Polyphenolic glycosides with unusual four-membered ring possessing anti-Parkinson's disease potential from black wolfberry

Abstract

This work reports the isolation of seven undescribed polyphenolic glycosides (1-7) together with fourteen known compounds (8-21) from the fruit of Lycium ruthenicum Murray. The structures of the undescribed compounds were identified based on comprehensive spectroscopic methods including IR, HRESIMS, NMR and ECD, and chemical hydrolysis. Compounds 1-3 possess an unusual four-membered ring, while 11-15 were firstly isolated from this fruit. Interestingly, compounds 1-3 inhibited monoamine oxidase B with IC₅₀ of 25.36 ± 0.44, 35.36 ± 0.54, and 25.12 ± 1.59 μM, respectively, and showed significant neuroprotective effect on PC12 cells injured by 6-OHDA. Moreover, compound 1 improved the lifespan, dopamine level, climbing behavior, and olfactory ability of the PINK1^B9 flies, a Drosophila model of Parkinson's disease. This work presents the first in vivo neuroprotective evidence of the small molecular compounds in L. ruthenicum Murray fruit, indicating its good potential as neuroprotectant.

Keywords: Anti-Parkinson's disease effect; Black wolfberry; Lycium ruthenicum; Polyphenolic glycosides; Ruthenines A−C; Solanaceae.