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Chemical Composition and Antimicrobial Activity of Volatiles from Degenia velebitica, a European Stenoendemic Plant of the Brassicaceae Family

✍ Scribed by Josip Mastelić; Ivica Blažević; Ivan Kosalec


Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
310 KB
Volume
7
Category
Article
ISSN
1612-1872

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✦ Synopsis


Abstract

Free and glucosidic bound leaf volatiles of Degenia velebitica were isolated and fractionated simultaneously into H~2~O‐soluble, H~2~O‐insoluble, and highly volatile compounds by hydrodistillation–adsorption (HDA) and analyzed by GC/MS. Among the 24 constituents identified, the main compounds obtained by the HDA method were S‐ and/or N‐atom containing compounds, i.e., 6‐(methylsulfanyl)hexanenitrile (10; 26.78%), dimethyl trisulfide (6; 26.35%), 3,4,5‐trimethylpyrazole (17; 13.33%), hex‐5‐enenitrile (2; 10.11%), dimethyl tetrasulfide (8; 4.93%), and pent‐4‐enyl isothiocyanate (7; 4.45%). In addition, O‐glycosidically bound volatiles and free volatiles were isolated by solvent extraction. Sixteen volatile O‐aglycones and twelve free volatile components were identified. The main O‐aglycones were eugenol (19; 24.15%), 2‐methoxy‐4‐vinylphenol (11; 11.50%), and benzyl alcohol (20; 9.49%), and the main free volatiles were (9__Z__,12__Z__)‐octa‐9,12‐dienic acid (38.35%), hexadecanoic acid (22.64%), and phytol (5.80%). The H~2~O‐soluble volatile fraction obtained by HDA, containing mostly glucosinolate degradation products and 3,4,5‐trimethylpyrazole (17), was evaluated for antimicrobial activity by determining inhibition zones with the diffusion method as well as minimal inhibitory concentrations (MIC) and minimal microbicidal concentrations (MMC) with the micro‐dilution method. The fraction expressed activity against the tested Gram‐positive and Gram‐negative bacteria as well as against yeast, with MIC values equal to or lower than 16.7 μg/ml.