Synthesis and evaluation of functionalized benzoboroxoles as potential anti-tuberculosis agents Dedicated to Professor Neil K. Garg on the occasion of his receipt of the Tetrahedron Young Investigator Award

Mohammad A. Alam; Kriti Arora; Shirisha Gurrapu; Sravan K. Jonnalagadda; Grady L. Nelson; Paul Kiprof; Subash C. Jonnalagadda; Venkatram R Mereddy

doi:10.1016/j.tet.2016.03.038

Synthesis and evaluation of functionalized benzoboroxoles as potential anti-tuberculosis agents Dedicated to Professor Neil K. Garg on the occasion of his receipt of the Tetrahedron Young Investigator Award

Mohammad A. Alam, Kriti Arora, Shirisha Gurrapu, Sravan K. Jonnalagadda, Grady L. Nelson, Paul Kiprof, Subash C. Jonnalagadda, Venkatram R Mereddy

Research output: Contribution to journal › Article › peer-review

24 Scopus citations

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-aminobenzoboroxole 4 has been identified as the lead candidate compound for further development.

Original language	English (US)
Pages (from-to)	3795-3801
Number of pages	7
Journal	Tetrahedron
Volume	72
Issue number	26
DOIs	https://doi.org/10.1016/j.tet.2016.03.038
State	Published - Jun 30 2016

Bibliographical note

Funding Information:
The work was funded, in part by the Intramural Research Program at NIAID, National Institutes of Health . We thank Dr. Clifton E. Barry and Dr. Helena Boshoff (NIAID, NIH) for their guidance with the study. We thank Dr. John Dahl, Department of Biology, University of Minnesota Duluth for kindly providing Mycobacterium smegmatis culture. We thank the Departments of Chemistry and Biochemistry at Rowan University and University of Minnesota Duluth as well as the Integrated Biosciences Program.

Publisher Copyright:
© 2016 Elsevier Ltd.

Keywords

Aminobenzoboroxole
Benzoboroxoles
Bromoaminobenzoboroxole
Nitrobenzoboroxole
anti-Tuberculosis agents

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Publisher link

10.1016/j.tet.2016.03.038

http://europepmc.org/articles/pmc5021310

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Alam, M. A., Arora, K., Gurrapu, S., Jonnalagadda, S. K., Nelson, G. L., Kiprof, P., Jonnalagadda, S. C., & Mereddy, V. R. (2016). Synthesis and evaluation of functionalized benzoboroxoles as potential anti-tuberculosis agents Dedicated to Professor Neil K. Garg on the occasion of his receipt of the Tetrahedron Young Investigator Award. Tetrahedron, 72(26), 3795-3801. https://doi.org/10.1016/j.tet.2016.03.038

Synthesis and evaluation of functionalized benzoboroxoles as potential anti-tuberculosis agents Dedicated to Professor Neil K. Garg on the occasion of his receipt of the Tetrahedron Young Investigator Award. / Alam, Mohammad A.; Arora, Kriti; Gurrapu, Shirisha et al.
In: Tetrahedron, Vol. 72, No. 26, 30.06.2016, p. 3795-3801.

Research output: Contribution to journal › Article › peer-review

Alam, MA, Arora, K, Gurrapu, S, Jonnalagadda, SK, Nelson, GL, Kiprof, P, Jonnalagadda, SC & Mereddy, VR 2016, 'Synthesis and evaluation of functionalized benzoboroxoles as potential anti-tuberculosis agents Dedicated to Professor Neil K. Garg on the occasion of his receipt of the Tetrahedron Young Investigator Award', Tetrahedron, vol. 72, no. 26, pp. 3795-3801. https://doi.org/10.1016/j.tet.2016.03.038

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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-aminobenzoboroxole 4 has been identified as the lead candidate compound for further development.",

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Synthesis and evaluation of functionalized benzoboroxoles as potential anti-tuberculosis agents Dedicated to Professor Neil K. Garg on the occasion of his receipt of the Tetrahedron Young Investigator Award

Abstract

Bibliographical note

Keywords

UN SDGs

Publisher link

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