Three new benzofuran derivatives, namely ribisin E ribisin F along with ribisin G were isolated from the MeOH extract of the fruiting bodies of Their structures were elucidated based on the NMR analysis. Furthermore, the absolute configuration of ribisin E and ribisin G were deduced by the CD calculations, and the absolute configuration of ribisin F was determined by comparing its CD spectrum and specific rotation with the data of known analogues. All compounds exhibited the activity of promoting neurite outgrowth in nerve growth factor (NGF)-ediated PC 12 cell at concentrations ranging from 1 to 30 μM.
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Neuroprotective mechanism of ribisin A on HO-induced PC12 cell injury model.
Tissue Cell
April 2024
School of Pharmaceutical Sciences, Key Laboratory of Medicinal Fungi and Resource Development in Shandong Province, Shandong University of Traditional Chinese Medicine, Jinan 250355, China. Electronic address:
Ribisin A has been shown to have neurotrophic activity. The aim of this study was to evaluate the neuroprotective effect of ribisin A on injured PC12 cells and elucidate its mechanism. In this project, PC12 cells were induced by H2O2 to establish an injury model.
View Article and Find Full Text PDFRibisins and Certain Analogues Exert Neuroprotective Effects through Activation of the Keap1-Nrf2-ARE Pathway.
ChemMedChem
September 2022
Institute for Advanced and Applied Chemical Synthesis, Jinan University, Guangzhou, 510632, P. R. China.
Oxidative stress contributes to the pathogenesis of various neurodegenerative diseases and induction of the Kelch-like ECH-associated protein 1 (Keap1)-nuclear factor erythroid 2-related factor 2 (Nrf2) pathway is a validated neuroprotective strategy. Synthetically-derived samples of members of the ribisin class of natural product together with a range of analogues were evaluated for their neuroprotective capacities. Four of the twenty-four compounds tested were found to strongly stimulate antioxidant response element-dependent transcriptional activity in human-derived SH-SY5Y cells.
View Article and Find Full Text PDFBenzofuran derivatives with nerve growth factor-potentiating activity from .
Nat Prod Res
December 2021
School of Pharmaceutical Sciences, Shandong University of Traditional Chinese Medicine, Jinan, China.
Three new benzofuran derivatives, namely ribisin E ribisin F along with ribisin G were isolated from the MeOH extract of the fruiting bodies of Their structures were elucidated based on the NMR analysis. Furthermore, the absolute configuration of ribisin E and ribisin G were deduced by the CD calculations, and the absolute configuration of ribisin F was determined by comparing its CD spectrum and specific rotation with the data of known analogues. All compounds exhibited the activity of promoting neurite outgrowth in nerve growth factor (NGF)-ediated PC 12 cell at concentrations ranging from 1 to 30 μM.
View Article and Find Full Text PDFChemoenzymatic Synthesis of (-)-Ribisins A and B from Dibenzo[]furan.
J Org Chem
December 2019
School of Biological Sciences , Queen's University, Belfast BT9 5DL , U.K.
Article Synopsis
- - Dihydrodiols from monocyclic aromatic compounds are important for making cyclic natural products, but creating additional rings remains a challenge.
- - Few chiral natural products have been synthesized from polycyclic arene dihydrodiols, highlighting a gap in research.
- - Researchers have successfully synthesized fungal metabolites (-)-ribisins A and B through the processing of a tricyclic arene metabolite without needing to create new carbon-carbon bonds, leading to shorter synthetic routes.
Chemoenzymatic total syntheses of ribisins A, B, and D, polyoxygenated benzofuran derivatives displaying NGF-potentiating properties.
J Org Chem
April 2014
Research School of Chemistry, Institute of Advanced Studies, The Australian National University, Canberra, ACT 0200, Australia.
Total syntheses of the structures, 1, 2, and 4, assigned to the biologically active natural products ribisins A, B, and D, respectively, have been achieved using the microbially derived and enantiomerically pure cis-1,2-dihydrocatechol 5 as starting material. Key steps include Suzuki-Miyaura cross-coupling, intramolecular Mitsunobu, and tandem epoxidation/rearrangement reactions. As a result of these studies, the structures of ribisins A and D have been confirmed while that of congener B was shown to be represented by 31 rather than 2.
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