New benzofuran neolignans with neuroprotective activity from Phyllanthodendron breynioides

A pair of undescribed dihydrobenzofuran neolignan enantiomers, (+/−)-phybrenan A (1a/1b), two new benzofuran neolignans, phybrenan B and C (2 and 3), along with four known neolignans (4 − 7) were obtained from the plants of Phyllanthodendron breynioides P. T. Li. The planar structures of all isolate...

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Bibliographic Details
Published in:Natural product research 2023-11, Vol.37 (22), p.3798-3805
Main Authors: Su, Tong, Pu, Mei-Cen, Tang, Di-Kai, Long, Jin-Chen, Yuan, Fang-Yu, Yin, Ai-Ping, Wu, Shu-Qi, Yin, Sheng, Tang, Gui-Hua
Format: Article
Language:English
Subjects:
Benzofuran
Cell death
Data analysis
Enantiomers
neolignans
Neuroprotection
neuroprotective activity
NMR
Nuclear magnetic resonance
Pheochromocytoma cells
Phyllanthodendron breynioides
Planar structures
Sodium nitroprusside
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Summary:A pair of undescribed dihydrobenzofuran neolignan enantiomers, (+/−)-phybrenan A (1a/1b), two new benzofuran neolignans, phybrenan B and C (2 and 3), along with four known neolignans (4 − 7) were obtained from the plants of Phyllanthodendron breynioides P. T. Li. The planar structures of all isolates were demonstrated by the analysis of detailed spectroscopic evidence (NMR, HRMS, and IR), and the absolute configurations of novel neolignans were elucidated by combined calculated and experimental ECD data analysis. The neuroprotective activities of all benzofuran neolignans against sodium nitroprusside (SNP)-induced cell death were examined in rat pheochromocytoma PC12 cells. The results exhibited that three compounds (4 − 6) possessed remarkable neuroprotective activities at 10 µM, better than the positive drug edaravone.
ISSN:1478-6419
1478-6427
DOI:10.1080/14786419.2022.2153454