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Design and synthesis of novel 6-chloro-purine-based derivatives as potential selective anti-lung cancer agents

Design and synthesis of novel 6-chloro-purine-based derivati...

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第11届世界华人药物化学研讨会（iscmc 2018）

作者： Yanan Li YuANDi Zhao Peng Yang Linlin Lou Yiying Wang Chen Liu Qingyuan Wei Hongmin Liu New Drug Research & Development Center and School of Pharmaceutical Sciences Zhengzhou University

Purines are a class of intracellular components,which involves in metabolic,nucleic acid synthesis and multiplicity of biochemical reactions with a broad spectrum of pharmacological properties including antibacterial,antitumor and antiviral ***,structurally featuring scaffold of purine analogues,were recently reported by our group to exhibit antiproliferative activities against certain solid tumor cell lines,we have found that the position8 of purine ring has been reported to be an important site to modify toward lung cancer ***,we synthesized a series of 6-chloro-8-phenyl-purine derivatives using a new methodology of 5-endo cyclization,and evaluated their antiproliferative activities on four human cancer cell lines（MGC-803,A-549,TE-1 and THP-1）.Some of the synthesized compounds exhibited moderate *** structure-activity relationships（SARs） studies were conducted through the variation in three regions of purine *** of the compounds showed the most potent antiproliferative activity and good selectivity between cancer and normal *** synthesis of the target compounds extending the categories of purine *** further structure modification and mechanism are undergoing in our *** hope that the work presented here could do some help to the research in this particular field.

关键词： purine endo cyclization Antiproliferative activity

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Total synthesis and biological evaluation of tetarimycin A,(±)-naphthacemycin A9,(±)-fasamycin A,(±)-ABX and related analogues against MRSA

Total synthesis and biological evaluation of tetarimycin A,(...

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第11届世界华人药物化学研讨会（iscmc 2018）

作者： Jingkai Huang Tsailing Yang Lauderdal Yiyu Ke Chuncheng Lin Kakshan Shia Department of Chemistry Tsing Hua University Institute of Biotechnology and Pharmaceutical Research

A rapid increase in multidrug-resistant bacteria and slow development of new antibiotics have posed a great threat to global public ***,infection caused by methicillin-resistant Staphylococcus aureus（MRSA） has become one of the most serious problems in hospitals due to its high mortality ***,developing new antibiotics against these multidrug-resistant bacteria is urgently *** illustrated in Figure 1,a class of natural products possess a gem-dimethyl tetracyclic carbon skeleton has been reported to show potent anti-MRSA *** them,fasamycins A and B were found to inhibit the FabF enzyme associated with the biosynthesis of type Ⅱ fatty acid（FASH）.The other congeners（e.g.,6） not only showed activities against various MRSA,but also circumvent β-lactam resistance in combination with *** biological features make this series of natural products become a potential hit and/or lead for further structural modifications to seek novel *** have completed a concise total synthesis of tetarimycin A,（±）-naphthacemycin A9,（±）-fasamycin A and（±）-ABX in a highly convergent manner using an efficient anion annulation in the late *** reductive olefin coupling,intramolecular Friedel-Crafts acylation and Suzuki-Miyaura coupling as key operations,these synthetic approaches become economic and general for potential antibiotics possessing a linear tetracyclic carbon skeleton as demonstrated above.

关键词： MRSA antibiotic total synthesis

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Design,synthesis and biological evaluation of novel hydrogen sulfide releasing capsaicin derivatives

Design,synthesis and biological evaluation of novel hydrogen...

