Technologies Licenciables / Liste des technologies licenciables
Licensing opportunity DI 04/109 and 05/46

Pyranodibenzofuran derivatives with antifungal and bacterial activity

Inventors: Stewart COLE et al.

Description of invention: 

The increase in tuberculosis incidence and the spread of multidrug resistant Mycobacterium tuberculosis strains make the design of improved treatment of utmost importance. With the aim of identifying a new class of inhibitors, which would shorten the current chemotherapy, a series of structures based on two naturally occurring antimicrobial agents, 2,2-dimethy [1] benzopyran and dibenzofuran-bearing phytoalexins was designed. Here, we report the preparation and biological studies of 3,3-dimethyl-3H-benzofuro [3,2,f] [1]-benzopyran as a lead with promising activity against tuberculosis. Exploratory biological studies demonstrated a good level of activity of the pyranodibenzofuran compound even on drug-resistant mycobacterial strains. The absence of acute cytotoxicity as well as its lack of effect on the growth on various bacterial strains further established its originality with a specific effect on mycobacteria and closely related strains. 

Potential applications

Treatment and prophylaxis of tuberculosis and leprosy and other mycobacterial diseases such as Buruli ulcer, Crohn’s disease, Johne’s disease and disseminated infections with Mycobacterium avium.

Patent Status: 

European patent application filed on October 3rd, 2005 (EP 052920485).
A corresponding PCT patent application filed on October 3rd, 2006 (PCT / EP2006 / 067004)

 Pyranodibenzofurans : a new series of antimycobacterial compounds
S. Prado, H. Ledeit, S. Michel, F. Tillequin, M. Koch, S. Cole, P. Brodin. 2006. Benzofuro[3,2-f]. Bioorg Med Chem 14:5423-5428.
 Synthesis and antimycobacterial evaluation of benzofurobenzopyran analogues.
Prado, S., Y. L. Janin, B. Saint-Joanis, V. Huteau, P. Brodin, S. Michel, M. Koch, S.T. Cole, F. Tillequin, and P.-E. Bost. Bioorg Med Chem, 2006 Dec 12.

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