Lycopladine H, a novel alkaloid with fused-tetracyclic skeleton from Lycopodium complanatum

Tetrahedron Letters

Volumn 50, Issue 47, 2009, Pages 6534-6536

  Ishiuchi, Kan'Ichiro ^a   Kubota, Takaaki ^a   Hayashi, Shigeki ^b   Shibata, Toshiro ^b   Kobayashi, Jun'Ichi ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

^b NATIONAL INSTITUTE OF BIOMEDICAL INNOVATION   (Japan)

Author keywords

Lycopladine H; Lycopodium alkaloid; Lycopodium complanatum

Indexed keywords

ALKALOID; LYCOPLADINE H; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG ACTIVITY; DRUG ISOLATION; DRUG STRUCTURE; IC 50; IN VITRO STUDY; LYCOPODIUM; LYCOPODIUM COMPLANATUM; NONHUMAN; NUCLEAR OVERHAUSER EFFECT; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

LYCOPODIOPHYTA; LYCOPODIUM; LYCOPODIUM COMPLANATUM;

EID: 78649816451     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.09.035     Document Type: Article

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25. The voucher specimen has been deposited in the herbarium of Hokkaido University.
26. This cross-peak corresponded to H-14/C-14 of 1.
27. Lycopladine H (1): colorless amorphous solid; [α]D22 -116 (c 0.34, CHCl3); IR (film) vmax 3450, 2920, 1720 cm-1, ESIMS m/z 278 (M+H)+; HRESIMS m/z 278.1745 [(M+H)+ calcd for C16H24NO3, 278.1756].
28. A spiro carbon connected to a nitrogen atom and a carbonyl carbon of compound 15 was observed at relatively low field (δC 69.3) in 13C NMR spectrum: Kaden, S.; Reissig, H.-U. Org. Lett. 2006, 8, 4763-4766.