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第11届世界华人药物化学研讨会（iscmc 2018）

作者： Jinyu Li Cunbin Nie Mingxiang Gao Xinru Cheng Erying Sun Lin Yan School of Pharmacy Henan University

Capsaicin（CAP）,the prototypical TRPV1 agonist,is the major active component in chili peppers with health-promoting benefits. However,its use is limited by the low bioavailability and irritating quality. Hydrogen sulfide（H S） as a signaling and/or effector molecule plays a pivotal role in diverse physiological and pathophysiological processes including inflammation,cancer,pain perception,cardio protection,atherosclerosis,etc. In this study,for improving the activity of CAP and alleviating its irritating effects,a series of H S-releasing CAPs were designed and synthesized by combining capsaicin and dihydro capsaicin with various hydrogen sulfide *** resulting compounds were evaluated their TRPV1 agonist activity,analgesic activity,anticancer activities,H S-releasing ability,and gastric mucosa *** evaluation indicated that the most active compound B,containing 5-（4-hydroxyphenyI）-3 H-1,2-dithiole-3-thione moiety as H S donor,had better analgesic activity and displayed more potent cytotoxic effects on the test cell lines than the lead compound ***,the preferred compound,B reduced rat gastric mucosa irritation caused by ***,the improved properties of this derivative are associated with its H S-releasing capability.

关键词： capsaicin hydrogen sulfide TRPV1 agonist analgesic anticancer gastric mucosa irritation

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Semi-markov conditional random fields for chemical entity recognition

Semi-markov conditional random fields for chemical entity re...

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第11届世界华人药物化学研讨会（iscmc 2018）

作者： Bo Yang Xiaolin Zong Jianxing Hu Yixuan Yu Zhenming Liu Liangren Zhang State Key Laboratory of Natural and Biomimetic Drugs School of Pharmaceutical SciencesPeking University

In the process of drug discovery,researchers are frequently needed to acquire knowledge about chemical compounds and drugs from biomedical *** access to these information relies on the recognition of chemical *** recent approaches have achieved state-of-the-art results for chemical entity recognition（CER）,most of them rely on elaborately hand-designing features and the performance of the existing natural language processing（NLP） toolkits is severely degraded in this *** this paper,we introduce semi-Markov conditional random fields（semi-CRFs） for *** on conventional CRFs,semi-CRFs have been tailored for assigning labels to segments of an input sequence and measuring their properties instead of individual *** addition,our model benefits from lexical-level features by using combination of CNN and bidirectional LSTM to capture meaningful semantic clues.A unified neural network architecture with integrated semi-CRFs is trained *** perform experiments using the CHEMDNER corpus which is designed to promote the development of competitive chemical text mining systems and contains a total of 84,355 chemical entities labeled manually by specially trained *** results show that our model improves the performance significantly without additional computational cost.

关键词： Chemical entity recognition Text mining semi-Markov CRF Chemdner

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Small molecules disrupting CREB/CRTC2 interaction for the treatment of type 2 diabetes

Small molecules disrupting CREB/CRTC2 interaction for the tr...

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第11届世界华人药物化学研讨会（iscmc 2018）

作者： Jiang Wang Yaqiong Chen Yibing Wang Lihong Hu Yi Liu Hong Liu State Key Laboratory of Drug Research Shanghai Institute of Materia Medica Key Laboratory of Metabolism and Molecular Medicine Fudan University Jiangsu Key Laboratory for Functional Substance of Chinese Medicine School of PharmacyNanjing University of Chinese Medicine

Excessive activation of CREB/CRTC2 transcriptional complex associated with insulin resistance in type 2 diabetes.[1,2]Chemical compounds disrupting the interaction between CREB and CRTC2 would be novel drugs to treat diabetes,which has never been achieved *** C,a small molecule identified from Brazilian green propolis by a mammalian two-hybrid system,is capable of blocking CREB-CRTC2 *** co-immunoprecipitation,surface plasmon resonance（SPR） and isothermal titration calorimetry（ITC） assays,it was found that nature product artepillin C directly binds to CREB to block its interaction with CRTC2,which results in the suppression of CREB/CRTC2 mediated gluconeogenic program in primary *** on the natural product artepillin C,a novel compound A57 was discoveryed,which exhibited higher inhibitory activity than the artepillin C(IC of 0.74 μM vs.24.5 μM),excluding the possibility of cellular toxin and phosphorylation of CREB as well as de-phosphorylation of CRTC2.

