title: Synthesis and evaluation of novel 4-nitropyrrole-based 1,3,4-oxadiazole derivatives as antimicrobial and anti-tubercular agents.
abstract: We report synthesis and antimicrobial evaluation of 42 novel 4-nitropyrrole-based 1,3,4-oxadiazoles. The synthesized molecules were evaluated for anti-bacterial, anti-fungal and anti-tubercular activities. Promisingly, most of the compounds showed equal or more potency than standard ciprofloxacin against Staphylococcus aureus, Bacillus subtilis and Escherichia coli. Compound 5e exhibited highest anti-tubercular activity (0.46 μg/mL) close to that of standard Isoniazid (0.40 μg/mL). Equal antifungal activity (1.56 μg/mL) compared to standard Amphotericin-B was shown by most of the compounds. All the N-methylated compounds showed more potent to equal activity against MSSA (MIC 0.39-1.56 μg/mL) and MRSA (MIC 0.78-1.56 μg/mL). All compounds were tested for mammalian cell toxicity using VERO cell line and were found to be non-toxic.
authors.affiliation: SPP School of Pharmacy and Technology Management, NMIMS University, Vile Parle, Mumbai, Maharashtra 400056, India. Electronic address: rajeshrane_uict@yahoo.co.in.
authors.forename: Rajesh A
authors.initials: RA
authors.lastname: Rane
authors.forename: Pavankumar
authors.initials: P
authors.lastname: Bangalore
authors.forename: Sheetal D
authors.initials: SD
authors.lastname: Borhade
authors.forename: Preeti K
authors.initials: PK
authors.lastname: Khandare
mesh_terms: D000818:Animals; D000904:Antibiotics, Antitubercular / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001412:Bacillus subtilis / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D002522:Chlorocebus aethiops; D004305:Dose-Response Relationship, Drug; D004926:Escherichia coli / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D010069:Oxadiazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D011758:Pyrroles / Q000737:chemistry*; D013211:Staphylococcus aureus / Q000187:drug effects; D013329:Structure-Activity Relationship; D014709:Vero Cells
chemical_list: C000591459:4-nitropyrrole; D000904:Antibiotics, Antitubercular; D000935:Antifungal Agents; D010069:Oxadiazoles; D011758:Pyrroles; C583463:1,3,4-oxadiazole
keywords: 1,3,4-Oxadiazole; 4-Nitropyrrole; Anti-tubercular agent; Antifungal agent; Antimicrobial agent