BIOMAT Database Logo BIOMAT Database Logo

Pyrazolo[3,4-d]pyrimidine derivatives containing a Schiff base moiety as potential antiviral agents. 2018

Yan-Yan Wang, and Fang-Zhou Xu, and Yun-Ying Zhu, and Baoan Song, and Dexia Luo, and Gang Yu, and Shunhong Chen, and Wei Xue, and Jian Wu
State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research and Development Center for Fine Chemicals, Guizhou University, Guiyang 550025, China.

A series of pyrazolo[3,4-d]pyrimidine derivatives containing a Schiff base moiety were synthesized, characterised, and evaluated for their activity against tobacco mosaic virus (TMV). Biological assays indicated that several of the derivatives exhibited significant activity against TMV. In particularly, compounds 5y and 5aa displayed excellent inactivating activity against TMV, with half maximal effective concentration (EC50) values of 70.3 and 53.65 μg/mL, respectively, which were much better than that of ribavirin (150.45 μg/mL), and 5aa was superior to ningnanmycin (EC50 = 55.35 μg/mL). Interactions of compounds 5y and 5aa with TMV coat protein (TMV-CP) were investigated using microscale thermophoresis and molecular docking. Compounds 5y and 5aa displayed strong binding capability to TMV-CP with dissociation constant (Kd) values of 22.6 and 9.8 μM, respectively. These findings indicate that pyrazolo[3,4-d]pyrimidine derivatives containing a Schiff base may be potential antiviral agents.

UI MeSH Term Description Entries
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
D011720 Pyrazoles Azoles of two nitrogens at the 1,2 positions, next to each other, in contrast with IMIDAZOLES in which they are at the 1,3 positions.
D011743 Pyrimidines A family of 6-membered heterocyclic compounds occurring in nature in a wide variety of forms. They include several nucleic acid constituents (CYTOSINE; THYMINE; and URACIL) and form the basic structure of the barbiturates.
D004305 Dose-Response Relationship, Drug The relationship between the dose of an administered drug and the response of the organism to the drug. Dose Response Relationship, Drug,Dose-Response Relationships, Drug,Drug Dose-Response Relationship,Drug Dose-Response Relationships,Relationship, Drug Dose-Response,Relationships, Drug Dose-Response
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
D012545 Schiff Bases Condensation products of aromatic amines and aldehydes forming azomethines substituted on the N atom, containing the general formula R-N:CHR. (From Grant & Hackh's Chemical Dictionary, 5th ed) Schiff Base,Base, Schiff,Bases, Schiff
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
D014027 Tobacco Mosaic Virus The type species of TOBAMOVIRUS which causes mosaic disease of NICOTIANA. Transmission occurs by mechanical inoculation. Mosaic Virus, Tobacco,Mosaic Viruses, Tobacco,Tobacco Mosaic Viruses,Virus, Tobacco Mosaic,Viruses, Tobacco Mosaic
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-Yan Wang, and Fang-Zhou Xu, and Yun-Ying Zhu, and Baoan Song, and Dexia Luo, and Gang Yu, and Shunhong Chen, and Wei Xue, and Jian Wu
Synthesis of some novel pyrazolo[3,4-d]pyrimidine derivatives as potential antimicrobial agents.
March 2006, Bioorganic & medicinal chemistry,
Yan-Yan Wang, and Fang-Zhou Xu, and Yun-Ying Zhu, and Baoan Song, and Dexia Luo, and Gang Yu, and Shunhong Chen, and Wei Xue, and Jian Wu
Synthesis of some novel pyrazolo[3,4-b]pyridine and pyrazolo[3,4-d]pyrimidine derivatives bearing 5,6-diphenyl-1,2,4-triazine moiety as potential antimicrobial agents.
November 2009, European journal of medicinal chemistry,
Yan-Yan Wang, and Fang-Zhou Xu, and Yun-Ying Zhu, and Baoan Song, and Dexia Luo, and Gang Yu, and Shunhong Chen, and Wei Xue, and Jian Wu
Synthesis of novel pyrazolo[3,4-d]pyrimidine derivatives as potential anti-breast cancer agents.
November 2012, European journal of medicinal chemistry,
Yan-Yan Wang, and Fang-Zhou Xu, and Yun-Ying Zhu, and Baoan Song, and Dexia Luo, and Gang Yu, and Shunhong Chen, and Wei Xue, and Jian Wu
Molecular iodine promoted synthesis of new pyrazolo[3,4-d]pyrimidine derivatives as potential antibacterial agents.
February 2010, European journal of medicinal chemistry,
Yan-Yan Wang, and Fang-Zhou Xu, and Yun-Ying Zhu, and Baoan Song, and Dexia Luo, and Gang Yu, and Shunhong Chen, and Wei Xue, and Jian Wu
4,5-Dihydro-1H-pyrazolo[3,4-d]pyrimidine containing phenothiazines as antitubercular agents.
March 2014, Bioorganic & medicinal chemistry letters,
Yan-Yan Wang, and Fang-Zhou Xu, and Yun-Ying Zhu, and Baoan Song, and Dexia Luo, and Gang Yu, and Shunhong Chen, and Wei Xue, and Jian Wu
Design, synthesis and evaluation of some pyrazolo[3,4-d]pyrimidine derivatives bearing thiazolidinone moiety as anti-inflammatory agents.
October 2018, Bioorganic chemistry,
Yan-Yan Wang, and Fang-Zhou Xu, and Yun-Ying Zhu, and Baoan Song, and Dexia Luo, and Gang Yu, and Shunhong Chen, and Wei Xue, and Jian Wu
Discovery of pyrazolo[3,4-d]pyrimidine derivatives as GPR119 agonists.
February 2014, Bioorganic & medicinal chemistry letters,
Yan-Yan Wang, and Fang-Zhou Xu, and Yun-Ying Zhu, and Baoan Song, and Dexia Luo, and Gang Yu, and Shunhong Chen, and Wei Xue, and Jian Wu
Synthesis, DNA-binding, and antiviral activity of certain pyrazolo[3,4-d]pyrimidine derivatives.
April 2000, Archiv der Pharmazie,
Yan-Yan Wang, and Fang-Zhou Xu, and Yun-Ying Zhu, and Baoan Song, and Dexia Luo, and Gang Yu, and Shunhong Chen, and Wei Xue, and Jian Wu
Acyclic pyrazolo[3,4-d]pyrimidine nucleoside as potential leishmaniostatic agent.
January 2006, Nucleosides, nucleotides & nucleic acids,
Yan-Yan Wang, and Fang-Zhou Xu, and Yun-Ying Zhu, and Baoan Song, and Dexia Luo, and Gang Yu, and Shunhong Chen, and Wei Xue, and Jian Wu
Thio-substituted derivatives of 4-amino-pyrazolo[3,4-d]pyrimidine-6-thiol as antiproliferative agents.
September 2021, Future medicinal chemistry,
Copied contents to your clipboard!