Synthesis, structure-activity relationship and in vitro biological evaluation of N-arylethyl isoquinoline derivatives as Coxsackievirus B3 inhibitors. 2011

Yan-Xiang Wang, and Yu-Huan Li, and Ying-Hong Li, and Rong-Mei Gao, and Hui-Qiang Wang, and Yan-Xin Liu, and Li-Mei Gao, and Qiao-Ni Lu, and Jian-Dong Jiang, and Dan-Qing Song
Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.

Currently, there is no approved antiviral drug for the infection caused by enteroviruses. A series of novel N-arylethyl isoquinoline derivatives defined with substituents on the ring A and C were designed, synthesized and evaluated in vitro for their activities against Coxsackievirus B3 (CVB3). The primary structure-activity relationship revealed that substituents on the ring A were not beneficial for the activity. Among these analogs synthesized, compound 7f bearing a methylenedioxy at the R(4) and R(5) positions afforded an anti-CVB3 activity and a reasonable selectivity index (SI=26.8); furthermore, 7f exhibited a moderate activity against enterovirus 71 (EV71) with SI value of 9.0. Thus it has been selected as an anti-enteroviral lead compound for further investigation.

UI MeSH Term Description Entries
D007546 Isoquinolines A group of compounds with the heterocyclic ring structure of benzo(c)pyridine. The ring structure is characteristic of the group of opium alkaloids such as papaverine. (From Stedman, 25th ed)
D008826 Microbial Sensitivity Tests Any tests that demonstrate the relative efficacy of different chemotherapeutic agents against specific microorganisms (i.e., bacteria, fungi, viruses). Bacterial Sensitivity Tests,Drug Sensitivity Assay, Microbial,Minimum Inhibitory Concentration,Antibacterial Susceptibility Breakpoint Determination,Antibiogram,Antimicrobial Susceptibility Breakpoint Determination,Bacterial Sensitivity Test,Breakpoint Determination, Antibacterial Susceptibility,Breakpoint Determination, Antimicrobial Susceptibility,Fungal Drug Sensitivity Tests,Fungus Drug Sensitivity Tests,Sensitivity Test, Bacterial,Sensitivity Tests, Bacterial,Test, Bacterial Sensitivity,Tests, Bacterial Sensitivity,Viral Drug Sensitivity Tests,Virus Drug Sensitivity Tests,Antibiograms,Concentration, Minimum Inhibitory,Concentrations, Minimum Inhibitory,Inhibitory Concentration, Minimum,Inhibitory Concentrations, Minimum,Microbial Sensitivity Test,Minimum Inhibitory Concentrations,Sensitivity Test, Microbial,Sensitivity Tests, Microbial,Test, Microbial Sensitivity,Tests, Microbial Sensitivity
D002522 Chlorocebus aethiops A species of CERCOPITHECUS containing three subspecies: C. tantalus, C. pygerythrus, and C. sabeus. They are found in the forests and savannah of Africa. The African green monkey is the natural host of SIMIAN IMMUNODEFICIENCY VIRUS and is used in AIDS research. African Green Monkey,Cercopithecus aethiops,Cercopithecus griseoviridis,Cercopithecus griseus,Cercopithecus pygerythrus,Cercopithecus sabeus,Cercopithecus tantalus,Chlorocebus cynosuros,Chlorocebus cynosurus,Chlorocebus pygerythrus,Green Monkey,Grivet Monkey,Lasiopyga weidholzi,Malbrouck,Malbrouck Monkey,Monkey, African Green,Monkey, Green,Monkey, Grivet,Monkey, Vervet,Savanah Monkey,Vervet Monkey,Savannah Monkey,African Green Monkey,Chlorocebus cynosuro,Green Monkey, African,Green Monkeys,Grivet Monkeys,Malbrouck Monkeys,Malbroucks,Monkey, Malbrouck,Monkey, Savanah,Monkey, Savannah,Savannah Monkeys,Vervet Monkeys
D000818 Animals Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA. Animal,Metazoa,Animalia
D000998 Antiviral Agents Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. Antiviral,Antiviral Agent,Antiviral Drug,Antivirals,Antiviral Drugs,Agent, Antiviral,Agents, Antiviral,Drug, Antiviral,Drugs, Antiviral
D013329 Structure-Activity Relationship The relationship between the chemical structure of a compound and its biological or pharmacological activity. Compounds are often classed together because they have structural characteristics in common including shape, size, stereochemical arrangement, and distribution of functional groups. Relationship, Structure-Activity,Relationships, Structure-Activity,Structure Activity Relationship,Structure-Activity Relationships
D014709 Vero Cells A CELL LINE derived from the kidney of the African green (vervet) monkey, (CHLOROCEBUS AETHIOPS) used primarily in virus replication studies and plaque assays. Cell, Vero,Cells, Vero,Vero Cell
D014779 Virus Replication The process of intracellular viral multiplication, consisting of the synthesis of PROTEINS; NUCLEIC ACIDS; and sometimes LIPIDS, and their assembly into a new infectious particle. Viral Replication,Replication, Viral,Replication, Virus,Replications, Viral,Replications, Virus,Viral Replications,Virus Replications
D015195 Drug Design The molecular designing of drugs for specific purposes (such as DNA-binding, enzyme inhibition, anti-cancer efficacy, etc.) based on knowledge of molecular properties such as activity of functional groups, molecular geometry, and electronic structure, and also on information cataloged on analogous molecules. Drug design is generally computer-assisted molecular modeling and does not include PHARMACOKINETICS, dosage analysis, or drug administration analysis. Computer-Aided Drug Design,Computerized Drug Design,Drug Modeling,Pharmaceutical Design,Computer Aided Drug Design,Computer-Aided Drug Designs,Computerized Drug Designs,Design, Pharmaceutical,Drug Design, Computer-Aided,Drug Design, Computerized,Drug Designs,Drug Modelings,Pharmaceutical Designs
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular

