Academy of Sciences1Sublane XiangshanHangzhouZhejiang 310024China

The anti-tuberculous rifamycins belong to naphthalenic ansamycin based on the structure of aromatic ***,we explored the post-polyketide synthase(PkS)modifications in the biosynthesis of 16-demethyl-rifamycins via gene knockout,complementation and in vitro enzyme *** collective evidences showed that i)the aromatization of 8-hydroxyl-7,8-dihydronaphtoquinone was accomplished by the combined action of two dehydrogenases,Rifs and Rif;i)the acetylation and methylation of the macrocycle was carried out on naphthoquinone intermediates in preference to naphthol,by Rif-Orf20 and Rif-Orf14,respectively ii)the presence of Rifs/T homologs in ansamycin biosynthetic gene clusters corresponds to the dehydrogenation aromatization mode of *** findings cast new insights into the naphthalene formation and post-PkS modification of ansamycins.

关键词： Ansamycin Natural products Biosynthesis Dehydrogenation Aromatization

Dihydrofolate reductase-like protein inactivates hemiaminal pharmacophore for self-resistance in safracin biosynthesis

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Acta Pharmaceutica Sinica B 2023年第3期13卷 1318-1325页

作者： Ning Shao Xueyang Ma Ying-Ying Zhang Donghui Yang Ming Ma gong-li tang State Key Laboratory of Bioorganic and Natural Products Chemistry Center for Excellence in Molecular SynthesisShanghai Institute of Organic ChemistryUniversity of Chinese Academy of SciencesChinese Academy of SciencesShanghai 200032China State Key Laboratory of Natural and Biomimetic Drugs School of Pharmaceutical SciencesPeking UniversityBeijing 100191China School of Chemistry and Materials Science Hangzhou Institute for Advanced Study University of Chinese Academy of SciencesHangzhou 310024China

Dihydrofolate reductase(DHFR),a housekeeping enzyme in primary metabolism,has been extensively studied as a model of acid-base catalysis and a clinic drug ***,we investigated the enzymology of a DHFR-like protein SacH in safracin(SAC)biosynthesis,which reductively inactivates hemiaminal pharmacophore-containing biosynthetic intermediates and antibiotics for ***,based on the crystal structure of SacH−NADPH−SAC-A ternary complexes and mutagenesis,we proposed a catalytic mechanism that is distinct from the previously characterized short-chain dehydrogenases/reductases-mediated inactivation of hemiaminal *** findings expand the functions of DHFR family proteins,reveal that the common reaction can be catalyzed by distinct family of enzymes,and imply the possibility for the discovery of novel antibiotics with hemiaminal pharmacophore.

关键词： Catalytic mechanism Crystal structure Dihydrofolate reductase(DHFR) Hemiaminal pharmacophoreSacH Safracin biosynthesis Self-resistance Tetrahydroisoquinoline(THIQ)alkaloids

Characterization of a Membrane-Bound O-Acetyltransferase Involved in Trioxacarcin Biosynthesis Offers Insights into Its Catalytic Mechanism

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Chinese Journal of Chemistry 2020年第12期38卷 1607-1611页

作者： Yue Yin Yi Shen Song Meng Mei Zhang Hai-Xue Pan gong-li tang State Key Laboratory of Bioorganic and Natural Products Chemistry Center for Excellence in Molecular SynthesisShanghai Institute of Organic ChemistryUniversity of Chinese Academy of SciencesChinese Academy of Sciences345 Lingling RoadShanghai 200032China School of Chemistry and Material Sciences Hangzhou Institute for Advanced StudyUniversity of Chinese Academy of Sciences1 Sub-lane XiangshonHangzhouZhejiang 310024China

of main observation and conclusion Trioxacarcin A(TXN-A)is a polycyclic aromatic natural product with remarkable biological ***11,a membrane-bound O-acetyltransferase involved in TXN-A biosynthesis that is difficult for protein manipulation,is biochemically characterized here for its acetylation function on C4-sugar.A proposed catalytic mechanism is supported by transmembrane helix analysis and site-directed mutagenesis,in which four conserved amino acid residues His35,Ser71,His1OO and His317 are essential for enzyme *** tested the substrate tolerance of TxnB11 to acyl donors in vitro and found that TxnB11 can also utilize propionyl-CoA and glycolyl-CoA,resulting in two new TXN analogs with anti-tumor *** work provides a first understanding of the catalytic mechanism of this unusual acyltransferase family and presents good candidates for creating structural diversity for natural products.

