Obscurinin A, a unique Lycopodium alkaloid possessing an 8/6/6/6/5 pentacyclic system isolated from Lycopodium obscurum L

Obscurinin A (1), an unprecedented Lycopodium alkaloid featuring an 8/6/6/6/5 ring system, was isolated from the methanol extract of Lycopodium obscurum L. This novel skeleton possessed a fused 2-methyl-9-aza-tetracyclo[7.5.1.14,14.05,15]hexadecane core with a 2-oxazolidinone moiety. Its structure w...

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Bibliographic Details
Published in:Organic chemistry frontiers an international journal of organic chemistry 2024-02, Vol.11 (4), p.1163-1168
Main Authors: Gao, Bei-Bei, Wen-Yan, Li, Jiang, Shuai, Qin-Shi, Zhao
Format: Article
Language:English
Subjects:
Alkaloids
Calcium channels
Calcium channels (voltage-gated)
Calcium compounds
Hexadecane
Lycopodium
Lycopodium obscurum
Single crystals
X-ray diffraction
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Summary:Obscurinin A (1), an unprecedented Lycopodium alkaloid featuring an 8/6/6/6/5 ring system, was isolated from the methanol extract of Lycopodium obscurum L. This novel skeleton possessed a fused 2-methyl-9-aza-tetracyclo[7.5.1.14,14.05,15]hexadecane core with a 2-oxazolidinone moiety. Its structure was assigned by spectroscopic and single-crystal X-ray diffraction data. A biological study showed that compound 1 exhibited significant inhibitory activity on the Cav3.1 calcium channel with an IC50 value of 12.00 ± 0.35 μM.
ISSN:2052-4110
2052-4110
DOI:10.1039/d3qo01923c