Metabolomic fingerprinting of primed tobacco cells provide the first evidence for the biological origin of cis-chlorogenic acid
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Previous studies suggest that only trans-isomers of chlorogenic acid (CGA) are naturally produced. Cis-isomers have been noted in some plant tissues exposed to different mechanical processes as well as untreated tobacco leaves exposed to sunlight. Very little, however, is known about the biological significance and origin of cis-isomers. Here we show for the first time the accumulation of cis-5-caffeoylquinic acid in cultured tobacco cells treated with different inducers of plant defence (lipopolysaccharides, flagellin peptide-22, chitosan, acibenzolar-S-methyl and isonitrosoacetophenone), without exposure to UV light and with a 2-fold (on average) increase in the concentration of the pool in comparison to non-stimulated cells. Our UHPLC–Q-TOF-MS and multivariate statistical results suggest the presence of a possible biological pathway responsible for the production of cis-CGAs in tobacco plants.
KeywordsCis-5-caffeoylquinic acid Chlorogenic acids Natural products Phytoanticipins Plants Secondary metabolism Tobacco cells
This work was supported in part by the South African National Research Foundation (NRF) and the University of Johannesburg.
- Fu Q, Wang H, Lan Y, Li S, Hashi Y, Chen S (2014) High-throughput and sensitive screening of compounds with deoxyribonucleic acid-binding activity by a high-performance liquid chromatography–tandem mass spectrometry–fluorescence detection technique using palmatine as a fluorescence probe. J Chromatogr A 1323:123–134PubMedCrossRefGoogle Scholar
- Xie C, Yu K, Zhong D, Yuan T, Ye F, Jarrell JA, Millar A, Chen X (2011) Investigation of isomeric transformations of chlorogenic acid in buffers and biological matrixes by ultraperformance liquid chromatography coupled with hybrid quadrupole/ion mobility/orthogonal acceleration time-of-flight mass spectrometry. J Agric Food Chem 59:11078–11087PubMedCrossRefGoogle Scholar