Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry

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Synthesis and antibacterial Activity of (├?┬▒)-trans-2-[-methoxy-4-(4- chlorophenylthioethoxy)-5-(N-methyl-N-hydroxyureidyl) methylphenyl]-5- (3,4,5-trimethoxyphenyl) tetrahydrofuran and its intermediates

Author(s): Subramanyam Dandala, Balram B, Ram B and Taara B

The 2,5-diaryl tetrahydrofuran class of compounds are extensively studied PAF receptor antagonists. On the other hand, hydroxamic acids and hydroxyl ureas are the most potent 5-lipoxygenase inhibitors known. A number of monofunctional and dual functional 5-lipoxy-genase (5-LO) inhibitors and PAF receptor antagonist have been reported. A number of hydroxyureidyl derivatives of diaryl tetrhydrofurans have been synthesized previously, which show dual 5-LO inhibitors and PAF receptor antagonistic activities. The present paper describes the synthesis of title compound, applying green methodologies, from commercially available 5-iodovanillin and 3,4,5-trimethoxy benzaldehyde as starting materials (Scheme 1). The title compound and its intermediates have been screened against five bacterial strains such as three Gram positive, Staphylococcus aureus, Bacillus sphaericus, Bacillus megaterium and two Gram negative, Pseudomonas putida, Enterobacter aerogenes. Compound 13 i.e., the title compound displayed excellent activity against Gram-positive bacteria: Staphylococcus aureus, Bacillus sphaericus, Bacillus megaterium and Gram-negative bacteria: Enterobacter aerogenes.


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