synthesis and evaluation of the anti-microbial activity of new heterocycles containing the 1,3,4-thiadiazole moiety合成和评价新杂环化合物的抗菌活动包含1,3,4-thiadiazole一半.pdfVIP

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synthesis and evaluation of the anti-microbial activity of new heterocycles containing the 1,3,4-thiadiazole moiety合成和评价新杂环化合物的抗菌活动包含1,3,4-thiadiazole一半.pdf

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synthesis and evaluation of the anti-microbial activity of new heterocycles containing the 1,3,4-thiadiazole moiety合成和评价新杂环化合物的抗菌活动包含1,3,4-thiadiazole一半

Molecules 2011, 16, 10420-10432; doi:10.3390/molecules161210420 OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis and Evaluation of the Anti-Microbial Activity of New Heterocycles Containing the 1,3,4-Thiadiazole Moiety Thoraya A. Farghaly *, Magda A. Abdallah and Zienab A. Muhammad Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt * Author to whom correspondence should be addressed; E-Mail: thoraya-f@; Tel.: +2-010-674-5618. Received: 25 October 2011; in revised form: 1 December 2011 / Accepted: 5 December 2011 / Published: 15 December 2011 Abstract: A new series of thiadiazole-enaminones 4 were synthesized via reactions of 5-acetyl-1,3,4-thiadiazoles 3 with dimethylformamide-dimethylacetal (DMF-DMA). The simple phenyl substituted thiadiazole-enaminone 4f was used as a synthetic precursor for the preparation of a wide variety of new heterocyclic compounds, including the 5-substituted-1,3,4-thiadiazole derivatives 5, 6, 11, 12 and 13, which were obtained via reactions of 4f with nitrogen nucleophiles. Also, reactions of enaminone 4f with carbon nucleophiles afforded the respective 1,3,4-thiadiazoles 8a–d. In addition, the results of the antimicrobial activities of thiadiazole-enaminones 4 and their precursors 2 and 3 indicate that some members of this series display promising activities against all tested microorganisms. Keywords: antimicrobial activity; enami