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Molecules 2012, 17(11), 12469-12477; doi:10.3390/molecules171112469

A Novel Antibacterial Compound from Siegesbeckia glabrescens

Biospectrum Life Science Institute, Eines Platz 11th FL, #442-13 Sangdaewon Dong, Seongnam City, Gyunggi Do 462-120, Korea
Dermiskin, 44-9 Chongho Ri, Jinwi Myeon, Pyeongtaek City, Gyunggi Do 451-862, Korea
Department of Integrative Plant Science, Chung-Ang University, Anseong City, Gyunggi Do 456-756, Korea
Department of Dermatological Health Management, EulJi University, Seongnam City, Gyunggi Do 461-713, Korea
These authors contributed equally to this work.
Author to whom correspondence should be addressed.
Received: 15 August 2012 / Revised: 18 October 2012 / Accepted: 19 October 2012 / Published: 24 October 2012
(This article belongs to the Section Natural Products)
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The crude methanol extract of the dried aerial parts of Siegesbeckia glabrescens (Compositae) showed antibacterial activity against the foodborne pathogen Staphylococcus aureus. Bioactivity-guided separation led to the isolation of 3-(dodecanoyloxy)-2-(isobutyryloxy)-4-methylpentanoic acid from nature for the first time. The structure was determined by spectroscopic data analysis (UV, MS, and NMR). The minimal inhibitory concentration (MIC) of 3-(dodecanoyloxy)-2-(isobutyryloxy)-4-methylpentanoic acid against S. aureus was found to be 3.12 μg/mL. In addition, in a further antimicrobial activity assay against Gram-positive (B. subtilis, E. faecalis, P. acnes, S. epidermidis, S. schleiferi subsp. coagulans, S. agalactiae and S. pyrogens), and Gram-negative bacteria (E. coli and P. aeruginosa), and yeast strains (C. alibicans and F. neoformans), the antimicrobial activity of the compound was found to be specific for Gram-positive bacteria. The MIC values of the compound for Gram-positive bacteria ranged from 3.12 to 25 mg/mL. Furthermore, it was found that the 2-(isobutyryloxy)-4-methylpentanoic acid substituent may operate as a key factor in the antibacterial activity of the compound, together with the laurate group.
Keywords: antibacterial activity; 3-(dodecanoyloxy)-2-(isobutyryloxy)-4-methylpentanoic acid; lauric acid; Siegesbeckia glabrescens antibacterial activity; 3-(dodecanoyloxy)-2-(isobutyryloxy)-4-methylpentanoic acid; lauric acid; Siegesbeckia glabrescens
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Kim, Y.-S.; Kim, H.; Jung, E.; Kim, J.-H.; Hwang, W.; Kang, E.-J.; Lee, S.; Ha, B.-J.; Lee, J.; Park, D. A Novel Antibacterial Compound from Siegesbeckia glabrescens. Molecules 2012, 17, 12469-12477.

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