New jacaranone glucoside from Jacaranda oxyphylla leaves.
Jacaranda oxyphylla Cham. is popularly known as 'caroba-de-São-Paulo' and it is used in traditional medicine for microbial infections. A new phytoquinoid (α/β-glucoside-4-phenylacetate-6-(1-hydroxy-4-oxo-2,5-cyclohexadiene-1-acetate) (1) was isolated from J. oxyphylla leaves, together with three known compounds: quercetin-3-O-β-d-galactoside (2), verbascoside (3) and polystyrene (4). Their chemical structures were elucidated using spectroscopic techniques and by comparison with the related known compounds. In addition, it was found a pronounced acetylcholinesterase inhibitory activity for the quinoid 1 (100.0 ± 0.8%) and phenolic compounds 2 and 3 (99.9 ± 0.7 and 99.3 ± 0.5%, respectively), if compared to the standard eserine (92.7 ± 0.4%), that was analysed by a microplate spectrophotometer.
a Chemistry Department , Universidade Federal de Minas Gerais , Belo Horizonte , Brazil.|b Faculty of Pharmacy , Universidade Federal de Minas Gerais , Belo Horizonte , Brazil.
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Pereira
a Chemistry Department , Universidade Federal de Minas Gerais , Belo Horizonte , Brazil.
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Duarte
c Chemistry Department , Universidade Federal dos Vales do Jequitinhonha e Mucuri , Diamantina , Brazil.
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Silva
a Chemistry Department , Universidade Federal de Minas Gerais , Belo Horizonte , Brazil.
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Takahashi
D000890:Anti-Infective Agents / Q000494:pharmacology; D016227:Benzoquinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D029402:Bignoniaceae / Q000737:chemistry*; D002800:Cholinesterase Inhibitors / Q000494:pharmacology; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018515:Plant Leaves / Q000737:chemistry
D000890:Anti-Infective Agents; D016227:Benzoquinones; D002800:Cholinesterase Inhibitors; D005960:Glucosides; C013077:jacaranone
Bignoniaceae; Jacaranda oxyphylla; antiacetylcholinesterase activity; quinoid