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KMID : 1059520130570020234
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Journal of the Korean Chemical Society
2013 Volume.57 No. 2 p.234 ~ p.240
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Synthesis and Anti Bacterial and Anti-ulcer Evaluation of New S-mannich Bases of 4,6-diaryl-3,4-dihydropyrimidin-2(1H)-thiones
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Kodhati Venkateshwarlu
Vanga Malla Reddy
Yellu Narsimha Reddy
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Abstract
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The synthesis of title compounds were accomplished by synthetic sequence shown in Scheme 1. Chalcones on cyclocondensation with thiourea in ethanol and potassium hydroxide under reflux yielded the respective dihydropyramidin- 2(1H)-thiones. Each of the dihydropyrimidin thiones was, then subjected to the Mannich condensation in alkaline medium using three different secondary amines, viz., dimethylamine, diethylamine and morpholine to obtain a new series of S-Mannich bases. All the synthesised compounds (C1-C15) were evaluated for their antiulcer and antibacterial activities. Compounds C4, C5, C6, C14 and C15 exhibited relatively more potent antiulcer activity but not comparable to the standard; Omeprazole, while C1, C2, C3 and C13 were moderate in activity at 100 mg/kg p.o. All the compounds (C1-C15) showed mild to moderate activity against both Gram-positive (S.aureus, L.delbrueckii) and Gram-negative (P.vulgaris, E.coli) bacteria. Amongst the compounds tested, only C6, C9, C12 and C15 were found to be potent.
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KEYWORD
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4, 6-diaryl-3,4-dihydropyramidin-2(1H)-thiones, Anti-ulcer activity, Antibacterial activity
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