关键词： utilize Catalytic analogs

11-Aza-artemisinin Derivatives Exhibit Anticancer Activities by Targeting the Fatty Acid Binding Protein 6(FABP6)

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Chinese Journal of Chemistry 2018年第12期36卷 1197-1201页

作者： Xin-Ya Chen Yue Yin Jie Xi Yi Yuan Yan li Qing li Ren-Xiao Wang Zhu-Jun Yao gong-li tang State Key Laboratory of Bio-organic and Natural Products Chemistry Shanghai Institute of Organic ChemistryChinese Academy of Sciences345 Lingling RoadShanghai 200032China State Key Laboratory of Coordination Chemistry Jiangsu Key Laboratory of Advanced Organic MaterialsSchool of Chemistry and Chemical EngineeringNanjing University163 Xianlin AvenueNanjingJiangsu 210023China

Artemisinin (Qinghaosu), a sesquiterpene lactone isolated from the Chinese medicinal herb Artemisia annua, is famous as the first‐line antimalarial drug, and reported to also possess anticancer properties. Though many studies have proceeded focusing on artemisinin and bioactive derivatives in clinic or laboratory, their cellular targets and mechanism of actions have still remained obscure. Here, two new 11‐aza‐artemisinin derivatives AAD1 and AAD2, which displayed cytotoxity against multiple cancer cell lines, were synthesized and applied as the probes for target identification and anticancer mechanism research. Using T7 phage display screen method, fatty acid binding protein 6 (FABP6) was identified and verified as one of the potential targets. Further studies showed FABP6 is a direct binding protein of AAD1 and AAD2, and mediated the corresponding anticancer activities of these artemisinin derivatives.

关键词： artemisinin derivatives biological activity apoptosis phage display target FABP6 molecule‐protein interaction

Establishing Modular Cell-Free Expression System for the Biosynthesis of Bicyclomycin from a Chemically Synthesized Cyclodipeptide

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Chinese Journal of Chemistry 2024年第4期42卷 384-390页

作者： Yi-Pei liu Yu-Heng Zhao Wen-Qi Zhang lian Wu linjuan Huang gong-li tang Jun-Bin He Shaanxi Natural Carbohydrate Resource Engineering Research Center College of Food Science and TechnologyNorthwest UniversityXi'anShaanxi710069 China State Key Laboratory of Chemical Biology Shanghai Institute of Organic ChemistryUniversity of Chinese Academy of Sciences(CAS)CASShanghai200032 China School of Chemistry and Materials Science Hangzhou Institute for Advanced StudyUniversity of CAS1 Sub-lane XiangshanHangzhouZhejiang310024 China

Cell-free expression systems have emerged as a versatile and powerful platform for metabolic engineering,biosynthesis and synthetic biology ***,successful examples of the synthesis of complex natural products using this system are still ***,a structurally unique and complex diketopiperazine alkaloid,is a clinically promising antibiotic that selectively inhibits the transcription termination factor ***,we established a modular cell-free expression system with cascade catalysis for the biosynthesis of bicyclomycin from a chemically synthesized *** six cell-free expressed biosynthetic enzymes,including five iron-andα-ketoglutarate-dependent dioxygenases and one cytochrome P450 monooxygenase,were active in converting their substrates to the corresponding *** co-expressed enzymes in the cell-free module were able to complete the related partial *** vitro biosynthesis of bicyclomycin was also achieved by reconstituting the entire biosynthetic pathways(i.e.,six enzymes)using the modular cell-free expression *** study demonstrates that the modular cell-free expression system can be used as a robust and promising platformforthe biosynthesis of complex antibiotics.