Related Publications

Yan-Xiang Wang, and Yu-Huan Li, and Ying-Hong Li, and Rong-Mei Gao, and Hui-Qiang Wang, and Yan-Xin Liu, and Li-Mei Gao, and Qiao-Ni Lu, and Jian-Dong Jiang, and Dan-Qing Song
April 2016, Yao xue xue bao = Acta pharmaceutica Sinica,
Yan-Xiang Wang, and Yu-Huan Li, and Ying-Hong Li, and Rong-Mei Gao, and Hui-Qiang Wang, and Yan-Xin Liu, and Li-Mei Gao, and Qiao-Ni Lu, and Jian-Dong Jiang, and Dan-Qing Song
June 2010, Bioorganic & medicinal chemistry,
Yan-Xiang Wang, and Yu-Huan Li, and Ying-Hong Li, and Rong-Mei Gao, and Hui-Qiang Wang, and Yan-Xin Liu, and Li-Mei Gao, and Qiao-Ni Lu, and Jian-Dong Jiang, and Dan-Qing Song
February 2019, MedChemComm,
Yan-Xiang Wang, and Yu-Huan Li, and Ying-Hong Li, and Rong-Mei Gao, and Hui-Qiang Wang, and Yan-Xin Liu, and Li-Mei Gao, and Qiao-Ni Lu, and Jian-Dong Jiang, and Dan-Qing Song
June 2010, European journal of medicinal chemistry,
Yan-Xiang Wang, and Yu-Huan Li, and Ying-Hong Li, and Rong-Mei Gao, and Hui-Qiang Wang, and Yan-Xin Liu, and Li-Mei Gao, and Qiao-Ni Lu, and Jian-Dong Jiang, and Dan-Qing Song
August 2001, Chemical & pharmaceutical bulletin,
Yan-Xiang Wang, and Yu-Huan Li, and Ying-Hong Li, and Rong-Mei Gao, and Hui-Qiang Wang, and Yan-Xin Liu, and Li-Mei Gao, and Qiao-Ni Lu, and Jian-Dong Jiang, and Dan-Qing Song
February 2003, Free radical research,
Yan-Xiang Wang, and Yu-Huan Li, and Ying-Hong Li, and Rong-Mei Gao, and Hui-Qiang Wang, and Yan-Xin Liu, and Li-Mei Gao, and Qiao-Ni Lu, and Jian-Dong Jiang, and Dan-Qing Song
October 2012, Journal of medicinal chemistry,
Yan-Xiang Wang, and Yu-Huan Li, and Ying-Hong Li, and Rong-Mei Gao, and Hui-Qiang Wang, and Yan-Xin Liu, and Li-Mei Gao, and Qiao-Ni Lu, and Jian-Dong Jiang, and Dan-Qing Song
March 2006, Journal of medicinal chemistry,
Yan-Xiang Wang, and Yu-Huan Li, and Ying-Hong Li, and Rong-Mei Gao, and Hui-Qiang Wang, and Yan-Xin Liu, and Li-Mei Gao, and Qiao-Ni Lu, and Jian-Dong Jiang, and Dan-Qing Song
August 2014, European journal of medicinal chemistry,
Yan-Xiang Wang, and Yu-Huan Li, and Ying-Hong Li, and Rong-Mei Gao, and Hui-Qiang Wang, and Yan-Xin Liu, and Li-Mei Gao, and Qiao-Ni Lu, and Jian-Dong Jiang, and Dan-Qing Song
April 2021, European journal of medicinal chemistry,
Copied contents to your clipboard!