Design, synthesis, biological activities and DFT calculation of novel 1,2,4-triazole Schiff base derivatives. 2018

Ru-Yi Jin, and Chu-Yue Zeng, and Xu-Hua Liang, and Xiao-Hong Sun, and Yuan-Fa Liu, and Yan-Yan Wang, and Sha Zhou
College of Pharmacy, Shaanxi University of Chinese Medicine, Xi'an/Xianyang, China.

Series of 1,2,4-triazole Schiff bases (2a-2d, 2f-2h and 3a-3h) have been designed and synthesized. The structure of title compounds was confirmed on the basis of their spectral data and elemental analysis. All the target compounds were screened for their in vitro antifungal activity and antibacterial activity. Two of the tested compounds (2a and 2b) exhibited significant antifungal activity against most fungi, especially compound 2a showed better antifungal activity than triadimefon. Meanwhile, the antibacterial activity assay also indicated compound 2a exhibited excellent antibacterial activities comparable to chloramphenicol. The SAR manifested no substitution at position 5 of the triazole ring caused an increase in activity, and 3-phenoxy phenyl group introduced in 1,2,4-triazole scaffold can enhance the antibacterial activity. The DFT calculation indicated triazole ring, S atom and benzene ring in both of the 2a and 3a make a major contribution to the activity.

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
D008968 Molecular Conformation The characteristic three-dimensional shape of a molecule. Molecular Configuration,3D Molecular Structure,Configuration, Molecular,Molecular Structure, Three Dimensional,Three Dimensional Molecular Structure,3D Molecular Structures,Configurations, Molecular,Conformation, Molecular,Conformations, Molecular,Molecular Configurations,Molecular Conformations,Molecular Structure, 3D,Molecular Structures, 3D,Structure, 3D Molecular,Structures, 3D Molecular
D011775 Pythium A genus of destructive root-parasitic OOMYCETES in the family Pythiaceae, order Peronosporales, commonly found in cultivated soils all over the world. Differentiation of zoospores takes place in a vesicle. Pythiums
D004926 Escherichia coli A species of gram-negative, facultatively anaerobic, rod-shaped bacteria (GRAM-NEGATIVE FACULTATIVELY ANAEROBIC RODS) commonly found in the lower part of the intestine of warm-blooded animals. It is usually nonpathogenic, but some strains are known to produce DIARRHEA and pyogenic infections. Pathogenic strains (virotypes) are classified by their specific pathogenic mechanisms such as toxins (ENTEROTOXIGENIC ESCHERICHIA COLI), etc. Alkalescens-Dispar Group,Bacillus coli,Bacterium coli,Bacterium coli commune,Diffusely Adherent Escherichia coli,E coli,EAggEC,Enteroaggregative Escherichia coli,Enterococcus coli,Diffusely Adherent E. coli,Enteroaggregative E. coli,Enteroinvasive E. coli,Enteroinvasive Escherichia coli
D005658 Fungi A kingdom of eukaryotic, heterotrophic organisms that live parasitically as saprobes, including MUSHROOMS; YEASTS; smuts, molds, etc. They reproduce either sexually or asexually, and have life cycles that range from simple to complex. Filamentous fungi, commonly known as molds, refer to those that grow as multicellular colonies. Fungi, Filamentous,Molds,Filamentous Fungi,Filamentous Fungus,Fungus,Fungus, Filamentous,Mold
D000077318 Density Functional Theory A theory that is used to describe the electronic ground state properties of matter. It forms the basis of methods in obtaining a solution to the Schrodinger equation for a many-body system, and to investigate the structural, magnetic, and electronic properties of molecules and materials. Density Functional Calculations,Density Functional Computations,Density Functional Theory Calculations,Density Functional Theory Computations,Td-DFT,Td-DFT Calculations,Td-DFT Computations,Time-Dependent Density Functional Theory,Time-Dependent Density Functional Theory Calculations,Time-Dependent Density Functional Theory Computations,DFT Calculations,KS-DFT,Kohn-Sham Density Functional Theory,Calculation, Density Functional,Calculation, Td-DFT,Computation, Density Functional,Computation, Td-DFT,DFT Calculation,Density Functional Calculation,Density Functional Computation,Density Functional Theories,Functional Calculation, Density,Functional Calculations, Density,Functional Computation, Density,Kohn Sham Density Functional Theory,Td DFT Calculations,Td DFT Computations,Td-DFT Calculation,Td-DFT Computation,Time Dependent Density Functional Theory,Time Dependent Density Functional Theory Calculations,Time Dependent Density Functional Theory Computations
D000900 Anti-Bacterial Agents Substances that inhibit the growth or reproduction of BACTERIA. Anti-Bacterial Agent,Anti-Bacterial Compound,Anti-Mycobacterial Agent,Antibacterial Agent,Antibiotics,Antimycobacterial Agent,Bacteriocidal Agent,Bacteriocide,Anti-Bacterial Compounds,Anti-Mycobacterial Agents,Antibacterial Agents,Antibiotic,Antimycobacterial Agents,Bacteriocidal Agents,Bacteriocides,Agent, Anti-Bacterial,Agent, Anti-Mycobacterial,Agent, Antibacterial,Agent, Antimycobacterial,Agent, Bacteriocidal,Agents, Anti-Bacterial,Agents, Anti-Mycobacterial,Agents, Antibacterial,Agents, Antimycobacterial,Agents, Bacteriocidal,Anti Bacterial Agent,Anti Bacterial Agents,Anti Bacterial Compound,Anti Bacterial Compounds,Anti Mycobacterial Agent,Anti Mycobacterial Agents,Compound, Anti-Bacterial,Compounds, Anti-Bacterial
D000935 Antifungal Agents Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues. Anti-Fungal Agents,Antifungal Agent,Fungicides, Therapeutic,Antibiotics, Antifungal,Therapeutic Fungicides,Agent, Antifungal,Anti Fungal Agents,Antifungal Antibiotics
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
D013211 Staphylococcus aureus Potentially pathogenic bacteria found in nasal membranes, skin, hair follicles, and perineum of warm-blooded animals. They may cause a wide range of infections and intoxications.

