title: 1,5-Diphenylpyrrole derivatives as antimycobacterial agents. Probing the influence on antimycobacterial activity of lipophilic substituents at the phenyl rings.
abstract: Synthesis and biological evaluation of new derivatives of 1,5-bis(4-chlorophenyl)-2-methyl-3-(4-methylpiperazin-1-yl)methyl-1H-pyrrole (BM 212, 16) are reported. Variously substituted phenyl rings with different substitution pattern and lipophilicity were added to the pyrrole nucleus to evaluate their influence on the activity toward Mycobacterium tuberculosis (MTB) and atypical mycobacteria. The most active derivatives showed activity between 0.125-0.5 microg/mL (better than 16 and streptomycin) and protection index (64-256) higher than 16 (4) and similar to isoniazid and streptomycin (128).
authors.affiliation: Dipartimento di Studi di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Università La Sapienza, Piazzale A. Moro 5, I-00185 Rome, Italy. mariangela.biava@uniroma.it
authors.forename: Mariangela
authors.initials: M
authors.lastname: Biava
authors.forename: Giulio Cesare
authors.initials: GC
authors.lastname: Porretta
authors.forename: Giovanna
authors.initials: G
authors.lastname: Poce
authors.forename: Alessandro
authors.initials: A
authors.lastname: De Logu
authors.forename: Manuela
authors.initials: M
authors.lastname: Saddi
authors.forename: Rita
authors.initials: R
authors.lastname: Meleddu
authors.forename: Fabrizio
authors.initials: F
authors.lastname: Manetti
authors.forename: Edda
authors.initials: E
authors.lastname: De Rossi
authors.forename: Maurizio
authors.initials: M
authors.lastname: Botta
mesh_terms: D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D024901:Drug Resistance, Multiple, Bacterial; D008826:Microbial Sensitivity Tests; D009169:Mycobacterium tuberculosis / Q000187:drug effects* / Q000302:isolation & purification; D009170:Nontuberculous Mycobacteria / Q000187:drug effects*; D010879:Piperazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000995:Antitubercular Agents; D010879:Piperazines; D011758:Pyrroles; C115651:BM 212