Issue 11, 2022

(±)-Spiroganoapplanin A, a complex polycyclic meroterpenoid dimer from Ganoderma applanatum displaying potential against Alzheimer's disease

Abstract

(±)-Spiroganoapplanin A (1) representing a new subtype of the Ganoderma meroterpenoid dimer with a 6/5/5/6/5/6 hexacyclic system was isolated from Ganoderma applanatum. Using spectroscopic, X-ray crystallographic and electronic circular dichroism analyses, the structure of the racemic natural product was determined, and its unusual NMR behavior was investigated by variable-temperature NMR experiments. The possible biogenetic pathway for 1 was proposed. Cellular assays showed that (±)-1, (+)-1, and (−)-1 all reduce Aβ42 production and inhibit tau phosphorylation through BACE1, CDK5, and GSK3β-mediated pathways, suggesting their potential against Alzheimer's disease.

Graphical abstract: (±)-Spiroganoapplanin A, a complex polycyclic meroterpenoid dimer from Ganoderma applanatum displaying potential against Alzheimer's disease

Supplementary files

Article information

Article type
Research Article
Submitted
17 Feb 2022
Accepted
18 Apr 2022
First published
20 Apr 2022

Org. Chem. Front., 2022,9, 3093-3101

(±)-Spiroganoapplanin A, a complex polycyclic meroterpenoid dimer from Ganoderma applanatum displaying potential against Alzheimer's disease

X. Peng, R. Luo, H. Su, L. Zhou, X. Ran, Y. Guo, Y. Yao and M. Qiu, Org. Chem. Front., 2022, 9, 3093 DOI: 10.1039/D2QO00246A

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