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 analogs inhibit muscarinic receptors with 10-fold selectivity for M2 over M1 receptors.
| Molecular Formula | C20H31NO2 |
| References | Binns SV et al (1965) The chemical constituents of Galbulimima species. V. The isolation of further alkaloids. Binns S.V. et al., Aust. J. Chem. 18:569 Chackalamannil S et al (2004) Himbacine analogs as muscarinic receptor antagonists––effects of tether and heterocyclic variations. Bioorg. Med. Chem. Lett. 15:3967 Evans DA et al (2012) Progress toward the syntheses of (+)-GB 13, (+)-himgaline, and himandridine. New insights into intramolecular imine/enamine aldol cyclizations. J. Am. Chem. Soc. 134:8162 Mander LN et al (1967) The chemical constituents of Galbulimima species. X. The structure of himgaline. Mander L.N. et al., Aust. J.Chem. 20:1705 |