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In the present work, analytical methods to allow a chemotaxonomic differentiation of <jats:italic>M. annua<\/jats:italic> and <jats:italic>M. perennis<\/jats:italic> by means of chemical marker compounds were established. In addition to previously published compounds, the exclusive presence of pyridine\u20103\u2010carbonitrile and nicotinamide in CH<jats:sub>2<\/jats:sub>Cl<jats:sub>2<\/jats:sub> extracts obtained from the herbal parts of <jats:italic>M. annua<\/jats:italic> was demonstrated by GC\/MS. Notably, pyridine\u20103\u2010carbonitrile was identified for the first time as a natural product. Further chromatographic separation of the CH<jats:sub>2<\/jats:sub>Cl<jats:sub>2<\/jats:sub> extracts <jats:italic>via<\/jats:italic> polyamide yielded a MeOH fraction exhibiting a broad spectrum of side\u2010chain saturated <jats:italic>n\u2010<\/jats:italic>alkylresorcinols. While the <jats:italic>n\u2010<\/jats:italic>alkylresorcinol pattern was similar for both plant species, some specific differences were observed for particular <jats:italic>n\u2010<\/jats:italic>alkylresorcinol homologs. Finally, the investigation of H<jats:sub>2<\/jats:sub>O extracts by LC\/MS\/MS revealed the presence of depside constituents. Whereas, in <jats:italic>M. perennis<\/jats:italic>, a mixture of mercurialis acid (=(2<jats:italic>R<\/jats:italic>)\u2010[(<jats:italic>E<\/jats:italic>)\u2010caffeoyl]\u20102\u2010oxoglutarate) and phaselic acid (=(<jats:italic>E<\/jats:italic>)\u2010caffeoyl\u20102\u2010malate) could be detected, in <jats:italic>M. annua<\/jats:italic> solely phaselic acid was found. By comparison with synthesized enantiomerically pure (2<jats:italic>R<\/jats:italic>)\u2010 and (2<jats:italic>S<\/jats:italic>)\u2010phaselic acids, the configuration of the depside could be determined as (2<jats:italic>S<\/jats:italic>) in <jats:italic>M. annua<\/jats:italic> and as (2<jats:italic>R<\/jats:italic>) in <jats:italic>M. perennis.<\/jats:italic><\/jats:p>","DOI":"10.1002\/cbdv.201100341","type":"journal-article","created":{"date-parts":[[2012,2,16]],"date-time":"2012-02-16T12:49:24Z","timestamp":1329396564000},"page":"282-297","source":"Crossref","is-referenced-by-count":16,"title":["An Approach to the Chemotaxonomic Differentiation of Two European Dog's Mercury Species: <i>Mercurialis annua<\/i> L. and <i>M. perennis<\/i> L."],"prefix":"10.1002","volume":"9","author":[{"given":"Peter","family":"Lorenz","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sarina","family":"Duckstein","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"J\u00fcrgen","family":"Conrad","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Matthias","family":"Kn\u00f6dler","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ulrich","family":"Meyer","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Florian C.","family":"Stintzing","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2012,2,16]]},"reference":[{"key":"e_1_2_1_1_2","unstructured":"D.Frohne U.Jensen \u2018Systematik des Pflanzenreichs\u2019 4th edn. 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