1,9-seco-Bicyclic Polyprenylated Acylphloroglucinols from Hypericum uralum
| Autor: | Yang Liao, Jun-Zeng Ma, Jing-Jing Zhang, Gang Xu, Xia Liu, Xing-Wei Yang |
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| Rok vydání: | 2015 |
| Předmět: |
Hypericum uralum
Stereochemistry Phloroglucinol Pharmaceutical Science Analytical Chemistry Inhibitory Concentration 50 chemistry.chemical_compound Biomimetic synthesis Drug Discovery Ic50 values Humans Organic chemistry Inhibitory concentration 50 Nuclear Magnetic Resonance Biomolecular Pharmacology Molecular Structure biology Bicyclic molecule Chemistry Organic Chemistry biology.organism_classification Complementary and alternative medicine Acetylcholinesterase Molecular Medicine Cholinesterase Inhibitors Hypericum |
| Zdroj: | Journal of Natural Products. 78:3075-3079 |
| ISSN: | 1520-6025 0163-3864 |
| DOI: | 10.1021/acs.jnatprod.5b00830 |
| Popis: | Hyperuralones C-H (1-6), six new 1,9-seco-bicyclic polyprenylated acylphloroglucinols (1,9-seco-BPAPs) derived from the normal polyprenylated acylphloroglucinols with a bicyclo[3.3.1]nonane-2,4,9-trione core, together with six known analogues, were isolated from the aerial parts of Hypericum uralum. The structures of 1-6 were elucidated on the basis of the interpretation of NMR and MS spectroscopic data. The structure of attenuatumione B, a known compound isolated from H. attenuatum, was revised to that of a 1,9-seco-BPAP by NMR spectroscopic analysis and previous biomimetic synthesis methods. The inhibitory activities of these isolates on acetylcholinesterase were tested, and compounds 1 and 2 exhibited moderate activities with IC50 values of 9.6 and 7.1 μM, respectively. |
| Databáze: | OpenAIRE |
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