Structure and Chemical Analysis of Major Specialized Metabolites Produced by the Lichen Evernia prunastri.
Evernia prunastri
crystalline structure
evernic acid
lichen specialized metabolites
profiling specialized metabolites
Journal
Chemistry & biodiversity
ISSN: 1612-1880
Titre abrégé: Chem Biodivers
Pays: Switzerland
ID NLM: 101197449
Informations de publication
Date de publication:
Jan 2020
Jan 2020
Historique:
received:
27
08
2019
accepted:
21
10
2019
pubmed:
9
11
2019
medline:
20
2
2020
entrez:
9
11
2019
Statut:
ppublish
Résumé
We performed comparative profiling of four specialized metabolites in the lichen Evernia prunastri, collected at three different geographic locations, California and Maine, USA, and Yoshkar Ola, Mari El, Russia. Among the compounds produced at high concentrations that were identified in all three specimens, evernic acid, usnic acid, lecanoric acid and chloroatranorin, evernic acid was the most abundant. Two depsidones, salazinic acid and physodic acid, were detected in the Yoshkar-Ola collection only. The crystalline structure of evernic acid (2-hydroxy-4-[(2-hydroxy-4-methoxy-6-methylbenzoyl)oxy]-6-methylbenzoate) (hmb) revealed two crystallographically and conformationally distinct hmb anions, along with two monovalent sodium atoms. One hmb moiety contained an exotetradentate binding mode to sodium, whereas the other exhibited an exohexadentate binding mode to sodium. Embedded edge-sharing {Na
Identifiants
pubmed: 31701649
doi: 10.1002/cbdv.201900465
doi:
Substances chimiques
Benzofurans
0
Hydroxybenzoates
0
Salicylates
0
usnic acid
0W584PFJ77
chloroatranorin
433PEB1G7C
lecanoric acid
480-56-8
evernic acid
537-09-7
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e1900465Subventions
Organisme : MSU Office of the Vice President of Research and Graduate Studies
Organisme : AgBioResearch and the College of Natural Sciences
Informations de copyright
© 2019 Wiley-VHCA AG, Zurich, Switzerland.
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