关键词： Natural products Bicyclomycin Biosynthesis Iron-andα-ketoglutarate-dependent dioxygenases Cytochrome P450 monooxygenase Cell-freeprotein synthesis Enzyme catalysis

Deciphering the Origin and Formation of Aminopyrrole Moiety in Kosinostatin Biosynthesis

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Chinese Journal of Chemistry 2021年第12期39卷 3329-3333页

作者： Yu Hu Qiang Zhou Zhuan Zhang Hai-Xue Pan Yulia Ilina Mikko Metsa-Ketela Yasuhiro Igarashi gong-li tang State Key Laboratory of Bio-organic and Natural Products Chemistry Center for Excellence in Molecular SynthesisShanghai Institute of Organic ChemistryUniversity of Chinese Academy of Sciences(CAS)CASShanghai 200032China The Research Center of Chiral Drugs Innovation Research Institute of Traditional Chinese MedicineShanghai University of Traditional Chinese MedicineShanghai 201203China School of Chemistry and Materials Science Hangzhou Institute for Advanced StudyUniversity of Chinese Academy of Sciences1 Sub-lane XiangshanHangzhouZhejiang 310024China Department of Biochemistry University of TurkuVatselankatu 2FIN-20014Finland Biotechnology Research Center Toyama Prefectural University 5180 KurokawaImizuToyama 939-0398Japan

Kosinostatin(KST)contains an uncommon aminopyrrole moiety,whose biosynthesis has remained ***,aminopyrrolinic acid,which was generated by an L-ectoine synthase-like enzyme KstB3 via cyclization of L-glutamine,was identified to be the real substrate of adenylation enzyme ***,a FAD-dependent dehydrogenase KstB4 along with a transglutaminase-like enzyme KstB6 were also involved in formation of *** results provided an unusual pathway for 2-aminopyrrole formation in KST biosynthesis.

关键词： Biosynthesis Aminopyrrole Kosihbstatin Cyclization Hydrolysis

Rational Engineering of Secondary Metabolic Pathways in a Heterologous Host to Enable the Biosynthesis of Hibarimicin Derivatives with Enhanced Anti-Melanomic Activity

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Engineering 2024年第7期38卷 113-123页

作者： Xiangyang liu Fei-Peng Zhao Tian Tian Wei-Chen Wang Zaizhou liu Qiang Zhou Xian-Feng Hou Jing Wang Wenli Guo Shuangjun lin Yasuhiro Igarashi gong-li tang State Key Laboratory of Chemical Biology Shanghai Institute of Organic ChemistryUniversity of Chinese Academy of SciencesChinese Academy of SciencesShanghai 200032China School of Chemistry and Materials Science Hangzhou Institute for Advanced StudyUniversity of Chinese Academy of SciencesHangzhou 310024China State Key Laboratory of Microbial Metabolism&Joint International Research Laboratory on Metabolic and Developmental Sciences School of Life Sciences and BiotechnologyShanghai Jiao Tong UniversityShanghai 200240China Biotechnology Research Center Toyama Prefectural UniversityImizu 939-0398Japan

A 61-kb biosynthetic gene cluster(BGC),which is accountable for the biosynthesis of hibarimicin(HBM)B from Microbispora rosea *** TP-A0121,was heterologously expressed in Streptomyces coelicolor M1154,which generated a trace of the target products but accumulated a large amount of shunt *** on rational analysis of the relevant secondary metabolism,directed engineering of the biosynthetic pathways resulted in the high production of HBM B,as well as new HBM derivates with improved antitumor *** results not only establish a biosynthetic system to effectively synthesize HBMs-a class of the largest and most complex Type-Ⅱpolyketides,with a unique pseudo-dimeric structure-but also set the stage for further engineering and deep investigation of this complex biosynthetic pathway toward potent anticancer drugs.

