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Semisynthesis



"Semisynthesis" or partial chemical synthesis is a type of chemical synthesis that uses compounds isolated from natural sources (e.g. plant material or bacterial or cell cultures) as starting materials. These natural biomolecules are usually large and complex molecules. This is opposed to a total synthesis where large molecules are synthesized from a stepwise combination of small and cheap (petrochemical) building blocks.

Additional recommended knowledge

Semisynthesis is usually used when the precursor molecule is too structurally complex, too costly or too inefficient to be produced by total synthesis. It is also possible that the semisynthetic derivative outperforms the original biomolecule itself with respect to potency, stability or safety.

Drugs derived from natural sources are usually produced by harvesting the natural source or through semisynthetic methods: one example is the semisynthesis of LSD from ergotamine, which is isolated from ergot fungus cultures. The commercial production of Taxol is also based on semisynthesis (see: Taxol total synthesis).

The antimalarial drug artemether (a component of Coartem) is a semisynthetic derived from naturally occurring Artemisinin. The latter is unstable due to the presence of a lactone group and therefore this group is replaced by an acetal through organic reduction with potassium borohydride and methoxylation [1]:

See also

References

  1. ^ An Improved Manufacturing Process for the Antimalaria Drug Coartem. Part IMatthias Boehm, Peter C. Fuenfschilling, Matthias Krieger, Ernst Kuesters, and Fritz Struber Org. Process Res. Dev.; 2007; 11(3) pp 336 - 340; (Article) doi:10.1021/op0602425
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Semisynthesis". A list of authors is available in Wikipedia.
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