Rhazinilam Explained

Rhazinilam is an alkaloid first isolated in 1965 by Linde from the Melodinus australis plant. It was later isolated from the shrub Rhazya stricta as well as from other organisms.

Biological activity

Rhazinilam has activity similar to that of colchicine, taxol and vinblastine, acting as a spindle poison.^[1]

Total synthesis

Rhazinilam was first synthesized in 1973 by Smith and coworkers, and multiple subsequent times.^[2]

Trauner synthesis

Bowie. Alfred L.. Hughes, Chambers C. . Trauner, Dirk . Concise Synthesis of (±)-Rhazinilam through Direct Coupling. Organic Letters. 7. 23. 5207–5209. 10.1021/ol052033v. 16268539.

References

1. David. Bruno. Sévenet, Thierry . Thoison, Odile . Awang, Khalijah . Païs, Mary . Wright, Michel . Guénard, Daniel . Hemisynthesis of rhazinilam analogues: structure - activity relationships on tubulin-microtubule system. Bioorganic & Medicinal Chemistry Letters. 7. 17. 2155–2158. 10.1016/S0960-894X(97)00391-0.
2. Ratcliffe. A.H.. Smith, G.F. . Smith, G.N. . The synthesis of rhazinilam. Tetrahedron Letters. 14. 52. 5179–5184. 10.1016/S0040-4039(01)87657-7.