Method for the synthesis of huperzine A and analogs thereof and

Details Method for the synthesis of huperzine A and analogs thereof and Method for the synthesis of huperzine A and analogs thereof and

1990-03-23

1992-04-21

Wax, Robert A.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546 97, C07D22122, A01N 4342, A61K 3144

Patent

active

051069792

ABSTRACT:
The present invention relates to a method for the synthesis of certain bridged fused ring pyridines. Such bridged fused ring pyridines can be converted to huperzine A and analogs of huperzine A. The present invention also covers such bridged fused ring pyridines, compounds utilized for the preparation of the bridged fused ring pyridines and analogs of huperzine A.

REFERENCES:
C. M. Yu et al., Canadian Journal of Chemistry, 64, 837-839 (1986), The Structures of Huperzine A and B, Two New Alkaloids Exhibiting Marked Anticholinesterase Activity.
D. Gravel et al., Canadian Journal of Chemistry, 62, 2945-2947 (1984), Total Regiospecific Synthesis of Selagine Tricyclic Ring System.
W. Ye et al., Acta Pharmacologica Sinica, 9, 193-196 (1988), Pharmacokinetics of Huperzine A in Rats and Mice.
C. Shi-Ming et al., Acta Pharmaceutica Sinica, 22, 801-806 (1977), The Effects of Fordine on Learning and Memory in Rats.
A. Kende et al., Heterocycles, 21, 91-106, New Tactics in Heterocyclic Synthesis.
Valenta, Z. et al., "Structure of Selagine", CA 54:21167-21168 of Tetrahedron Letters, 1960, No. 10, pp. 26-33.
Chen, C. et al., "Studies on the Bioactive Lyc. Alkaloid", CA 101:143940w of T'ai-wan Yao Hsueh Toa Chih, 1984, vol. 36, #1, pp. 1-7.
Liu(I), "Structure of Huperzine A and B", CA 105:75908x of Can. J. Chem., 1986, vol. 64, #4, pp. 837-839.
Liu(II), "Chemistry of Huperzine A and B", CA107:115821p of Huaxue Xueboo, 1986, vol. 44, #10, pp. 1035-1040.
Yuan, S., et al., "Alkaloids of Huperzia Serrata", CA 110:92014y of Yaoxue Xuebao, 1988, vol. 23, No. 7, pp. 516-520.
Qian, L. et al., "A Total Synthesis of (.+-.) Huperzine A", CA 111:214783s of Tetrahedron Letters, 1989, vol. 30, No. 16, pp. 2089-2090.

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