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An Aspidosperma-type alkaloid dimer from Tabernaemontana bovina as a candidate for the inhibition of microglial activation

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Abstract

Twelve undescribed bisindole alkaloids, tabernaemontines A–L, were simultaneously isolated from the leaves of Tabernaemontana bovina and their structures were elucidated by spectroscopic methods. All alkaloids consist of two Aspidosperma-type units with various intramolecular linkages. Particularly, tabernaemontines A–D were assembled through C-3/14′ with a large angle strain, whilst tabernaemontines E–K adopted a preferential conformation. Tabernaemontine L was assembled via a C-14/10′ connection. Tabernaemontines F, K and L showed good inhibition of microglial activation. As a representative of Aspidosperma-type dimers, the P38 MAPK activation inhibition properties of tabernaemontine F were tested. The promising results revealed this compound as a potential candidate for the treatment of chronic neurodegenerative diseases.

Graphical abstract: An Aspidosperma-type alkaloid dimer from Tabernaemontana bovina as a candidate for the inhibition of microglial activation

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Article information


Submitted
07 Mar 2020
Accepted
24 Apr 2020
First published
27 Apr 2020

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

An Aspidosperma-type alkaloid dimer from Tabernaemontana bovina as a candidate for the inhibition of microglial activation

Y. Yu, S. Zhao, M. Bao and X. Cai, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/D0QO00296H

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