Hedge mustard (Sisymbrium officinale): chemical diversity of volatiles and their antimicrobial activity.
Volatile compounds of hedge mustard (Sysimbrium officinale) have been investigated for the first time. Forthy-two compounds were identified after hydrodistillation (without or upon autolysis) after gas chromatography and gas chromatography/mass spectrometry analyses. In addition, after decoction and hydrolysis of O-glycosides, 18 volatile O-aglycones were identified. In general, the main volatiles found in hydrodistillates were: isopropyl isothiocyanate (27.6-48.9%), 2-methylpropanenitrile (0.5-18.8%), (Z)-hex-3-en-1-ol (0.5-18.0%), sec-butyl isothiocyanate (4.9-9.4%), (E)-hex-2-enal (3.5-8.6%), (Z)-hex-2-en-1-ol (0.3-8.4%), octanoic (0.5-8.6%) and dodecanoic acid (0-5.0%), 2-methylbutanenitrile (0-4.6%), dibutyl phthalate (0-4.5%), and ethyl linolenate (0-3.6%). The main volatile O-aglycones were: 2-phenylethyl alcohol (21.5%), 6,7-dehydro-7,8-dihydro-3-oxo-alpha-ionol (9.3%), eugenol (8.3%), benzyl alcohol (7.0%), ethyl vanillate (5.2%), 6-(tert-butyl)-5-methylphenol (5.1%), vanillin acetone (4.7%), ethyl 4-hydroxybenzoate (4.3%), and 2-hydroxy-beta-ionone (3.8%). All hydrodistillates exhibited great potential of antibacterial activity against five Gram-positive bacteria, nine ampicillin-resistant Gram-negative bacteria, and four fungi at a concentration of 500 microg/ml using the disc diffusion method.
Blazević
Ivica
I
Department of Organic Chemistry, Faculty of Chemistry and Technology, University of Split, N. Tesle 10/V, HR-21000 Split. ivica.blazevic@ktf-split.hr
Radonić
Ani
A
Mastelić
Josip
J
Zekić
Marina
M
Skocibusić
Mirjana
M
Maravić
Ana
A
D000890:Anti-Infective Agents / Q000737:chemistry* / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D005658:Fungi / Q000187:drug effects; D008401:Gas Chromatography-Mass Spectrometry; D008956:Models, Chemical; D009149:Mustard Plant / Q000737:chemistry*; D009822:Oils, Volatile / Q000737:chemistry* / Q000494:pharmacology
D000890:Anti-Infective Agents; D009822:Oils, Volatile