Synthesis, characterization and in silico designing of diethyl-3-methyl-5-(6-methyl-2-thioxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxamido) thiophene-2,4-dicarboxylate derivative as anti-proliferative and anti-microbial agents

Autor: Arabinda Ray, Sampark S. Thakkar, Kalpesh Malani, Hiren Doshi, Mukund Chandra Thakur
Rok vydání: 2016
Předmět:
Staphylococcus aureus
Antifungal Agents
Pyrimidine
Stereochemistry
Protein Data Bank (RCSB PDB)
Antineoplastic Agents
Microbial Sensitivity Tests
Thiophenes
Bacillus subtilis
medicine.disease_cause
01 natural sciences
Biochemistry
Structure-Activity Relationship
03 medical and health sciences
chemistry.chemical_compound
0302 clinical medicine
Cell Line
Tumor
Candida albicans
Chlorocebus aethiops
Drug Discovery
Escherichia coli
Thiophene
medicine
Animals
Humans
Vero Cells
Molecular Biology
Cell Proliferation
Dose-Response Relationship
Drug
Molecular Structure
biology
010405 organic chemistry
Topoisomerase
Organic Chemistry
biology.organism_classification
In vitro
Anti-Bacterial Agents
0104 chemical sciences
Pyrimidines
chemistry
Docking (molecular)
Drug Design
030220 oncology & carcinogenesis
Pseudomonas aeruginosa
biology.protein
Drug Screening Assays
Antitumor
Zdroj: Bioorganic Chemistry. 68:265-274
ISSN: 0045-2068
DOI: 10.1016/j.bioorg.2016.09.001
Popis: A series of eight compounds diethyl-3-methyl-5-(6-methyl-2-thioxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxamido) thiophene-2,4-dicarboxilate ( KM 10–17 ) analogues have been prepared by conventional methods and characterized by IR, Mass, NMR and elemental analysis. In silico docking studies on Human topoisomerase IIbeta (PDB Id: 3QX3 ) have been performed for all molecules ( KM 10–17 ) synthesized. The compounds were tested for in vitro anti-proliferative activity on VERO and 786-O cell lines. Out of all the synthesized compounds, KM 11 & KM 16 showed moderate activity on both cell lines. In vitro anti-microbial activity was also checked against Bacillus subtilis ( BS ), Staphylococcus aurous ( SA ), Pseudomonas aeruginosa ( PA ), Escherichia coli ( EC ) and Candida albicans ( CA ) by well diffusion method. The compound KM 11 was found to have highest zone of inhibition against BS , SA , PA and EC . The molecules KM 13 and KM 16 exhibited good activity against CA . The compounds KM 14 and KM 16 indicated good zone of inhibition against BS .
Databáze: OpenAIRE
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