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evernia_prunastri_l._arch

Evernia prunastri (L.) Ach. - Parmeliaceae - oakmoss, Eichenmoos, Pflaumenflechte

„… a species of lichen … can be found in many mountainous temperate forests throughout the Northern Hemisphere, including parts of France, Portugal, Spain, North America, and much of Central Europe. Oakmoss grows primarily on the trunk and branches of oak trees, but is also commonly found on the bark of other deciduous trees and conifers such as fir and pine… its fragrant compounds are extracted as oakmoss absolutes and extracts. These raw materials are often used as perfume fixatives and form the base notes of many fragrances.“ http://en.wikipedia.org/wiki/Evernia_prunastri

„Oakmoss extracts possess an intense mossy-woody odor of some humid tonality, with distinct phenolic, smoky, and animalic side-notes… Orcinol 3, the mono-methyl ether of orcin, which has a woody, mossy, phenolic scent, constitutes the main part of the oakmoss complex… Most important for the typical odor character of oakmoss extracts are, however, the 2-methyl derivatives of orcin, namely 3-methoxy-2,5-dimethylphenol and Evernyl (methyl 2,4-dihydroxy-3,6-dimethylbenzoate)…“
[Scent and Chemistry, Günther Ohloff, Wilhelm Pickenhagen, Philip Kraft, Wiley-VCH, 2012, 317-321]


3-methoxy-5-methylphenol
(Orcinyl 3, R=H)
3-methoxy-2,5-dimethylphenol (R=Me)

Evernyl
(methyl-β-orcinol carboxylate, veramoss, verymoss)

„…oak moss absolute, prepared from the lichen Evernia prunastri (L.) Arch., is considered a major contact sensitizer and is therefore included in the fragrance mix used for diagnosing perfume allergy… results showed that atranol and chloroatranol, formed by transesterification and decarboxylation of the lichen depsides, atranorin and chloroatranorin, during the preparation of oak moss absolute, are strong elicitants in most patients sensitized to oak moss. Methyl-β-orcinol carboxylate, a depside degradation product and the most important monoaryl derivative of oak moss from an olfactory standpoint, was also found to elicit a reaction in most patients.“
[Contact allergy to oak moss: search for sensitizing molecules using combined bioassay-guided chemical fractionation, GC-MS, and structure-activity relationship analysis. Guillaume Bernard, Elena Giménez-Arnau, Suresh Chandra Rastogi, Siri Heydorn, Jeanne Duus Johansen, Torkil Menné, An Goossens, Klaus Andersen, Jean-Pierre Lepoittevin, Archives of Dermatological Research, 2003, Vol. 295 (6), 229-235]

1024px-evernia_prunastri_on_prunus_cerasifera.jpg
Evernia prunastri on Prunus cerasifera CC BY-SA 3.0, Author: la la means I love you Wikimedia Commons

evernia_prunastri_l._arch.txt · Zuletzt geändert: 2017/03/22 12:12 von andreas