Chiral-phase resolution of sesquilignans from raspberries (Rubus idaeus L.) and their neuroprotective effects.

Li-Wei Lu, Zi-Lin Hou, Guo-Dong Yao, Bin Lin, Xiao-Xiao Huang, Shao-Jiang Song

Journal: Fitoterapia 2021;146():104655

PMID: 32502503

Full Text on Elsevier Science View on PubMed

Abstract

Two pairs of diastereoisomers (1/2 and 3/4) were isolated from the fruits of Rubus idaeus L. (Rosaceae). Their structures were elucidated on the basis of extensive spectroscopic analyses. Then chiral-phase HPLC resolution gave 1a/1b-4a/4b. Their absolute configurations were determined by comparison of the experimental ECD with the calculated data. Moreover, all isolated compounds were investigated for the neuroprotective effects against HO-induced neurotoxicity in human neuroblastoma SH-SY5Y cells, and 2a (66.04%) exhibited moderate neuroprotective effects, better than trolox (60.54%) at the concentration of 25 μM.

Address: Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research & Development, Liaoning Province, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.; School of Pharmaceutical Engineering, Liaoning Province, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.; Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research & Development, Liaoning Province, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China; Chinese People's Liberation Army Logistics support force No.967 Hospital, Dalian 116021, People's Republic of China. Electronic address: [email protected].; Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research & Development, Liaoning Province, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China. Electronic address: [email protected].

DOI: 10.1016/j.fitote.2020.104655

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MeSH Terms: Cell Line, Tumor, China, Fruit, Humans, Lignans, Molecular Structure, Neuroblastoma, Neuroprotective Agents, Phytochemicals, Rubus