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

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,...

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Bibliographic Details
Published in:Organic chemistry frontiers an international journal of organic chemistry 2020-06, Vol.7 (11), p.1365-1373
Main Authors: Yang, Yu, Si-Meng, Zhao, Mei-Fen Bao, Xiang-Hai Cai
Format: Article
Language:English
Subjects:
Activation
Alkaloids
Aspidosperma
Carbon radioisotopes
Conformation
Dimers
MAP kinase
Medical treatment
Neurodegenerative diseases
Organic chemistry
Tabernaemontana
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Summary: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.
ISSN:2052-4110
2052-4110
DOI:10.1039/d0qo00296h