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Isolation and structural elucidation of bioactive obovatol dimeric neolignans from the bark of Magnolia officinalis var. biloba.

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(+)/(-)-Diobolignans A-F, six pairs of enantiomeric obovatol dimeric neolignans, were isolated from the bark of Magnolia officinalis var. biloba. (+)/(-)-Diobolignans A to C possessed a dioxane ring between the benzene… Click to show full abstract

(+)/(-)-Diobolignans A-F, six pairs of enantiomeric obovatol dimeric neolignans, were isolated from the bark of Magnolia officinalis var. biloba. (+)/(-)-Diobolignans A to C possessed a dioxane ring between the benzene ring and the propyl side chain, while (+)/(-)-diobolignans D to F possessed a furan ring. Meanwhile, (+)/(-)-diobolignans B and C, as well as (+)/(-)-diobolignans E and F, were two epimeric pairs of enantiomers, respectively. Their structures were determined by extensive analyses of HRESIMS, UV, IR, NMR and electronic circular dichroism (ECD) calculations. The bioassay showed (+)-diobolignan A displayed cytotoxic activities against human cancer cell lines HGC27 and HT29 with the IC50 values of 9.43 and 9.45 μM, respectively. In addition, (-)-diobolignan A and (±)-diobolignan E showed neuroprotective effect on glutamic acid-induced cellular damage in SK-N-SH cell.

Keywords: dimeric neolignans; obovatol dimeric; magnolia officinalis; var biloba; bark magnolia; officinalis var

Journal Title: Phytochemistry
Year Published: 2021

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