Antimalarial and Cytotoxic Activities of Bicyclo[6.4.0]dodecenones

Abstract

Biological evaluations of bicyclo[6.4.0]dodecenone derivatives on antimalarial activity in vitro against Plasmodium falciparum and cytotoxicity against human KB cells were made. (±)-(1R^*, 4S^*, 7R^*, 8S^*)-4-tert-Butyldimethylsiloxy-5, 5-dimethyl-1-methyl-9-methylene-7-phenylsulfonylbicyclo[6.4.0]dodec-2, 11-dien-10-one (15) exhibited potent antimalarial activity, whereas (±)-(1R^*, 7R^*, 8S^*)-1-methyl-9-methylene-7-phenylsulfonylbicyclo[6.4.0]dodec-2, 11-dien-10-one (14) showed significant cytotoxic activity in human KB cells. Both 14 and 15 possess, as a structural character, the exo-methylene moiety in their 6-membered ring of the 8-6 fused ring system.