Synthesis and evaluation of functionalized benzoboroxoles as potential anti-tuberculosis agents. Issue 26 (30th June 2016)

• Record Type: Journal Article
• Authors: Alam, Mohammad A.; Arora, Kriti; Gurrapu, Shirisha; Jonnalagadda, Sravan K.; Nelson, Grady L.; Kiprof, Paul; Jonnalagadda, Subash C.; Mereddy, Venkatram R.
• Is Part Of: Tetrahedron. Volume 72:Issue 26(2016)
• Page Start: 3795
• Page End: 3801
• Publication Date: 2016-06-30
• Subjects: Benzoboroxoles -- Nitrobenzoboroxole -- Aminobenzoboroxole -- Bromoaminobenzoboroxole -- anti-Tuberculosis agents; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2016.03.038
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: Several derivatives of aminobenzoboroxole have been prepared starting from 2-boronobenzaldehyde. All of these derivatives have been evaluated for their anti -mycobacterial activity on Mycobacterium smegmatis and cytotoxicity on breast cancer cell line MCF7. Based on these studies, all the tested molecules have been found to be generally non-toxic and benzoboroxoles with unsubstituted (primary) amines have been found to exhibit good anti -mycobacterial activity. Some of the key compounds have been evaluated for their anti -tubercular activity on Mycobacterium tuberculosis H37Rv using 7H9 and GAST media. 7-Bromo-6-aminobenzoboroxole4 has been identified as the lead candidate compound for further development. Graphical abstract: