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Molecules 2018, 23(9), 2277; https://doi.org/10.3390/molecules23092277

Novel Phenolic Constituents of Pulmonaria officinalis L. LC-MS/MS Comparison of Spring and Autumn Metabolite Profiles

1
Department of Biochemistry and Crop Quality, Institute of Soil Science and Plant Cultivation—State Research Institute, Czartoryskich 8, 24-100 Puławy, Poland
2
Department of Pharmacognosy with Medicinal Plant Unit, Medical University of Lublin, Chodzki Str.1, 20-093 Lublin, Poland
*
Author to whom correspondence should be addressed.
Received: 30 July 2018 / Revised: 25 August 2018 / Accepted: 4 September 2018 / Published: 6 September 2018
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Abstract

Lungwort (Pulmonaria officinalis L., Boraginaceae) is considered to possess therapeutic properties and it has been traditionally used as a remedy against various lung disorders in many countries. Nevertheless, very few data concerning its phytochemical composition are available. This research aims to provide a detailed description of specialized metabolites from the aerial parts of lungwort. Nine previously undescribed and 36 known phenolic compounds were detected in the 50% methanolic extract. Following multistep preparative procedures, structures of newly discovered compounds were determined using one- and two-dimensional techniques of NMR spectroscopy. Among the identified compounds were caffeic acid esters with aliphatic hydroxycarboxylic acids, conjugates of dicaffeic acid with rosmarinic acid, and previously unknown isomers of isosalvianolic acid A and yunnaneic acid E, as well as other lignans. Concentrations of all identified phenolic derivatives in the investigated herbal material were estimated using a method based on liquid chromatography with high-resolution mass spectrometry detection. Seasonal changes in the concentration of metabolites were also investigated using targeted and untargeted metabolomics techniques. View Full-Text
Keywords: Pulmonaria officinalis; Pulmonariae Herba; lungwort; danshensu/caffeic acid/rosmarinic acid derivatives; HR-QTOF/MS; NMR; CD; seasonal variability; metabolite profiling; multivariate analyses Pulmonaria officinalis; Pulmonariae Herba; lungwort; danshensu/caffeic acid/rosmarinic acid derivatives; HR-QTOF/MS; NMR; CD; seasonal variability; metabolite profiling; multivariate analyses
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Krzyżanowska-Kowalczyk, J.; Pecio, Ł.; Mołdoch, J.; Ludwiczuk, A.; Kowalczyk, M. Novel Phenolic Constituents of Pulmonaria officinalis L. LC-MS/MS Comparison of Spring and Autumn Metabolite Profiles. Molecules 2018, 23, 2277.

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