Antimicrobial activities of novel substituted spiropyrrolidine based heterocycles synthesized by multicomponent reaction against Bacillus subtilis and Pseudomonas aeruginosa

• The multicomponent reaction (MCR) effectively provides high yield and regioselectivity under mild reaction conditions. • In silico studies including molecular docking and molecular dynamic simulations were performed. • Molecular mechanics offered insights into the product formation, while single crystal X-ray diffraction validated the structure. • In vitro assays demonstrate the potential of novel molecules as antibacterial agents with minimal toxicity. The growing resistance of bacteria to antimicrobial agents has intensified the need for novel strategies to combat bacterial infections, particularly those associated with biofilm formation. Biofilms enhance bacterial resilience against hostile environments, immune responses, and antimicrobial treatments. The ability of biofilms to influence bacterial pathogenesis underscores the critical need for new antibacterial agents with anti-biofilm activity. This research aims to synthesize cost-effective, structurally diverse, chemical compounds with the biological significance of disrupting biofilm formation. Here, we report a facile sequential reaction for one-pot, four-component synthesis of spiropyrrolidine heterocycles with 1,3-dipolar cycloaddition of azomethine ylide. The multicomponent reaction (MCR) provides high yield and regioselectivity of the desired product, under mild reaction conditions. Preliminary screening for these novel compounds involves biofilm assays, which assess the developmental processes of biofilms, providing insights into the compounds' biological potential. Subsequent in vitro experiments assessed their antibacterial potential against B. subtilis and P. aeruginosa using the minimum inhibitory concentration (MIC) assay. A cell culture assay evaluated toxicity of these compounds in MDA-MB-231 cell lines. All these investigations cumulatively highlight the potential of these molecules as antibacterial agents for B. subtilis and P. aeruginosa .

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Publication Details

Journal
Journal of Molecular Structure
Published
2025-04-15
DOI
https://doi.org/10.1016/j.molstruc.2025.142373
Citations
3
Primary Topic
Multicomponent Synthesis of Heterocycles
Type
article
Field-Weighted Citation Impact
2.81
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article

Antimicrobial activities of novel substituted spiropyrrolidine based heterocycles synthesized by multicomponent reaction against Bacillus subtilis and Pseudomonas aeruginosa

Alisha Khera, A. R. Naresh Raj, Sarbjit Singh, Ravi Pratap Barnwal et al.
3 citations
Journal of Molecular Structure
Multicomponent Synthesis of Heterocycles
2.81
article

Antimicrobial activities of novel substituted spiropyrrolidine based heterocycles synthesized by multicomponent reaction against Bacillus subtilis and Pseudomonas aeruginosa

Alisha Khera, A. R. Naresh Raj, Sarbjit Singh, Ravi Pratap Barnwal, Hema Kumari Alajangi, A. R. Suresh Babu, D. Gavaskar, Janeka Gartia, Shital Rani, Ankur Pandey, Vinod Kumar Yadav, Gurpal Singh, Shamala Parandaman
article en
3 citations

Abstract

• The multicomponent reaction (MCR) effectively provides high yield and regioselectivity under mild reaction conditions. • In silico studies including molecular docking and molecular dynamic simulations were performed. • Molecular mechanics offered insights into the product formation, while single crystal X-ray diffraction validated the structure. • In vitro assays demonstrate the potential of novel molecules as antibacterial agents with minimal toxicity. The growing resistance of bacteria to antimicrobial agents has intensified the need for novel strategies to combat bacterial infections, particularly those associated with biofilm formation. Biofilms enhance bacterial resilience against hostile environments, immune responses, and antimicrobial treatments. The ability of biofilms to influence bacterial pathogenesis underscores the critical need for new antibacterial agents with anti-biofilm activity. This research aims to synthesize cost-effective, structurally diverse, chemical compounds with the biological significance of disrupting biofilm formation. Here, we report a facile sequential reaction for one-pot, four-component synthesis of spiropyrrolidine heterocycles with 1,3-dipolar cycloaddition of azomethine ylide. The multicomponent reaction (MCR) provides high yield and regioselectivity of the desired product, under mild reaction conditions. Preliminary screening for these novel compounds involves biofilm assays, which assess the developmental processes of biofilms, providing insights into the compounds' biological potential. Subsequent in vitro experiments assessed their antibacterial potential against B. subtilis and P. aeruginosa using the minimum inhibitory concentration (MIC) assay. A cell culture assay evaluated toxicity of these compounds in MDA-MB-231 cell lines. All these investigations cumulatively highlight the potential of these molecules as antibacterial agents for B. subtilis and P. aeruginosa .

Journal of Molecular StructureVol. 1339
Vels University (IN), Anna University, Chennai (IN), GS Engineering (United States) (US), National Centre for Cell Science (IN), Panjab University (IN), KIIT University (IN), Gyan Vihar University (IN)
Zero hunger
Openalex Percentile: Top 11%
Multicomponent Synthesis of Heterocycles
2.81
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