New hexalactone derivatives and a pair of new oxaspiro-carbon epimeric glycosides from the fruits of Illicium lanceolatum.
Bioorg Chem
; 91: 103113, 2019 10.
Article
em En
| MEDLINE
| ID: mdl-31374525
ABSTRACT
Five new compounds (1-5), including three hexalactone derivatives (1-3) and a pair of new oxaspiro-carbon epimeric glycosides (4 and 5), and six known compounds (6-11) were obtained from the fruits of Illicium lanceolatum. The structures of the new compounds were elucidated using extensive spectroscopic data. The absolute configurations of compounds 1-3 were determined by an analysis of their CD spectra. It was determined that compounds 4 and 5, which are epimeric at C-5, possess the same 1-oxaspiro[4,5]decane-7α,8α,9ß-triol moiety. Plausible biogenetic pathways for 4 and 5 derived from the key precursor shikimic acid were proposed. Compounds 1-11 were all assayed on monosodium glutamate-induced human neuroblastoma SH-SY5Y cell damage. The results demonstrated that compounds 4, 5, and 8-10 possess potential neuroprotective effects. The anti-inflammatory, antiviral, and cytotoxic activities of 1-11 were also evaluated.
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Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Compostos de Espiro
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Carbono
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Fármacos Neuroprotetores
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Illicium
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Glicosídeos
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Lactonas
Limite:
Humans
Idioma:
En
Ano de publicação:
2019
Tipo de documento:
Article