Chemical Constituents from the Aerial Parts of Elsholtzia ciliata and Their Protective Activities on Glutamate-Induced HT22 Cell Death

Abstract

A new phenolic glucoside, (7E,9E)-3-hydroxyavenalumic acid-3-O-[6′-O-(E)-caffeoyl]-β-D-glucopyranoside (1), and three new acetylated flavone glycosides, acacetin-7 7), as well as 34 known compounds (2, 4, 6, and 8−38) were isolated from the aerial parts of Elsholtzia ciliata. The chemical structures of the new compounds were determined by spectroscopic/spectrometric data interpretation using NMR and HRESIMS. The neuroprotective effect of the isolated compounds was evaluated by a cell viability assay on HT22 murine hippocampal neuronal cells. Among them, 23 compounds, including new substances 1 and 3, exhibited neuroprotective effects against glutamate-induced HT22 cell death. In

Bioactive Aurones, Indanones, and Other Hemiindigoid Scaffolds: Medicinal Chemistry and Photopharmacology Perspectives

“…In addition, sulfuretin allowed a 1.8-fold attenuation of glutamate-induced ROS generation at 5 μM . A further study provided an EC 50 value of 3.5 μM against glutamate-induced HT22 cell death . In addition, sulfuretin exerted neuroprotection effects by inhibiting 6-hydroxydopamine-induced neuronal cell death, and by attenuating Aβ-induced neurotoxicity .…”

“…122 A further study provided an EC 50 value of 3.5 μM against glutamate-induced HT22 cell death. 123 In addition, sulfuretin exerted neuroprotection effects by inhibiting 6-hydroxydopamine-induced neuronal cell death, 124 and by attenuating Aβ-induced neurotoxicity. 125 Through an activation of Akt/GSK3β and ERK signaling pathways, the compound also prevented MPP + -induced neuronal cell death, highlighting a potential beneficial role in protection against PD.…”

Regioisomers Salviprolin A and B, Unprecedented Rosmarinic Acid Conjugated Dinorditerpenoids from Salvia przewalskii Maxim

“…This led us to deduce the presence of a dinorditerpenoid residue, a structural motif which was observed in R-(+)-salmiltiorin E [24]. 1, Figure S4) [25]. In addition, the trans-coupled H-7 and H-8 were elucidated on the basis of their relatively large coupling constants (J = 15.8 Hz).…”

“…Moreover, the HMBC correlations from H-18 (δ H 2.73) to C-3 (δ C 128.1)/C-5 (δ C 132.2) were employed to locate a methyl group at C-4 (Figures2 and S7). This led us to deduce the presence of a dinorditerpenoid residue, a structural motif which was observed in R-(+)-salmiltiorin E[24].Theadditional 1 H NMR data demonstrated a 1,3,4-trisubstrituted phenyl ring [δ H 7.12 (1H, d, J = 1.9 Hz, H-2 ), 6.84 (1H, d, J = 8.0 Hz, H-5 ), 6.99 (1H, dd, J = 1.9, 8.0 Hz, H-6 )] skeleton typical of a caffeoyl moiety [δ H 7.16 (1H, d, J = 1.5 Hz, H-2 ), 6.84 (1H, d, J = 8.0 Hz, H-5 ), 7.04 (1H, dd, J = 1.5, 8.0 Hz, H-6 ), 7.64 (1H, d, J = 15.8 Hz, H-7 ), 6.29 (1H, d, J = 15.8 Hz, H-8 )] (Table1, FigureS4)[25]. In addition, the trans-coupled H-7 and H-8 were elucidated on the basis of their relatively large coupling constants (J = 15.8 Hz).…”

Perplexing Polyphenolics: The Isolations, Syntheses, Reappraisals, and Bioactivities of Flavonoids, Isoflavonoids, and Neoflavonoids from 2016 to 2022

“…Similarly, flavonoids with 2-methylbutanoate and 2-methylpropanoate substituents are rare, giving compounds 30 , 27 , and 32 particular importance [ 31 ]. Compounds 35–37 are acetylated flavone glycosides isolated from the aerial parts of Elsholtzia ciliata [ 32 ]. Compounds 38–44 were isolated from the aerial parts of Tephrosia linearis .…”