Monoterpenoid indole alkaloid adducts and dimers from Melodinus fusiformis.
Phytochemistry
; 211: 113678, 2023 Jul.
Article
em En
| MEDLINE
| ID: mdl-37059289
ABSTRACT
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 +-injured primary cortical neurons.
Palavras-chave
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Apocynaceae
/
Alcaloides de Triptamina e Secologanina
/
Antineoplásicos
Idioma:
En
Ano de publicação:
2023
Tipo de documento:
Article