Article ; Online: (+)-/(-)-Rutabenzofuran A and (+)-/(-)- Rutabenzofuran B: Two unprecedented pairs of Z/E isomeric benzofuran enantiomers from the aerial part of Ruta graveolens L.
2023 Volume 210, Page(s) 113677
Abstract: Two pairs of Z/E isomeric benzofuran enantiomers possessing unprecedented carbon skeletons ... from the water extract of the aerial part of Ruta graveolens L. Their structures were determined by extensive ...
Abstract | Two pairs of Z/E isomeric benzofuran enantiomers possessing unprecedented carbon skeletons featuring ring cleavage and addition reactions in the α-pyrone ring of furocoumarin, named rutabenzofuran A [(+)-1 and (-)-1], and rutabenzofuran B [(+)-2 and (-)-2], respectively, were isolated as minor compounds from the water extract of the aerial part of Ruta graveolens L. Their structures were determined by extensive spectroscopic data analysis. The absolute configurations were assigned by comparing the optical rotation with previous research and the experimental circular dichroism (CD) spectra with the calculated electronic CD (ECD) spectra. (-)-1, (+)-2, and (-)-2 were evaluated for antibacterial, anticoagulant, anticancer, and acetylcholinesterase (AChE) inhibitory activities. No anticancer or anticoagulant activities were observed, yet (-)-2 exhibited weak antibacterial activity against Salmonella enterica subsp. Enterica. At the same time, (-)-1, (+)-2, and (-)-2 displayed weak inhibitory activity on AChE. |
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MeSH term(s) | Ruta/chemistry ; Acetylcholinesterase ; Plant Components, Aerial/chemistry ; Benzofurans/pharmacology ; Anti-Bacterial Agents/pharmacology ; Anti-Bacterial Agents/chemistry |
Chemical Substances | Acetylcholinesterase (EC 3.1.1.7) ; Benzofurans ; Anti-Bacterial Agents |
Language | English |
Publishing date | 2023-04-12 |
Publishing country | England |
Document type | Journal Article |
ZDB-ID | 208884-8 |
ISSN | 1873-3700 ; 0031-9422 |
ISSN (online) | 1873-3700 |
ISSN | 0031-9422 |
DOI | 10.1016/j.phytochem.2023.113677 |
Database | MEDical Literature Analysis and Retrieval System OnLINE |
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