New benzofuran neolignans with neuroprotective activity from Phyllanthodendron breynioides

Nat Prod Res. 2023 Nov-Dec;37(22):3798-3805. doi: 10.1080/14786419.2022.2153454. Epub 2022 Dec 5.

Abstract

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.

Keywords: Phyllanthodendron breynioides; enantiomers; neolignans; neuroprotective activity.