1,5-Diaryl-2-ethyl pyrrole derivatives as antimycobacterial agents: design, synthesis, and microbiological evaluation.
During the search of novel antitubercular drugs related to BM 212, new diarylpyrroles were designed and synthesized on the basis of a structure-activity relationship analysis of many pyrroles previously described by us. Among them, 1-(4-fluorophenyl)-2-ethyl-3-(thiomorpholin-4-yl)methyl-5-(4-methylphenyl)-1H-pyrrole (2b) proved to be particularly active, with a minimum inhibitory concentration (MIC, expressed as microg/mL) and a protection index (PI) better than or comparable to those of reference compounds. Also the remaining compounds were very active, although their MIC and PI were in general lower than those of their parent 2-methyl analogues.
Biava
Mariangela
M
Dipartimento di Chimica e Tecnologie del Farmaco, Università La Sapienza, I-00185 Roma, Italy. mariangela.biava@uniroma1.it
Porretta
Giulio C
GC
Poce
Giovanna
G
De Logu
Alessandro
A
Meleddu
Rita
R
De Rossi
Edda
E
Manetti
Fabrizio
F
Botta
Maurizio
M
D000818:Animals; D000995:Antitubercular Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002522:Chlorocebus aethiops; D008958:Models, Molecular; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D021281:Quantitative Structure-Activity Relationship; D014376:Tuberculosis / Q000188:drug therapy*; D014709:Vero Cells
D000995:Antitubercular Agents; D011758:Pyrroles