Ozonides antimalarial activity

The ozonide (176) was prepared as part of a synthetic study towards the antimalarial natural product artemisinin (177) <92JCS(Pl)325l>. It proved stable enough to allow x-ray crystal structure determination (see Section 4.16.3.1). Other, more complex, polycyclic ozonides were prepared in order to investigate possible antimalarial properties. Compounds were evaluated in vitro for antimalarial activity using a multiresistant strain of Plasmodium falciparum. Most were found to be weakly active although a thousand times less active than artemisinin. 

Antimalarial activity is also shown by 13,43-tetraoxanes and these compounds have been synthesised by the acid-catalysed dimerisation of ozonides <99JMC2604>. Ozonolysis of vinyl ethers and cyclocondensation of the derived bis(hydroperoxides) with carbonyl... 

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