Tracking and identification of antibacterial components in the essential oil of Tanacetum vulgare L. by the combination of high-performance thin-layer chromatography with direct bioautography and mass spectrometry

• Published in: Journal of Chromatography A Vol. 1422; pp. 310 - 317
• Main Authors: Móricz, Ágnes M., Häbe, Tim T., Böszörményi, Andrea, Ott, Péter G., Morlock, Gertrud E.
• Format: Journal Article
• Language: English
• Published: Netherlands Elsevier B.V 27-11-2015
• Subjects: Anti-Bacterial Agents - analysis; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; Bacteria - drug effects; Bridged Bicyclo Compounds - isolation & purification; Bridged Bicyclo Compounds - pharmacology; Chromatography, Thin Layer; Chrysanthenol; Chrysanthenyl acetate; HPTLC-DART-MS; HPTLC-direct bioautography; Mass Spectrometry; Monoterpenes - isolation & purification; Monoterpenes - pharmacology; Oils, Volatile - chemistry; Plant Extracts - chemistry; SPME-GC-EI-MS; Tanacetum - chemistry; Tansy (Tanacetum vulgare L.) essential oil; Chrysanthenol; Chrysanthenyl acetate; HPTLC-DART-MS; HPTLC-direct bioautography; Tansy (Tanacetum vulgare L.) essential oil; SPME-GC-EI-MS
• ISSN: 0021-9673; 1873-3778
• DOI: 10.1016/j.chroma.2015.10.010

•Bioactivity profiling of two tansy (Tanacetum vulgare L.) essential oils.•First direct bioautography (DB) using potato and tomato pathogen Ralstonia solanacearum.•HPTLC-DB using B. subtilis, X. euvesicatoria, P. maculicola and A. fischeri.•Coupling to MS for identification of antibacterial tansy essential oil components.•HPTLC-Direct Analysis in Real Time (DART)-MS vs. SPME-GC-EI-MS.•Bioactive components are cis-/trans-chrysanthenol and trans-chrysanthenyl acetate.
Two tansy (Tanacetum vulgare L.) essential oils were obtained by steam distillation of the capitula with subsequent liquid–liquid extraction (oil 1) or with use of an auxiliary phase for the trapping of the steam components (oil 2). These oils were investigated against Bacillus subtilis F1276, B. subtilis spizizenii (DSM 618), Xanthomonas euvesicatoria, Pseudomonas syringae pv. maculicola, Ralstonia solanacearum strain GMI1000 and Aliivibrio fischeri, using the coupling of high-performance thin-layer chromatography to direct bioautography (HPTLC-DB). Using this method with the potato and tomato pathogen R. solanacearum is shown for the first time. Due to the advanced extraction process, oil 2 was richer in components and provided more inhibition zones. The main bioactive components were identified by scanning HPTLC-Direct Analysis in Real Time mass spectrometry (HPTLC-DART-MS) and solid-phase microextraction gas chromatography electron impact MS (SPME-GC-EI-MS) as cis- and trans-chrysanthenol as well as trans-chrysanthenyl acetate. cis-Chrysanthenol exhibited antibacterial effects against all tested bacteria, whereas trans-chrysanthenol inhibited B. subtilis, R. solanacearum and A. fischeri. trans-Chrysanthenyl acetate was an inhibitor for X. euvesicatoria, R. solanacearum and A. fischeri. Although HPTLC-DART-MS resulted in a comparable fragmentation, the ionization characteristics and the recorded mass spectra clearly showed that DART is a softer ionization technique than EI. It is also more affected by ambient conditions and thus prone to additional oxidation products.