7, 8, 15, 16-Tetraoxa-dispiro [5. 2. 5. 2]hexadecane-3-carboxylic acid derivatives and their antimalarial activity

Abstract

Several C2 symmetrical mixed tetraoxanes were prepared starting from a gemdihydroperoxide and a ketone. The obtained tetraoxanes showed pronounced antimalarial activity against P. falciparum chloroquine resistant W2 and chloroquine susceptible D6 strains, with N-(2-dimethylamino)ethyl-7,8,15,16-tetraoxa-dispiro Š5.2.5.2Ćhexadecane-3-carboxamide being as active as artemisinin.

U ovom radu prikazana je sinteza serije C2 mešovitih tetraoksana polazeći od gem-dihidroperoksida cikloheksanona. Dobijenim derivatima ispitana je in vitro aktivnost prema W2 i D6 sojevima P. falciparum. Utvrđeno je da derivat N-(2-dimetilamino)etil 7,8,15,16-tetraoksa-dispiroŠ5.2.5.2Ćheksadekan-3-karboksamid pokazuje aktivnost vrlo blisku aktivnosti poznatog antimalarika artemizinina.