New therapeutics are urgently needed to fight tuberculosis and mycobacteria-related diseases that are a major health hazard especially in poor countries. Natural products have been the source of important antitubercular drugs in the past and still need to receive attention as a potent reservoir of chemical structures. Fifteen known and two new (+)-usnic acid (a benzofurandione formerly isolated from lichens) enamines and hydrazones are here described and tested against sensitive and multidrug-resistant strains of mycobacteria. Among several (+)-usnic acid conjugates, PS14 and PS18 showed potent activity against both susceptible and resistant Mycobacterium tuberculosis strains (MIC values of 1–32 and 2–32 mg/L, respectively) comparable with MIC of other antitubercular drugs already in use for tuberculosis treatment.

Synthesis and antimycobacterial activity of (+)-usnic acid conjugates / D. Cirillo, E. Borroni, I. Festoso, D. Monti, S. Romeo, D. Mazier, L. Verotta. - In: ARCHIV DER PHARMAZIE. - ISSN 0365-6233. - 351:12(2018 Dec), pp. e1800177.1-e1800177.9. [10.1002/ardp.201800177]

Synthesis and antimycobacterial activity of (+)-usnic acid conjugates

E. Borroni
Secondo
;
S. Romeo;L. Verotta
Ultimo
2018-12

Abstract

New therapeutics are urgently needed to fight tuberculosis and mycobacteria-related diseases that are a major health hazard especially in poor countries. Natural products have been the source of important antitubercular drugs in the past and still need to receive attention as a potent reservoir of chemical structures. Fifteen known and two new (+)-usnic acid (a benzofurandione formerly isolated from lichens) enamines and hydrazones are here described and tested against sensitive and multidrug-resistant strains of mycobacteria. Among several (+)-usnic acid conjugates, PS14 and PS18 showed potent activity against both susceptible and resistant Mycobacterium tuberculosis strains (MIC values of 1–32 and 2–32 mg/L, respectively) comparable with MIC of other antitubercular drugs already in use for tuberculosis treatment.
(+)-usnic acid; MDR-TB; Mycobacterium tuberculosis; Schiff bases; Drug Discovery;
Settore CHIM/06 - Chimica Organica
Settore CHIM/08 - Chimica Farmaceutica
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/613396
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