Design and Synthesis of Diverse Pyrrole‐2‐carboxamide Derivatives as a Potent Antibacterial Agents

Abstract

A series of pyrrole–2–carboxamide derivatives (4a–j) were synthesized and evaluated for theirantibacterial activity. Among the tested compounds, the most effective were 4a, 4b, 4c, 4d, 4e, 4g and 4h with MIC value in the range of 1.05–12.01 μg/mL against Gram–positive and Gramnegativebacterial strains. Further, the synthesized compounds have been screened for their invitro antifungal activity. In the present study, design and expeditious synthesis of novel 1–(4–chlorobenzyl)–N–(4–methoxybenzyl)–1H–pyrrole–2–carboxamide hybrid molecules as promising antibacterial agents.

Highly Efficient Direct Synthesis of Scaffold 9a,10,12,12a‐Tetrahydrobenzo[b]cyclopenta[f]pyrrolo[1,2‐d][1,4]diazepinone by Using Active Phoshomolybdic Acid

“…In continuation of our interest in the synthesis of bioactive heterocyclic compounds using solid acid catalysts under mild conditions , we report a new PMA catalyzed domino strategy for the synthesis of pyrrolobenzodiazepine scaffolds from furan‐2‐yl (phenyl) methanol ( 1a ) and 2‐(1 H ‐pyrrol‐1‐yl) aniline ( 2 ). The reaction proceeds through an Aza‐Piancatelli rearrangement followed by an acid catalyzed intramolecular Friedel–Crafts alkylation.…”

Au(I)‐Catalyzed Synthesis of [3,2‐b]pyrrole‐fused Pentacyclic Triterpenoids

“…Pyrrole and its derivatives are widely represented in nature as structural blocks of chlorophyll, vitamin B12, and as a part of biologically active molecules that exhibit fungicidal, antiinflammatory, and antitumor activity. [1][2][3][4][5][6][7] Some of these compounds have a high pharmacological potential and actively used in organic and medicinal chemistry as intermediates in the synthesis of natural alkaloids. [8][9][10][11][12][13] Most classical methods of pyrrole synthesis are based on the Paal-Knorr, Yuriev, Padva, and other reactions.…”

Solvent Free Three-Component Synthesis of 2,4,5-trisubstituted-1H-pyrrol-3-ol-type Compounds from L-tryptophan: DFT-B3LYP Calculations for the Reaction Mechanism and 3H-pyrrol-3-one↔1H-pyrrol-3-ol Tautomeric Equilibrium

“…Within this type of compounds, 1 H -pyrrole is representative since it is well-known as a fundamental structural subunit in many of the naturally-occurring biological agents [ 2 ]. From this fact, many synthetic pyrrole derivatives have been obtained on the basis of biomimetic exercises, and have shown promissory behavior as antipsychotics, adrenergic antagonists, anxiolytics, anticancer, antibacterial and antifungal agents [ 3 , 4 , 5 ]. For example, synthetic 1,5-diphenylpyrrole-type compounds have shown high activity against a panel of Enterococcus faecium, Staphylococcus aureus, Klebsiella pneumoniae, Acinetobacter baumannii, Pseudomonas aeruginosa y Enterobacter cloacae (ESKAPE) bacteria, similar to or even better than levofloxacin, a widely known antibiotic [ 6 ].…”