Phlefargesiine A, a C16N2 Lycopodium alkaloid with an unprecedented [6/7/6/6]-tetracyclic skeleton from Phlegmariurus fargesii

  title={Phlefargesiine A, a C16N2 Lycopodium alkaloid with an unprecedented [6/7/6/6]-tetracyclic skeleton from Phlegmariurus fargesii},
  author={Wei-Jia Meng and Juan Xiong and Wen-Xuan Wang and Hai-Yan Zhang and Huaqiang Zeng and Jin-Feng Hu},
  journal={Tetrahedron Letters},
Abstract A novel C16N2 Lycopodium alkaloid, phlefargesiine A (1), was isolated from the whole plant of the club moss Phlegmariurus fargesii. The structure and absolute configuration were determined by extensive spectroscopic and computational methods. Compound 1 possesses an unprecedented [6/7/6/6]-tetracyclic framework, of which the seven-membered ring (ring B) is constructed through a hitherto unknown C-4–C-14 linkage. 
Phlefargesiine A, a C16N2 Lycopodium Alkaloid with an Unprecedented [6/7/6/6]-Tetracyclic Skeleton from Phlegmariurus fargesii.
The novel C16N2 Lycopodium alkaloid, phlefargesiine A (I), isolated from the whole plant of the club moss Phlegmariurus fargesii shows week inhibitory effect against acetylcholinesterase.
Phleghenrines A-D and Neophleghenrine A, Bioactive and Structurally Rigid Lycopodium Alkaloids from Phlegmariurus henryi.
Five new Lycopodium alkaloids, phleghenrines A-D (1-4) and neophleghenrine A (5), were isolated from Phlegmariurus henryi (Baker) Ching and revealed 1-4 possess a bicyclo-nonane core, whereas 5 possesses an unprecedented 9-azaprotoadamantane core. Expand
Annotinolides A-C, Three Lycopodane-Derived 8,5-Lactones with Polycyclic Skeletons from Lycopodium annotinum.
Three novel 7,8-seco-lycopodane-derived 8,5-lactones (annotinolides A-C, 1-3) were isolated from Lycopodium annotinum. Their structures were elucidated by spectroscopic methods and single-crystalExpand
Lyconadins G and H, Two Rare Lyconadin-Type Lycopodium Alkaloids from Lycopodium complanatum
It is the first time to establish the absolute configuration of lyconadin-type Lycopodium alkaloid by an X-ray diffraction experiment and may provide more information for the biosynthesis of Lyconadins. Expand
Lycofargesiines A-F, further Lycopodium alkaloids from the club moss Huperzia fargesii.
In addition to the isolated huperzine A in this study, another two isolates were also found to show inhibitory activities against acetylcholinesterase (AChE), with IC50 values of 8.63 and 5.18 μM, respectively. Expand
Recently isolated lycodine-type Lycopodium alkaloids and their total synthesis: a review
  • S. Patil
  • Chemistry
  • Future Journal of Pharmaceutical Sciences
  • 2020
Since long back, several plants species belonging to family Lycopodiaceae or Huperziaceae are being traditionally used in treatment of diseases like Alzheimer’s disease and myasthenia gravis. InExpand
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Only lycoannotine I was found to show considerable anti-butyrylcholinesterase (anti-BuChE) activity, and represents the first example of a naturally occurring C-9/N bond cleavage product of fawcettimine-type alkaloid. Expand
LC-MS guided isolation and dereplication of Lycopodium alkaloids from Lycopodium cernuum var. sikkimense of different geographical origins.
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Copper-Catalyzed [4+2] Cycloaddition of 9 H-Cyclohepta[ b]pyridine-9-one and Electron-Rich Alkenes.
9 H-Cyclohepta[ b]pyridin-9-one was used as a diene cycloaddition partner to construct [3.2.2] bicycles in a copper-catalyzed [4+2] cycloaddition. Oxygen- and nitrogen-substituted terminal,Expand
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This review intensively focus on the advances in research of natural products (NPs) discovery carried out by domestic scholars in China from 2015 through 2017, mainly organized according to their structural classes and novelties. Expand


Palcernuine, the first [5/6/6/6]-cernuane-type alkaloid from Palhinhaea cernua f. sikkimensis
Abstract One novel (named palcernuine, 1) and five known cernuane-type (2–6) alkaloids were isolated from the whole plant of Palhinhaea cernua f. sikkimensis. The structure of 1, possessing anExpand
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Three unprecedented phloroglucinol-diterpene adducts, chlorabietols A-C (1-3), were isolated from the roots of the rare Chloranthaceae plant Chloranthus oldhamii. They represent a new class ofExpand
A new Lycopodium alkaloid from Phlegmariurus fargesii.
A new Lycopodium alkaloid, lycopodine N-oxide, and compound 3 was obtained from nature for the first time, and other alkaloids are isolated from this plant for thefirst time. Expand
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One new lycopodine-type Lycopodium alkaloid, dehydroisofawcettiine N-oxide (1) and eleven known analogues (2–12) were isolated from the whole plant of Diphasiastrum complanatum. The new structure wasExpand
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The structures of huperzine A and B, two new alkaloids exhibiting marked anticholinesterase activity
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The Lycopodium alkaloids.
The effect of HupA and other cholinesterase inhibitors (anti-AD drugs) on acetylcholine esterase activity in the rat cortex and butylCholine esters activity are compared. Expand