关键词： Hibarimicin Biosynthesis Heterologous expression Biosynthetic gene cluster Rational engineering Type-II polyketide

Comparison of esomeprazole enteric-coated capsules vs esomeprazole magnesium in the treatment of active duodenal ulcer: A randomized, double-blind, controlled study

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World Journal of Gastroenterology 2008年第12期14卷 1941-1945页

作者： Xiao-Yan liang Qing Gao Neng-Ping gong li-Ping tang Pi-Long Wang Xiao-Hong Tao Department of Gastroenterology The First Affiliated Hospital of Chongqing Medical UniversityChongqing 400016 China

AIM： To evaluate the efficacy and tolerability of two different preparations of esomeprazole in healing duodenal ulcers. METHODS： A total of 60 patients with active duodenal ulcers were enrolled and randomized to receive esomeprazole enteric-coated capsules （40 mg） or esomeprazole magnesium （40 mg）, once daily, for 4 consecutive wk, with ulcer healing being monitored by endoscopy. Safety and tolerability were also assessed. RESULTS： Fifty seven patients completed the whole trial. The ulcer healing rates at the end of wk 2 were 86.7% and 85.2% in the esomeprazole enteric-coated capsules and esomeprazole magnesium groups, respectively （P = 0.8410）, and reached 100% at the end of wk 4 in beth groups. Symptom relief at the end of wk 2 was 90.8% in the esomeprazole enteric-coated capsules group and 86.7% in the esomeprazole magnesium group （P = 0.5406）; at the end of wk 4 symptom relief was 95.2% and 93.2%, respectively （P = 0.5786）. Adverse events occurred in 16.7% of the esomeprazole entericcoated capsules group and 14.8% of the esomeprazole magnesium group （P = 1.0000）. CONCLUSION： The efficacies of esomeprazole entericcoated capsules and esomeprazole magnesium in healing duodenal ulcer lesions and relieving gastrointestinal symptoms are equivalent. The tolerability and safety of beth drugs were comparable.

关键词： Esomeprazole Duodenal ulcer Proton pumpinhibitor

Cell polarization in ischemic stroke: molecular mechanisms and advances

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Neural Regeneration Research 2025年第3期20卷 632-645页

作者： Yuanwei li Xiaoxiao Xu Xuan Wu Jiarui li Shiling Chen Danyang Chen Gaigai li Zhouping tang Department of Neurology Tongji HospitalTongji Medical CollegeHuazhong University of Science and TechnologyWuhanHubei ProvinceChina

Ischemic stroke is a cerebrovascular disease associated with high mortality and disability rates. Since the inflammation and immune response play a central role in driving ischemic damage, it becomes essential to modulate excessive inflammatory reactions to promote cell survival and facilitate tissue repair around the injury site. Various cell types are involved in the inflammatory response, including microglia, astrocytes, and neutrophils, each exhibiting distinct phenotypic profiles upon stimulation. They display either proinflammatory or anti-inflammatory states, a phenomenon known as ‘cell polarization.’ There are two cell polarization therapy strategies. The first involves inducing cells into a neuroprotective phenotype in vitro, then reintroducing them autologously. The second approach utilizes small molecular substances to directly affect cells in vivo. In this review, we elucidate the polarization dynamics of the three reactive cell populations(microglia, astrocytes, and neutrophils) in the context of ischemic stroke, and provide a comprehensive summary of the molecular mechanisms involved in their phenotypic switching. By unraveling the complexity of cell polarization, we hope to offer insights for future research on neuroinflammation and novel therapeutic strategies for ischemic stroke.

关键词： astrocyte polarization immune regulation inflammation ischemic injury microglia polarization neutrophil polarization signaling pathways stroke

Improving performance of parts storage through line-cell conversion

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Improving performance of parts storage through line-cell con...