Monoterpenoid indole alkaloid adducts and dimers from Melodinus fusiformis.
Apocynaceae
Dimeric alkaloids
Melodinus fusiformis Champ. ex benth.
Monoterpenoid indole alkaloids
Neuroprotection effect
Journal
Phytochemistry
ISSN: 1873-3700
Titre abrégé: Phytochemistry
Pays: England
ID NLM: 0151434
Informations de publication
Date de publication:
Jul 2023
Jul 2023
Historique:
received:
14
12
2022
revised:
13
03
2023
accepted:
11
04
2023
medline:
29
5
2023
pubmed:
15
4
2023
entrez:
14
4
2023
Statut:
ppublish
Résumé
Eight unprecedented monoterpenoid indole alkaloid (MIA) adducts and dimers, melofusinines A-H (1-8), and three undescribed melodinus-type MIA monomers, melofusinines I-K (9-11), together with six putative biogenetic precursors were isolated from the twigs and leaves of Melodinus fusiformis Champ. ex Benth. Compounds 1 and 2 are unusual hybrid indole alkaloids incorporating an aspidospermatan-type MIA with a monoterpenoid alkaloid unit via C-C coupling. Compounds 3-8 feature the first MIA dimers constructed through an aspidospermatan-type monomer and a rearranged melodinus-type monomer with two different types of couplings. Their structures were elucidated by spectroscopic data, single crystal X-ray diffraction, and calculated electric circular dichroism spectra analysis. In addition, dimers 5 and 8 showed significant neuroprotection effects on MPP
Identifiants
pubmed: 37059289
pii: S0031-9422(23)00094-8
doi: 10.1016/j.phytochem.2023.113678
pii:
doi:
Substances chimiques
Monoterpenes
0
Indole Alkaloids
0
Antineoplastic Agents
0
Secologanin Tryptamine Alkaloids
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
113678Informations de copyright
Copyright © 2023 Elsevier Ltd. All rights reserved.
Déclaration de conflit d'intérêts
Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.