New 9-(alkyl/aryl)-4-fluoro-6-oxo[1,2,5]thiadiazolo[3,4-h]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 25a and 25c proved to be very active against Gram positive and Gram negative bacteria with MIC 0.15-3μg/mL. The structure-activity relationship of antibacterial thiadiazoloquinolones shows that compounds 25a and 25c are twice less potent than the corresponding cyclopropyl derivative 16. Therefore, the cyclopropyl moiety on N-9 seems to be the most suitable substituent. © 2014 Informa UK Ltd. All rights reserved.

Design synthesis and antibacterial activity studies of new thiadiazoloquinolone compounds / R. A., Al Qawasmeh; M. M., Abadleh; J. A., Zahra; M. M., El Abadelah; R., Albashiti; Zani, Franca; Incerti, Matteo; Vicini, Paola. - In: JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY. - ISSN 1475-6366. - 29:6(2014), pp. 777-785. [10.3109/14756366.2013.855925]

Design synthesis and antibacterial activity studies of new thiadiazoloquinolone compounds

ZANI, Franca;INCERTI, Matteo;VICINI, Paola
2014-01-01

Abstract

New 9-(alkyl/aryl)-4-fluoro-6-oxo[1,2,5]thiadiazolo[3,4-h]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 25a and 25c proved to be very active against Gram positive and Gram negative bacteria with MIC 0.15-3μg/mL. The structure-activity relationship of antibacterial thiadiazoloquinolones shows that compounds 25a and 25c are twice less potent than the corresponding cyclopropyl derivative 16. Therefore, the cyclopropyl moiety on N-9 seems to be the most suitable substituent. © 2014 Informa UK Ltd. All rights reserved.
2014
Design synthesis and antibacterial activity studies of new thiadiazoloquinolone compounds / R. A., Al Qawasmeh; M. M., Abadleh; J. A., Zahra; M. M., El Abadelah; R., Albashiti; Zani, Franca; Incerti, Matteo; Vicini, Paola. - In: JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY. - ISSN 1475-6366. - 29:6(2014), pp. 777-785. [10.3109/14756366.2013.855925]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11381/2732714
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