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Pyrrole has fascinated scientists since its first isolation in the 19th century, particularly due to its importance in natural compounds such as heme and chlorophyll. Its unique aromatic structure and diverse reactivity have established it as a key building block in both organic and medicinal chemistry. Over the years, the interest in pyrrole derivatives has grown, especially as researchers seek greener and more sustainable synthesis methods. This review examines the evolution of pyrrole chemistry, from traditional approaches to more modern, environmentally friendly techniques, including solvent-free reactions, microwave-assisted processes, and the utilization of renewable feedstocks. It explores the diverse range of biological activities exhibited by pyrrole-based molecules, including antimicrobial, anticancer, and neuroprotective effects. Additionally, the potential applications of pyrrole compounds extend beyond pharmaceuticals, reaching into materials science and electronics. The article concludes by identifying current research gaps and suggesting future directions that could advance pyrrole chemistry in alignment with green and sustainable development goals.
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http://dx.doi.org/10.1016/j.bmc.2025.118295 | DOI Listing |
J Org Chem
September 2025
School of Chemical and Biopharmaceutical Sciences, Technological University Dublin, City Campus, Grangegorman, Dublin D07 EWV4, Ireland.
A series of unsymmetrically substituted BODIPY dyes featuring fused benzo- or naphtho-fragments on one pyrrolic unit were synthesized from the corresponding pyrrolic precursors. The synthetic route was optimized using a modular approach based on the condensation of formylpyrroles with alkylpyrroles, enabling the identification of precursor combinations that minimize byproduct formation and improve preparative yields. The resulting benzo- and naphtho-fused BODIPYs display intense fluorescence in the red region, with emission maxima spanning 590-680 nm and fluorescence quantum yields ranging from 0.
View Article and Find Full Text PDFArch Pharm (Weinheim)
September 2025
Pharmaceutical Organic Chemistry Department, Faculty of Pharmacy, Assiut University, Assiut, Egypt.
Nitazoxanide (NTZ), an FDA-approved drug, served as the framework for synthesizing 22 new broad-spectrum antimicrobial agents from 4-aminosalicylic acid via protection-deprotection, Staudinger reduction, Clauson-Kaas pyrrole synthesis, and nucleophilic substitution. These compounds were evaluated for antibacterial, antimycobacterial, and antitrypanosomal activities. Several compounds, particularly 10, 11, 13, and 22, surpassed the antibacterial activity of NTZ and its active metabolite tizoxanide (TIZ) against all tested pathogens, with MICs ranging from 1.
View Article and Find Full Text PDFOrg Lett
September 2025
Department of Chemistry, University of Calcutta, 92 A. P. C. Road, Kolkata-700009, India.
This study introduces microwave-assisted, Fe(III)-catalyzed ring-opening annulations of isoxazoles, enabling the rapid and selective synthesis of 1,4-diacyl pyrroles and substituted pyridines. By leveraging microwave irradiation and transition metal catalysis, this approach enhances the reaction efficiency, reduces reaction times, and promotes high regioselectivity under mild conditions. Under thermal conditions, the Ru(II) catalyst led to the synthesis of nicotinamide derivatives.
View Article and Find Full Text PDFOrg Biomol Chem
September 2025
A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28, bld. 1 Vavilova St, 119334 Moscow, Russian Federation.
4,4-Difluoro-4-bora-3,4-diaza--indacene systems (BODIPY) are widely investigated fluorophores. The BODIPY core allows for introducing substituents at different positions. Taking advantage of the versatile properties of carborane cages for the modification of photoactive compounds, we developed the synthesis of carborane-substituted BODIPYs.
View Article and Find Full Text PDFWorld J Gastroenterol
August 2025
Peking University 302 Clinical Medical School, Beijing 100039, China.
Background: Acute liver failure (ALF) with sepsis is associated with rapid disease progression and high mortality. Therefore, early detection of high-risk sepsis subgroups in patients with ALF is crucial.
Aim: To develop and validate an accurate nomogram model for predicting the risk of sepsis in patients with ALF.