Chiral resolution and neuroprotective activities of enantiomeric 8-O-4' neolignans from the fruits of Crataegus pinnatifida Bge.

Authors :: Zhao P
Zhang H
Han FY
Guo R
Huang SW
Lin B
Huang XX
Song SJ
Source :: Fitoterapia [Fitoterapia] 2019 Jul; Vol. 136, pp. 104164. Date of Electronic Publication: 2019 May 06.
Publication Year :: 2019
Abstract: Five pairs of enantiomeric 8-O-4' neolignans (1a/1b-5a/5b), including seven new compounds (1a/1b, 2a, 3a, 4a/4b and 5b), were obtained from the fruits of Crataegus pinnatifida Bge. Their structures were determined by comprehensive spectroscopic analyses. The absolute configurations of the enantiomers were determined by comparison of the experimental ECD with the calculated data. Additionally, all the enantiomeric neolignans were evaluated for their neuroprotective activity against H <subscript>2</subscript> O <subscript>2</subscript> -induced cell injury in human neuroblastoma SH-SY5Y cells, and most of them showed potent selective neuroprotective activity. Especially, 3b (72.98%) showed the best protective effect, better than 3a (63.49%) and trolox (62.86%) at 25 μM.<br /> (Copyright © 2019 Elsevier B.V. All rights reserved.)

Subjects :: Cell Line, Tumor
Humans
Lignans isolation & purification
Molecular Structure
Neuroprotective Agents isolation & purification
Phytochemicals isolation & purification
Phytochemicals pharmacology
Stereoisomerism
Crataegus chemistry
Fruit chemistry
Lignans pharmacology
Neuroblastoma pathology
Neuroprotective Agents pharmacology
Oxidative Stress drug effects

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