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Chem Biodivers ; 15(11): e1800266, 2018 Nov.
Article in English | MEDLINE | ID: mdl-30156379

ABSTRACT

The south Brazilian Hypericum species have revealed the presence of a series of biologically active phloroglucinol derivatives. In this study, a mixture of japonicine A and an isomer with an unreported structure, named japonicine E, was isolated from the roots of H. polyanthemum. Additionally, uliginosin A from H. myrianthum, isouliginosin B from H. polyanthemum, hyperbrasilol B and isohyperbrasilol B from H. caprifoliatum and cariphenone A from H. carinatum were also isolated. The structures were elucidated using 1D- and 2D-NMR experiments and by comparison with previously reported data. The compounds japonicines A/E, uliginosin A, isouliginosin B, hyperbrasilol B and cariphenone A exhibited antinociceptive activity in the mice hot-plate test and did not induce motor impairment in the rotarod apparatus.


Subject(s)
Analgesics/pharmacology , Hypericum/chemistry , Pain/drug therapy , Phloroglucinol/pharmacology , Analgesics/chemistry , Analgesics/isolation & purification , Animals , Brazil , Dose-Response Relationship, Drug , Male , Mice , Mice, Inbred Strains , Molecular Structure , Pain Measurement , Phloroglucinol/chemistry , Phloroglucinol/isolation & purification , Plant Roots/chemistry
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