Design synthesis and antibacterial activity studies of new thiadiazoloquinolone compounds. (December 2014)

• Record Type: Journal Article
• Authors: Al-Qawasmeh, Raed A.; Abadleh, Mohammed M.; Zahra, Jalal A.; El-Abadelah, Mustafa M.; Albashiti, Rabab; Zani, Franca; Incerti, Matteo; Vicini, Paola
• Is Part Of: Journal of enzyme inhibition and medicinal chemistry. Volume 29:Number 6(2014:Dec.)
• Page Start: 777
• Page End: 785
• Publication Date: 2014-12
• Subjects: Enzyme inhibitors -- Periodicals; Enzyme Inhibitors -- periodicals; Biochemistry -- periodicals; 572.7
• DOI: 10.3109/14756366.2013.855925
• Languages: English
• ISSNs: 1475-6366

Abstract

<abstract> <title>Abstract</title> <p>New 9-(alkyl/aryl)-4-fluoro-6-oxo[1, 2, 5]thiadiazolo[3, 4-<italic>h</italic>]quinoline-5-carboxylic acids and their esters were designed and synthesized. A detailed discussion of the reactions utilized in the preparation of the intermediate and target compounds is reported. All the newly synthesized compounds were fully characterized using all the physico-chemical means needed. All the intermediates and the final esters and acids were tested against bacterial and fungal strains. The acids <bold>25a</bold> and <bold>25c</bold> proved to be very active against Gram positive and Gram negative bacteria with MIC 0.15–3 µg/mL. The structure–activity relationship of antibacterial thiadiazoloquinolones shows that compounds <bold>25a</bold> and <bold>25c</bold> are twice less potent than the corresponding cyclopropyl derivative <bold>16</bold>. Therefore, the cyclopropyl moiety on <italic>N</italic>-9 seems to be the most suitable substituent.</p> </abstract>