关键词： CREB/CRTC2 artepillin C type 2 diabetes

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Stereocontrolled synthesis and immunological evaluation of higher-carbon sugars

Stereocontrolled synthesis and immunological evaluation of h...

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第11届世界华人药物化学研讨会（iscmc 2018）

作者： You Yang Shanghai Key Laboratory of New Drug Design School of PharmacyEast China University of Science and Technology

Higher-carbon sugars are a large family of cell surface carbohydrates that mediate a series of biological ***,they serve as attractive targets for the development of vaccine candidates and therapeutic agents against various *** synthesis of pure and well-defined higher-carbon sugars and congeners is highly required for understanding the structure and function of this unique type of *** at this question,a range of L-glycero-D-manno-heptose and Kdo-containing oligosaccharides of the lipopolysaccharides of pathogenic bacteria including ***,***,***,and Proteus were synthesized as conjugation-ready antigens for immunological assessment as vaccine candidates against bacterial ***,first total synthesis of the unique trisaccharide antigen of *** RM1221 capsular polysaccharide was accomplished for further evaluation as vaccine candidate against gastroenteritis and diarrhea,and a cascade aldol/hemiketalization reaction was described for the construction of *** addition,this talk will also cover green synthesis of chloro(organophosphine) gold(I)complexes employing 4,4'-dihydroxydiphenyl sulfide(DHDPS) as reductant for the preparation of antiarthritic drug auranofin,and gold(I)-catalyzed glycosylation of Kdo ortho-hexynylbenzoate with alcohols for the stereoselective synthesis of beta-Kdo ***,a highly efficient approach for the synthesis of 3-C-branched mono-and di-Kdo eneyne analogues for potential application as CMP-Kdo synthetase inhibitors will be discussed.

关键词： High-carbon sugar De novo synthesis Glycosylation Vaccine candidate Enzyme inhibitor

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Synthesis of metal complexes with 1-trifluoroethoxy-2,9,10-trimethoxy-7-oxoaporphine and study of its antitumor activity

Synthesis of metal complexes with 1-trifluoroethoxy-2,9,10-t...

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第11届世界华人药物化学研讨会（iscmc 2018）

作者： Lanshan Liao Zuyu Mo Jianhua Wei Han Cheng Zhenfeng Chen State Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources School of Chemistry & Pharmaceutical SciencesGuangxi Normal University

Oxoaporphine alkaloids have remarkable antitumor activity,three new Cu（Ⅱ）,Ni（Ⅱ） and Zn（Ⅱ）complexes 1-3 with l-trifluoroethoxy-2,9,10-trimethoxy-7-oxoaporphine have been synthesized and characterzed by IR,ESI-MS, H NMR as well as single-crystal X-ray diffraction *** 1-3 have similar mononuclear *** vitro these complexes exhibited higher anticancer activity than the ligand and cisplatin against T-24 and MGC80-3 cells,with IC value1.94-6.4 μ*** action mechanism of complexes 1-3 were *** complexes arrested the cell of T-24 in G2 phase significantly and leaded to cell apoptosis *** investigation revealed that the irreversible cell cycle arrest process ultimately induces mitochondria-involved apoptotic cell death via the activation of Bcl-2 protein.

关键词： Oxoaporphine Metal complexes Antitumor activity Apoptosis Apoptosis mechanism

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Computational understating of glycybenzofuran as PTP1B inhibitors through molecular dynamics simulations

Computational understating of glycybenzofuran as PTP1B inhib...

