Organic Letters
Organic Letters
5 years ago

Lycoplanine A, a C16N Lycopodium Alkaloid with a 6/9/5 Tricyclic Skeleton from Lycopodium complanatum

Lycoplanine A, a C16N Lycopodium Alkaloid with a 6/9/5 Tricyclic Skeleton from Lycopodium complanatum
Xing-De Wu, Zhi-Jun Zhang, Jian Yang, Jia Su, Qin-Feng Zhu, Qin-Shi Zhao, Xiao-Nian Li, Yin Nian
Lycoplanine A (1), a Lycopodium alkaloid with a 6/9/5 tricyclic ring skeleton fused with the γ-lactone ring and featuring an unusual 1-oxa-6-azaspiro[4.4]nonane moiety and an unprecedented 3-azabicyclo[6.3.1]dodecane unit, was isolated from the club moss Lycopodium complanatum. The structure and absolute configuration of 1 were identified by a combination of NMR spectroscopic analysis and single-crystal X-ray diffraction. Biological studies showed that 1 is a potent Cav3.1 T-type calcium channel (TTCC) inhibitor with an IC50 value of 6.06 μM.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02293

DOI: 10.1021/acs.orglett.7b02293

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