Ionic Liquid Mediated Tandem Synthesis of Bioactive Quinoline Based Thiophene/ Thiazole Linked Multi-Heterocomponent Ugi Adducts

Author(s): Rahul V. Patel, Kishor H. Chikhalia, Shivraj H. Nile, Se Won Park

Journal Name: Current Organic Chemistry

Volume 17 , Issue 10 , 2013

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Following our previous studies, to affiliate selective pharmacophore in a single molecular entity, domino, ecologically benign, four hetero-component, single pot reaction has been carried out in (bmim)BF4 ionic liquid to structure a new class of compact heteronuclei. In a newly constructed heterocyclic Ugi adducts, quinoline was used as nitrogen source and benzothiazole as well as thiophene moieties were selected to introduce sulphur functionality. This Ugi eco-compatible heterocyclic synthesis resulted in relatively good yields with prompt reaction time. New products were screened for their in vitro antimicrobial activity against a representative panel of bacteria and fungi and some of the final analogues displayed more or equal potency at MIC range 6.25-25 µg/mL than control drugs ampicillin, gentamicin and fluconazole (MICs: 6.25-25 µg/mL). The structural assignments of the new products were done on the basis of FT-IR, 1H NMR spectroscopy and elemental analysis.

Keywords: Thiophehe, Furan, Quinoline, Coumarin, Benzothiazole, Ugi reaction, Antimicrobial activity.

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Article Details

Year: 2013
Page: [1125 - 1129]
Pages: 5
DOI: 10.2174/1385272811317100013
Price: $58

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