Three Lycopodium Alkaloid N-Oxides from Huperzia serrata

Abstract

Three lycopodium alkaloid N-oxides, huperzine J (1), huperzine K (2) and huperzine L (3) were obtained from Huperzia serrata (Thunb.) Trev. Their structures were elucidated by spectroscopic methods and the relative configurations of 1 and 3 were established via NOESY NMR observations; optical rotation values and CD data are presented.

References

• 1 Jiangsu New Medical College.. Dictionary of Traditional Chinese Medicines,. Shanghai Science and Technology Press, Shanghai,; 1986: 1138-40
• 2 Luan  X H,, Xu  Z L.. Study on the alkaloid constituents of Lycopodium. .  Acta Pharm. Sin.. 1986;;  21 310-7
• 3 Luan  X H,, Xu  Z L.. Study on the alkaloid constituents of Lycopodium. .  Acta Pharm. Sin.. 1986;;  21 386-96
• 4 Ayer  W A,, Trifonov  L S.. The Lycopodium alkaloids. In: Cordell GA, Brossi A, editors The Alkaloids. Vol. 45, Academic Press, New York,; 1994: 233-66
• 5 Zhu  D Y,, Huang  M F,, Wang  B D,, Kong  X M.. Study on the structures of huperzines E and F.  Chin. J. Appl. Environ. Biol.. 1996;;  2 352-5
• 6 Wang  B D,, Jiang  S H,, Gao  W Y,, Zhu  D Y.. Structural elucidation of huperzine G.  Acta Bot. Sin.. 1998;;  40 842-5
• 7 Xu  R S,, Cheng  Z L.. Extraction and Separation of Effective Components from Chinese Herbal Medicines, 2nd Ed. Shanghai Science and Technology Press, Shanghai,; 1989: 263-6
• 8 Inubushi  Y,, Harayama  T.. Alkaloid constituents of Lycopodium phlegmaria L.  Yakugagu Zasshi. 1982;;  102 434-9
• 9 Nyembo  L,, Goffin  A,, Hootele  C,, Braekman  J C.. Phlegmarine, a likely key intermediate in the biosynthesis of the Lycopodium alkaloids.  Can. J. Chem.. 1978;;  56 851-6
• 10 Shindo  H.. Studies on the IR spectra of heterocyclic compounds, VI.  Chem. Pharm. Bull.. 1959;;  7 407-15
• 11 Shindo  H.. Studies on the IR spectra of heterocyclic compounds, VII.  Chem. Pharm. Bull.. 1959;;  7 791-9
• 12 Nakanishi  K.. Infrared Absorption Spectroscopy, Practical, Holden-Day,. San Fransisco,; 1962: 51
• 13 Wang  F P,, Pelletier  S W.. Studies of the structures of some unnatural diterpene alkaloids.  Huaxi Yaoxue Zazhi. 1989;;  4 193-7