Rhazinilam is an

alkaloid Alkaloids are a class of basic, naturally occurring organic compounds that contain at least one nitrogen atom. This group also includes some related compounds with neutral and even weakly acidic properties. Some synthetic compounds of similar ...

first isolated in 1965 by Linde from the ''Melodinus australis'' plant. It was later isolated from the shrub ''

Rhazya stricta ''Rhazya stricta'' (Persian: اشورک Eshvarak) is a native poisonous plant in Southern Iran, Afghanistan, Pakistan, India, Iraq, Oman, Yemen, and Saudi Arabia.Muẓaffariān, Walī Allāh. 1996. A dictionary of Iranian plant names: Latin, Engl ...

'' as well as from other organisms.

Biological activity

Rhazinilam has activity similar to that of

colchicine Colchicine is a medication used to treat gout and Behçet's disease. In gout, it is less preferred to NSAIDs or steroids. Other uses for colchicine include the management of pericarditis and familial Mediterranean fever. Colchicine is taken ...

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and

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, acting as a

spindle poison A spindle poison, also known as a spindle toxin, is a poison that disrupts cell division by affecting the protein threads that connect the centromere regions of chromosomes, known as spindles. Spindle poisons effectively cease the production of new ...

Total synthesis

Rhazinilam was first synthesized in 1973 by Smith and coworkers, and multiple subsequent times.

Trauner synthesis

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References

Pyrroles Alkaloids Total synthesis Plant toxins