Related Publications

Ru-Yi Jin, and Chu-Yue Zeng, and Xu-Hua Liang, and Xiao-Hong Sun, and Yuan-Fa Liu, and Yan-Yan Wang, and Sha Zhou
September 2018, Chemistry & biodiversity,
Ru-Yi Jin, and Chu-Yue Zeng, and Xu-Hua Liang, and Xiao-Hong Sun, and Yuan-Fa Liu, and Yan-Yan Wang, and Sha Zhou
July 2011, European journal of medicinal chemistry,
Ru-Yi Jin, and Chu-Yue Zeng, and Xu-Hua Liang, and Xiao-Hong Sun, and Yuan-Fa Liu, and Yan-Yan Wang, and Sha Zhou
July 2019, RSC advances,
Ru-Yi Jin, and Chu-Yue Zeng, and Xu-Hua Liang, and Xiao-Hong Sun, and Yuan-Fa Liu, and Yan-Yan Wang, and Sha Zhou
November 2014, Journal of agricultural and food chemistry,
Ru-Yi Jin, and Chu-Yue Zeng, and Xu-Hua Liang, and Xiao-Hong Sun, and Yuan-Fa Liu, and Yan-Yan Wang, and Sha Zhou
January 2015, Applied biochemistry and biotechnology,
Ru-Yi Jin, and Chu-Yue Zeng, and Xu-Hua Liang, and Xiao-Hong Sun, and Yuan-Fa Liu, and Yan-Yan Wang, and Sha Zhou
January 2019, Anti-cancer agents in medicinal chemistry,
Ru-Yi Jin, and Chu-Yue Zeng, and Xu-Hua Liang, and Xiao-Hong Sun, and Yuan-Fa Liu, and Yan-Yan Wang, and Sha Zhou
August 2016, Bioorganic & medicinal chemistry letters,
Ru-Yi Jin, and Chu-Yue Zeng, and Xu-Hua Liang, and Xiao-Hong Sun, and Yuan-Fa Liu, and Yan-Yan Wang, and Sha Zhou
August 2019, Bioorganic chemistry,
Ru-Yi Jin, and Chu-Yue Zeng, and Xu-Hua Liang, and Xiao-Hong Sun, and Yuan-Fa Liu, and Yan-Yan Wang, and Sha Zhou
January 2014, Bioorganic & medicinal chemistry letters,
Ru-Yi Jin, and Chu-Yue Zeng, and Xu-Hua Liang, and Xiao-Hong Sun, and Yuan-Fa Liu, and Yan-Yan Wang, and Sha Zhou
February 2024, Journal of fungi (Basel, Switzerland),
Copied contents to your clipboard!