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从蛇足石杉全草中分离得到的石松碱型石松生物碱

Lycodine-Type Lycopodium Alkaloids from the Whole Plants of Huperzia serrata.

作者信息

Liu Yu-Chen, Zhang Zhi-Jun, Su Jia, Peng Li-Yan, Pan Lu-Tai, Wu Xing-De, Zhao Qin-Shi

机构信息

State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, People's Republic of China.

University of Chinese Academy of Sciences, Beijing, 100039, People's Republic of China.

出版信息

Nat Prod Bioprospect. 2017 Oct;7(5):405-411. doi: 10.1007/s13659-017-0140-z. Epub 2017 Jul 25.

DOI:10.1007/s13659-017-0140-z
PMID:28744720
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5655362/
Abstract

Three new lycodine-type Lycopodium alkaloids, namely 1-methyllycodine (1), 8α-hydroxy-15,16-dehydro-des-N-methyl-α-obscurine (2), N-methyl-16-hydroxyhuperzine B (3), and one new natural lycodine-type Lycopodium alkaloid, N-methylhuperzine A (4), along with 11 known analogues (5-15), were isolated from the whole plants of club moss Huperzia serrata. The structures of 1-4 were elucidated on the basis of NMR spectroscopic and mass spectrometry data. Among them, compound 1 was the first lycodine-type alkaloid possessing a methyl group at C-1. In addition, the structure of 5 was confirmed by the single-crystal X-ray crystallography data and its C NMR was reported for the first time in current study. Compounds 1-5 were tested their BACE1 inhibitory activity.

摘要

从蛇足石杉全草中分离得到3个新的石松碱型石松生物碱，即1-甲基石松碱（1）、8α-羟基-15,16-脱氢去-N-甲基-α-隐石松碱（2）、N-甲基-16-羟基石杉碱B（3），以及1个新的天然石松碱型石松生物碱N-甲基石杉碱A（4），同时还得到11个已知类似物（5-15）。通过核磁共振光谱和质谱数据对1-4的结构进行了鉴定。其中，化合物1是首个在C-1位具有甲基的石松碱型生物碱。此外，通过单晶X射线晶体学数据确定了化合物5的结构，并在本研究中首次报道了其碳核磁共振谱。对化合物1-5进行了β-分泌酶1（BACE1）抑制活性测试。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b2e/5655362/e8f58c531bd5/13659_2017_140_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b2e/5655362/b3601f4905d5/13659_2017_140_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b2e/5655362/9557f00897e5/13659_2017_140_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b2e/5655362/6bcef6d52e76/13659_2017_140_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b2e/5655362/818726f5d02a/13659_2017_140_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b2e/5655362/e8f58c531bd5/13659_2017_140_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b2e/5655362/b3601f4905d5/13659_2017_140_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b2e/5655362/9557f00897e5/13659_2017_140_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b2e/5655362/6bcef6d52e76/13659_2017_140_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b2e/5655362/818726f5d02a/13659_2017_140_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b2e/5655362/e8f58c531bd5/13659_2017_140_Fig5_HTML.jpg

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