title: Synthesis, antimycobacterial activity evaluation, and QSAR studies of chalcone derivatives.
abstract: In order to develop relatively small molecules as antimycobacterial agents, twenty-five chalcones were synthesized, their activity was evaluated, and quantitative structure-activity relationship (QSAR) was developed. The synthesis was based on the Claisen-Schimdt scheme and the resultant compounds were tested for antitubercular activity by luciferase reporter phage (LRP) assay. Compound C(24) was found to be the most active ( approximately 99%) in this series based on the percentage reduction in Relative Light Units at both 50 and 100 microg/ml levels, followed by compound C(21). Four compounds at the 50 microg/ml and eight compounds at the 100 microg/ml showed activity above 90% level. QSAR model was developed between activity and spatial, topological, and ADME descriptors for the 50 microg/ml data. The statistical measures such as r, r(2), q(2), and F values obtained for the training set were in acceptable range and hence this relationship was used for the test set. The predictive ability of the model is satisfactory (q(2)=0.56) and it can be used for designing similar group of compounds.
authors.affiliation: Department of Biotechnology, Indian Institute of Technology Madras, Chennai, Tamilnadu 600036, India.
authors.forename: P M
authors.initials: PM
authors.lastname: Sivakumar
authors.forename: S Prabu
authors.initials: SP
authors.lastname: Seenivasan
authors.forename: Vanaja
authors.initials: V
authors.lastname: Kumar
authors.forename: Mukesh
authors.initials: M
authors.lastname: Doble
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001185:Artificial Intelligence; D001435:Bacteriophages / Q000235:genetics; D047188:Chalcones / Q000138:chemical synthesis* / Q000494:pharmacology*; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D003198:Computer Simulation; D017930:Genes, Reporter / Q000235:genetics; D007202:Indicators and Reagents; D008156:Luciferases / Q000235:genetics; D008826:Microbial Sensitivity Tests; D009161:Mycobacterium / Q000187:drug effects*; D021281:Quantitative Structure-Activity Relationship
chemical_list: D000447:Aldehydes; D000900:Anti-Bacterial Agents; D047188:Chalcones; D007202:Indicators and Reagents; D008156:Luciferases