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第11届世界华人药物化学研讨会（iscmc 2018）

作者： Xiangyu Zhang Fangfei Li Wei Li Jian Wang Maosheng Cheng Key Laboratory of Structure-Based Drug Design & Discovery Ministry of EducationShenyang Pharmaceutical University Faculty of Pharmaceutical Sciences Toho University

Glycybenzofuran,a natural product isolated from the roots of Glycyrrhiza uralensis,showed protein tyrosine phosphatase-1 B(PTP1 B) inhibitory activity in vitro with the IC50 value of 25.5 μM[1].Since PTP1 B is an essential enzyme as a negative regulator of insulin signal transduction and has long been recognized as a target for the treatment of type 2 diabetes and obesity,glycybenzofuran may be a good starting point for chemical modification for discovery of PTP1 B ***,we reported a molecular modeling study through molecular docking,molecular dynamics simulations,to investigate the binding pattern of glycybenzofuran within PTP1 B *** residues Lys120,Tyr46,Arg221,Cys215 and Asp48 play key roles in the interaction with *** lowest energy conformer extracted from MD simulation confirms the reliability of docking *** results provide novel insights into inhibitory mechanism of glycybenzofuran towards PTP1 B and molecular basis for development of diabetic's treatment.

关键词： PTP1B inhibitor Glycybenzofuran Molecular dynamics simulations

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One-pot synthesis of co-crystals rhein drugs base on iron salt catalytic acetone

One-pot synthesis of co-crystals rhein drugs base on iron sa...

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第11届世界华人药物化学研讨会（iscmc 2018）

作者： Xiaofang Xu Mengxin Yu Qiyuan Yang Qizhen Yang Hong Liang Yancheng Liu State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources School of Chemistry and PharmacyGuangxi Normal University

Pharmaceutical co-crystals refer to active pharmaceutical ingredient（API） and co-crystal coformer（CCF） are combined to be crystals by hydrogen bonding or other non-covalent *** forming co-crystals,it is possible to change the properties of the drugs such as solubility,dissolution rate,solid state stability,and moisture permeability,thereby improving the physical and chemical properties of the drugs,along with the ***（l,8-dihydroxy-3-carboxy-anthraquinone）,which is considered to be a multi-target versatile drug,shows good pharmacological activities,such as liver protection,anti-oxidation,anti-cancer,hypoglycemic and *** this work,a kind of new co-crystals rhein drug was designed and synthesized via one-pot synthesis,based on the iron salt catalyzing acetone to synthesize 2,2,6,6-tetrarnethyltetrahydro-4 H-pyran-4-one.

关键词： Pharmaceutical co-crystals Rhein Drugs One-pot Synthesis

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Design,synthesis and biological evaluation of 1-benzyl-5-oxopyrrolidine-2-carboximidamide derivatives as novel neuroprotective agents

Design,synthesis and biological evaluation of 1-benzyl-5-oxo...

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第11届世界华人药物化学研讨会（iscmc 2018）

作者： Chao Ma Linkui Zhang Ying Zhao Donglin Yang Maosheng Cheng Key Laboratory of Structure-Based Drug Design & Discovery of Ministry of Education School of Pharmaceutical EngineeringShenyang Pharmaceutical University

N-methyl-D-aspartate（NMDA） receptors plays a central role in physiological processes,while the overactivation of NMDA receptors triggers excessive calcium influx resulting in excitotoxic neuronal cell *** receptor antagonists are thought to hold strong therapeutic potential for the treatment of neurological diseases and NR2 B-NMDA receptor antagonists might have less side *** this study,a series of 1-benzyl-5-oxopyrrolidine-2-carboximidamide derivatives were designed and *** neuroprotective activities against the NMDA-induced cytotoxicity were investigated in *** of the compounds exhibited neuroprotective effects,especially for 12 k,which showed more potency than the reference compound *** investigation showed that 12 k could attenuate Ca influx and suppress the NR2 B up-regulation induced by *** docking results showed that 12 k could fit well at the ifenprodil binding site of NR2 B-NMDA ***,12 k exhibited good metabolic *** results suggested that 12 k was a promising neuroprotective compound and NR2 B-NMDA receptor was probably a target of12 k.

关键词： Neuroprotective activity NMDA Ca2+ influx NR2B-NMDA receptor

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