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Lyconadins C and F, new Lycopodium alkaloids from Lycopodium complanatum

✍ Scribed by Kan’ichiro Ishiuchi; Takaaki Kubota; Haruaki Ishiyama; Shigeki Hayashi; Toshiro Shibata; Jun’ichi Kobayashi

Publisher
Elsevier Science
Year
2011
Tongue
French
Weight
514 KB
Volume
52
Category
Article
ISSN
0040-4039

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✦ Synopsis

New Lycopodium alkaloids, lyconadins C (1) and F (2), were isolated from the club moss Lycopodium complanatum. Lyconadin C (1) is a new C 16 N 2 -type Lycopodium alkaloid possessing unique fused-tetracyclic ring system consisting of a cycloheptene ring fused to a decahydroquinoline and pyridone rings. Lyconadin F (2) possesses a primary amide moiety in its molecular, which is the first example of Lycopodium alkaloids. Biogenetically, lyconadins C (1) and F (2) might be related to lyconadins A (4) and B (5). The structures and relative stereochemistry of 1 and 2 were elucidated on the basis of spectroscopic data. The absolute stereochemistry of 2 was elucidated by chemical correlations with lyconadin B (5) through hemiaminal form of lyconadin F (3).

📜 SIMILAR VOLUMES

Complanadine A, a new dimeric alkaloid f
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✍ Jun'ichi Kobayashi; Yusuke Hirasawa; Naotoshi Yoshida; Hiroshi Morita 📂 Article 📅 2000 🏛 Elsevier Science 🌐 French ⚖ 93 KB

A new dimeric alkaloid with a lycodine-type skeleton, complanadine A (1), has been isolated from the club moss Lycopodium complanatum, and the structure including the absolute stereochemistry was elucidated on the basis of spectroscopic data.

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