Lycopodium Alkaloids from Huperzia goebelii

One new fawcettimine‐type Lycopodium alkaloid, hupertimine F (1), together with five known (2–6) Lycopodium alkaloids were isolated from Huperzia goebelii. The structure of 1 was elucidated by 1D and 2D NMR spectra, HRESIMS, and X‐ray diffraction. Structurally, 1 represents the fourth example of Lyc...

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Bibliographic Details
Published in:Chemistry & biodiversity 2024-04, Vol.21 (4), p.e202400209-n/a
Main Authors: Gao, Bei‐Bei, Jiang, Shuai, Li, Wen‐Yan, Ou, Yu‐Fei, Zhao, Qin‐Shi
Format: Article
Language:English
Subjects:
Acetylcholinesterase
Acetylcholinesterase - chemistry
Alkaloids
Alkaloids - chemistry
Alkaloids - pharmacology
Amine oxidase (flavin-containing)
Butyrylcholinesterase
Cholinesterase Inhibitors - chemistry
Cholinesterase Inhibitors - pharmacology
Heptanes
Hupertimine F
Huperzia
Huperzia - chemistry
Huperzia goebelii
Huperzine A
Lycopodium
Lycopodium - chemistry
Lycopodium alkaloid
Molecular Structure
NMR
Nuclear magnetic resonance
X-ray diffraction
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Summary:One new fawcettimine‐type Lycopodium alkaloid, hupertimine F (1), together with five known (2–6) Lycopodium alkaloids were isolated from Huperzia goebelii. The structure of 1 was elucidated by 1D and 2D NMR spectra, HRESIMS, and X‐ray diffraction. Structurally, 1 represents the fourth example of Lycopodium alkaloids characterized by a 5/5/5/5/6 pentacyclic ring system with a 1‐aza‐7‐oxabicyclo[2.2.1]heptane moiety. These known compounds 2, 3, 5, and 6 were isolated from H. goebelii for the first time. Compounds 1–6 were evaluated for acetylcholinesterase, butyrylcholinesterase and monoamine oxidase B inhibitory activities in vitro.
ISSN:1612-1872
1612-1880
DOI:10.1002/cbdv.202400209