@Article{jrm.2020.09279,
AUTHOR = {Dragomir Vassilev, Nadezhda Petkova, Yulian Tumbarski, Milena Koleva, Panteley Denev},
TITLE = {Application of the Principles of “Green Chemistry” for the Synthesis of 10-Undecylenic Aliphatic Esters with Antimicrobial Activity},
JOURNAL = {Journal of Renewable Materials},
VOLUME = {8},
YEAR = {2020},
NUMBER = {6},
PAGES = {675--686},
URL = {http://www.techscience.com/jrm/v8n6/39014},
ISSN = {2164-6341},
ABSTRACT = {Undenicylic acid (10:1) is known as an antifungal agent and an active
ingredient of many topical medicines [1–6]. The present research investigates the preparation of aliphatic esters of 10-undecylic acid with butanol and <i>i</i>-amyl alcohol by
the conventional and ultrasound-assisted syntheses as well as the structural elucidation of the resulting compounds, by FTIR and NMR spectroscopy. The antimicrobial
properties of the obtained 10-undecylenic esters were tested against Gram-positive
bacteria (<i>Staphylococcus aureus; Enterococcus faecalis; Listeria monocytogenes</i>),
Gram-negative bacteria (<i>Escherichia coli</i>; <i>Salmonella sp</i>.) and filamentous fungi
(<i>Penicillium</i> sp.; <i>Aspergillus niger</i>; <i>Fusarium moniliforme</i>) using the conventional
agar-well diffusion assay. The results demonstrated that all esters had insignificant
antibacterial activity. <i>i</i>-Amyl-10-undecylenate and t-butyl-10-undecylenate showed
activity against both Gram-positive and Gram-negative bacteria, while <i>i</i>-butyl-10-
undecylenate and <i>n</i>-butyl-10-undecylenate were effective only against Gram-positive
bacteria tested. In contrast, all 10-undecylenic esters demonstrated high antifungal
activity, which was most pronounced in <i>i</i>-Amyl-10-undecylenate. Therefore, the
obtained products can be successfully used as promising antifungal agents for various
pharmaceutical formulations as well as biocontrol means against plant pathogens.},
DOI = {10.32604/jrm.2020.09279}
}