title: Synthesis, biological evaluation, and SAR study of novel pyrazole analogues as inhibitors of Mycobacterium tuberculosis: part 2. Synthesis of rigid pyrazolones.
abstract: Two series of novel rigid pyrazolone derivatives were synthesized and evaluated as inhibitors of Mycobacterium tuberculosis (MTB), the causative agent of tuberculosis. Two of these compounds showed a high activity against MTB (MIC=4 microg/mL). The newly synthesized pyrazolones were also computationally investigated to analyze if their properties fit the pharmacophoric model for antitubercular compounds previously built by us. The results are in agreement with those reported by us previously for a class of pyrazole analogues and confirm the fundamental role of the p-chlorophenyl moiety at C4 in the antimycobacterial activity.
authors: Università degli Studi di Siena, via A. De Gasperi 2, 53100 Siena, Italy.
authors: Daniele
authors: D
authors: Castagnolo
authors: Fabrizio
authors: F
authors: Manetti
authors: Marco
authors: M
authors: Radi
authors: Beatrice
authors: B
authors: Bechi
authors: Mafalda
authors: M
authors: Pagano
authors: Alessandro
authors: A
authors: De Logu
authors: Rita
authors: R
authors: Meleddu
authors: Manuela
authors: M
authors: Saddi
authors: Maurizio
authors: M
authors: Botta
mesh_terms: D000818:Animals; D000995:Antitubercular Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology* / Q000633:toxicity; D002522:Chlorocebus aethiops; D003198:Computer Simulation; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D047069:Pyrazolones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology* / Q000633:toxicity; D013329:Structure-Activity Relationship; D014376:Tuberculosis / Q000188:drug therapy*; D014709:Vero Cells
chemical_list: D000995:Antitubercular Agents; D047069:Pyrazolones