Paper Report for: Orabi_2022_Fitoterapia_164_105360
Reference
Title: Structural determination and anticholinesterase assay of C-glycosidic ellagitannins from Lawsonia inermis leaves: A study supported by DFT calculations and molecular docking Orabi MAA, Orabi EA, Abdel-Sattar ES, English AM, Hatano T, Elimam H Ref: Fitoterapia, 164:105360, 2022 : PubMed
An ellagitannin monomer, lythracin M (1), and a dimer, lythracin D (2), along with eight known monomers (3-10) were isolated from Lawsonia inermis (Lythraceae) leaves. Lythracin M (1) is a C-glycosidic ellagitannin with a flavogallonyl dilactone moiety that participates in the creation of a gamma-lactone ring with the anomeric carbon of the glucose core. Lythracin D (2) was determined as an atropisomer of the reported lythcarin D. These newly discovered structures (1 and 2) were determined by intensive spectroscopic experiments and by comparing DFT-calculated (1)H(1)H coupling, (1)H NMR chemical shifts, and ECD data with experimental values. The anti-acetylcholinesterase assay of the compounds 1-10 revealed that the C-1 ellagitannin epimers [casuarinin (7; IC(50) = 34 +/- 2 nM) and stachyurin (8; IC(50) = 56 +/- 3 nM)], and the new dimer (2; IC(50) = 61 +/- 4 nM) possess enzyme inhibitory effects comparable to the reference drug (donepezil, IC(50) = 44 +/- 3 nM). Molecular docking of compounds 1-10 with AChE identified the free galloyl moiety as an important pharmacophore in the anticholinesterase activity of tannins.
        
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Orabi MAA, Orabi EA, Abdel-Sattar ES, English AM, Hatano T, Elimam H (2022) Structural determination and anticholinesterase assay of C-glycosidic ellagitannins from Lawsonia inermis leaves: A study supported by DFT calculations and molecular docking Fitoterapia164: 105360
Orabi MAA, Orabi EA, Abdel-Sattar ES, English AM, Hatano T, Elimam H (2022) Fitoterapia164: 105360