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

A Novel Antibacterial Compound from Siegesbeckia glabrescens

1,†, 1,†, 1, 2, 1, 1, 3, 4, 4 and 1,*
Received: 15 August 2012; in revised form: 18 October 2012 / Accepted: 19 October 2012 / Published: 24 October 2012
(This article belongs to the Section Metabolites)
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Abstract: 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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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.

AMA 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(11):12469-12477.

Chicago/Turabian Style

Kim, Young-Soo; Kim, Hyungil; Jung, Eunsun; Kim, Jang-Hyun; Hwang, Wangtaek; Kang, Eun-Ju; Lee, Sanghyun; Ha, Byung-Jo; Lee, Jongsung; Park, Deokhoon. 2012. "A Novel Antibacterial Compound from Siegesbeckia glabrescens." Molecules 17, no. 11: 12469-12477.


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