Himgaline
Application Notes
Himgaline is a piperidine alkaloid with a complex polycyclic scaffold first isolated from Galbulimima sp., a magnolia native to northern Australia, and reported in 1967 by Ritchie and co-workers, University of Sydney, Australia. There are no specific reports of himgaline’s biological activity, however the related himbacine and analogues inhibit muscarinic receptors with 10-fold selectivity for M2 over M1 receptors.
References
- The chemical constituents of Galbulimima species. V. The isolation of further alkaloids. Binns S.V. et al., Aust. J. Chem. 1965, 18, 569.
- The chemical constituents of Galbulimima species. X. The structure of himgaline. Mander L.N. et al., Aust. J. Chem. 1967, 20, 1705 – 1718.
- Progress toward the syntheses of (+)-GB 13, (+)-himgaline, and himandridine. New insights into intramolecular imine/enamine aldol cyclizations. Evans D.A. et al., J. Am. Chem. Soc. 2012, 134, 8162.