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Ellipticine
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Ellipticine is a tetracyclic first extracted from the tree species Ochrosia elliptica and Rauvolfia sandwicensis

which inhibits the enzyme via intercalative binding to .


Natural occurrence and synthesis
Ellipticine is an present in several trees within the genera , , and .

It was first isolated from Ochrosia elliptica Labill., a flowering tree native to and which gives the alkaloid its name, in 1959, and synthesised by Robert Burns Woodward later the same year.


Biological activity
Ellipticine is a known intercalator, capable of entering a DNA strand between base pairs. In its intercalated state, ellipticine binds strongly

and lies parallel to the base pairs,

increasing the of the DNA.

Intercalated ellipticine binds directly to , an involved in ,

inhibiting the enzyme and resulting in powerful antitumour activity. In clinical trials, ellipticine derivatives have been observed to induce remission of growth, but are not used for medical purposes due to their high ; side effects include and , , , pronounced fatigue, mouth dryness, and of the tongue and .

 
(1980). 9783642814907

Further DNA damage results from the formation of covalent following enzymatic activation of ellipticine by with P450 and , meaning that ellipticine is classified as a .

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