The Abyssomicin C family as in vitro inhibitors of Mycobacterium tuberculosis

Joel S. Freundlich; Mallikarjun Lalgondar; Jun Rong Wei; Stephanie Swanson; Erik J. Sorensen; Eric J. Rubin; James C. Sacchettini

doi:10.1016/j.tube.2010.08.002

The Abyssomicin C family as in vitro inhibitors of Mycobacterium tuberculosis

Joel S. Freundlich, Mallikarjun Lalgondar, Jun Rong Wei, Stephanie Swanson, Erik J. Sorensen, Eric J. Rubin, James C. Sacchettini

Chemistry

Research output: Contribution to journal › Article

33 Scopus citations

Abstract

The antimycobacterial efficacy of the abyssomicin C family of natural products, in addition to a key synthetic intermediate, has been investigated given their reported inhibition of Bacillus subtilis p-aminobenzoate biosynthesis. The naturally occurring (-)-abyssomicin C and its atropisomer were found to exhibit low micromolar growth inhibition against the relatively fast-growing and non-virulent Mycobacterium smegmatis and the vaccine strain Mycobacterium bovis BCG, while their antipodes were slightly less active. (-)-Abyssomicin C and its atropisomer were particularly efficacious against Mycobacterium tuberculosis H37Rv, exhibiting MIC values of 3.6 and 7.2 μM, respectively. More specifically, (-)-abyssomicin C was bactericidal. This complex natural product and its analogs, thus, hold promise as chemical tools in the study of M. tuberculosis metabolism.

Original language	English (US)
Pages (from-to)	298-300
Number of pages	3
Journal	Tuberculosis
Volume	90
Issue number	5
DOIs	https://doi.org/10.1016/j.tube.2010.08.002
State	Published - Sep 2010

All Science Journal Classification (ASJC) codes

Microbiology
Immunology
Microbiology (medical)
Infectious Diseases

Keywords

Abyssomicin
Mycobacterium tuberculosis
p-Aminobenzoate metabolism

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Freundlich, J. S., Lalgondar, M., Wei, J. R., Swanson, S., Sorensen, E. J., Rubin, E. J., & Sacchettini, J. C. (2010). The Abyssomicin C family as in vitro inhibitors of Mycobacterium tuberculosis. Tuberculosis, 90(5), 298-300. https://doi.org/10.1016/j.tube.2010.08.002

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abstract = "The antimycobacterial efficacy of the abyssomicin C family of natural products, in addition to a key synthetic intermediate, has been investigated given their reported inhibition of Bacillus subtilis p-aminobenzoate biosynthesis. The naturally occurring (-)-abyssomicin C and its atropisomer were found to exhibit low micromolar growth inhibition against the relatively fast-growing and non-virulent Mycobacterium smegmatis and the vaccine strain Mycobacterium bovis BCG, while their antipodes were slightly less active. (-)-Abyssomicin C and its atropisomer were particularly efficacious against Mycobacterium tuberculosis H37Rv, exhibiting MIC values of 3.6 and 7.2 μM, respectively. More specifically, (-)-abyssomicin C was bactericidal. This complex natural product and its analogs, thus, hold promise as chemical tools in the study of M. tuberculosis metabolism.",

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AU - Freundlich, Joel S.

AU - Lalgondar, Mallikarjun

AU - Wei, Jun Rong

AU - Swanson, Stephanie

AU - Sorensen, Erik J.

AU - Rubin, Eric J.

AU - Sacchettini, James C.

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