Synthesis and antimycobacterial evaluation of benzofurobenzopyran analogues.

Soizic Prado (1) , Yves L Janin (1) , Brigitte Saint-Joanis (2) , Priscille Brodin (2) , Sylvie Michel (3) , Michel Koch (3) , Stewart T Cole (2) , François Tillequin (3) , Pierre-Etienne Bost (1)

1 Chimie Organique
2 Génétique Moléculaire Bactérienne
3 UMR 8638 - Equipe Pharmacognosie

We recently reported that 3,3-dimethyl-3H-benzofuro[3,2,f][1]-benzopyran and its hydrogenated analogue are selective in vitro inhibitors of mycobacterial growth. However, their lack of in vivo activity on a murine model of Mycobacterium tuberculosis infection due to their poor bioavailability led to a structure-activity relationship investigation. We wish to report here the preparation of some structural analogues along with their biological effect on the growth of Mycobacterium smegmatis, M. tuberculosis, as well as on VERO cells for the most active compound.

Domains: Life Sciences [q-bio]; Other [q-bio.OT]; Chemical Sciences; Medicinal Chemistry

Soizic Prado, Yves L Janin, Brigitte Saint-Joanis, Priscille Brodin, Sylvie Michel, et al.. Synthesis and antimycobacterial evaluation of benzofurobenzopyran analogues.: Synthesis and antimycobacterial evaluation of benzofurobenzopyran analogues.. Bioorganic and Medicinal Chemistry, 2007, 15 (5), pp.2177-86. ⟨10.1016/j.bmc.2006.12.009⟩. ⟨pasteur-00166360⟩