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Synthesis and anti-mycobacterial activities of triazoloquinolones

Carta, Antonio and Palomba, Michele Francesco Luigi and Briguglio, Irene and Corona, Paola and Piras, Sandra and Jabes, Daniela and Guglierame, Paola and Molicotti, Paola and Zanetti, Stefania Anna Lucia (2011) Synthesis and anti-mycobacterial activities of triazoloquinolones. European Journal of Medicinal Chemistry, Vol. 46 (1), p. 320-326. eISSN 1768-3254. Article.

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DOI: 10.1016/j.ejmech.2010.11.020


A number of quinolone derivatives have been reported to possess anti-mycobacterial activity. Generally. Mycobacterium tuberculosis isolates expressing resistance to both isoniazid and rifampin are susceptible to fluoroquinolones. Benzotriazole is a hetero-bicyclic aromatic ring endowed with interesting chemical and biological properties and pharmacological activities. In a preliminary study we have recently reported the activity of triazolo[4,5-h]quinolone-carboxylic acids, a new class of benzotriazole derivatives active against multi-drug resistant M. tuberculosis (MDR-Mtb). In this study we confirm that this novel class of quinolones is endowed with a selective anti-mycobacterial activity, coupled with absence of cytotoxicity.
The SAR analysis of the new derivatives in comparison with the previous series shows that the methyl group is the most effective substituent in both N-3 and N-9 positions of the ring system.

Item Type:Article
ID Code:5466
Uncontrolled Keywords:Triazoloquinolones, Benzotriazolo, M. tuberculosis, anti-mycobacterial activity
Subjects:Area 06 - Scienze mediche > MED/07 Microbiologia e microbiologia clinica
Area 03 - Scienze chimiche > CHIM/08 Chimica farmaceutica
Divisions:001 Università di Sassari > 01 Dipartimenti > Scienze biomediche
001 Università di Sassari > 01 Dipartimenti > Farmaco, chimico, tossicologico
Publisher:Elsevier Masson
Copyright Holders:© 2010 Elsevier Masson
Deposited On:21 Feb 2011 09:30

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