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. 2014 Aug;4(4):213-9.
doi: 10.1007/s13659-014-0027-1. Epub 2014 Jul 17.

Lycopodine-Type Alkaloids from Lycopodium japonicum

Affiliations

Lycopodine-Type Alkaloids from Lycopodium japonicum

Juan He et al. Nat Prod Bioprospect. 2014 Aug.

Abstract

Three new lycopodine-type alkaloids, 4α-hydroxyanhydrolycodoline (1), 4α,6α-dihydroxyanhydrolycodoline (2), and 6-epi-8β-acetoxylycoclavine (3), and an artifact, lycoposerramine G nitrate (4), along with seventeen related known compounds, were isolated from the club moss Lycopodium japonicum Thunb. ex Murray (Lycopodiaceae). Their structures were elucidated by extensive spectroscopic methods as well as X-ray analysis. Compounds 1-4 were evaluated for their acetylcholine esterase inhibitory activity.

Keywords: 4α,6α-Dihydroxyanhydrolycodoline; 4α-Hydroxyanhydrolycodoline; 6-epi-8β-Acetoxylycoclavine; Lycopodine-type alkaloids; Lycopodium japonicum; Lycoposerramine G nitrate.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Fig. 1
Fig. 1
Compounds 14 isolated from L.japonicum
Fig. 2
Fig. 2
Key 2D NMR correlations of compound 1
Fig. 3
Fig. 3
The X-ray structures of compounds 12
Fig. 4
Fig. 4
The X-ray structures of compounds 3 and 4

References

    1. Sizemore N, Rychnovsky SD. Org. Lett. 2014;16:688–691. doi: 10.1021/ol4033495. - DOI - PubMed
    1. Zhao L, Tsukano C, Kwon E, Takemoto Y, Hirama M. Angew. Chem. 2013;52:1722–1725. doi: 10.1002/anie.201208297. - DOI - PubMed
    1. Bishayee K, Chakraborty D, Ghosh S, Boujedaini N, Khuda-Bukhsh AR. Eur. J. Pharm. 2013;698:110–121. doi: 10.1016/j.ejphar.2012.10.041. - DOI - PubMed
    1. Dong LB, Gao X, Liu F, He J, Wu XD, Li Y, Zhao QS. Org. Lett. 2013;15:3570–3573. doi: 10.1021/ol401411m. - DOI - PubMed
    1. Vallejo MG, Ortega MG, Cabrera JL, Agnese AM. Tetrahedron Lett. 2013;54:5197–5200. doi: 10.1016/j.tetlet.2013.07.068. - DOI

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