Format

Send to

Choose Destination
Food Sci Biotechnol. 2018 Mar 15;27(2):401-409. doi: 10.1007/s10068-018-0353-x. eCollection 2018 Apr.

Hydrophilic and lipophilic characteristics of non-fatty acid moieties: significant factors affecting antibacterial activity of lauric acid esters.

Author information

1
1Department of Food Science and Biotechnology, Wonkwang University, Iksan, 54538 Republic of Korea.
2
2Department of Agricultural Biotechnology, Seoul National University, Seoul, 08826 Republic of Korea.
3
3Center for Food and Bioconvergence, Seoul National University, Seoul, 08826 Republic of Korea.
4
4Institute of Advanced Machinery and Design, School of Mechanical and Aerospace Engineering, Seoul National University, Seoul, 08826 Republic of Korea.
5
5Research Institute of Agriculture and Life Sciences, Seoul National University, Seoul, 08826 Republic of Korea.

Abstract

It has been proposed that the hydrophilic and/or lipophilic characteristics of fatty acid derivatives affect their antibacterial activities according to their ability to incorporate into the bacterial cell membrane. To verify this hypothesis, six kinds of lauric acid derivatives esterified with different non-fatty acid moieties were selected to confirm whether antibacterial activity from their precursor (i.e., lauric acid) is retained or lost. Three compounds, monolaurin, sucrose laurate, and erythorbyl laurate, exerted bacteriostatic and bactericidal effects against Gram-positive bacteria, while the others showed no inhibitory activity. Interestingly, the calculated log P (octanol-water partition coefficient) values of monolaurin, sucrose laurate, and erythorbyl laurate were - 4.122, - 0.686, and 3.670, respectively, relatively lower than those of the other compounds without antibacterial activity. Moreover, the hydrophilic-lipophilic balance values of the three compounds with antibacterial activity were higher than those of the other compounds, corresponding to the log P result.

KEYWORDS:

Antibacterial activity; Hydrophilic-lipophilic balance; Lauric acid esters; Non-fatty acid moiety; Octanol–water partition coefficient

Conflict of interest statement

Compliance with ethical standardsThe authors declare that they have no conflict of interest.

Supplemental Content

Full text links

Icon for PubMed Central
Loading ...
Support Center