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.
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.
Plant Protection Institute, Centre for Agricultural Research, Hungarian Academy of Sciences, Herman O. Str. 15, 1022 Budapest, Hungary. Electronic address: moricz.agnes@agrar.mta.hu.
Ágnes M
ÁM
Móricz
Interdisciplinary Research Center (IFZ) and Institute of Nutritional Science, Chair of Food Science, Justus Liebig University Giessen, Heinrich-Buff-Ring 26-32, 35392 Giessen, Germany.
Tim T
TT
Häbe
Department of Pharmacognosy, Faculty of Pharmacy, Semmelweis University, Üllői Str. 26, 1085 Budapest, Hungary.
Andrea
A
Böszörményi
Plant Protection Institute, Centre for Agricultural Research, Hungarian Academy of Sciences, Herman O. Str. 15, 1022 Budapest, Hungary.
Péter G
PG
Ott
Interdisciplinary Research Center (IFZ) and Institute of Nutritional Science, Chair of Food Science, Justus Liebig University Giessen, Heinrich-Buff-Ring 26-32, 35392 Giessen, Germany.
Gertrud E
GE
Morlock
D000900:Anti-Bacterial Agents / Q000032:analysis / Q000302:isolation & purification / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D001643:Bridged Bicyclo Compounds / Q000302:isolation & purification / Q000494:pharmacology; D002855:Chromatography, Thin Layer; D013058:Mass Spectrometry; D039821:Monoterpenes / Q000302:isolation & purification / Q000494:pharmacology; D009822:Oils, Volatile / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry*; D031203:Tanacetum / Q000737:chemistry*
D000900:Anti-Bacterial Agents; D001643:Bridged Bicyclo Compounds; D039821:Monoterpenes; D009822:Oils, Volatile; D010936:Plant Extracts; C059209:chrysanthenyl acetate
Chrysanthenol; Chrysanthenyl acetate; HPTLC-DART-MS; HPTLC-direct bioautography; SPME-GC-EI-MS; Tansy (Tanacetum vulgare L.) essential oil