title: Antimalarial and cytotoxic activities of bicycl.
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-Butyl-dimethylsiloxy-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.
authors.affiliation: Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama, Sendai, Japan.
authors.forename: H
authors.initials: H
authors.lastname: Fujishima
authors.forename: H
authors.initials: H
authors.lastname: Takeshita
authors.forename: M
authors.initials: M
authors.lastname: Toyota
authors.forename: H S
authors.initials: HS
authors.lastname: Kim
authors.forename: Y
authors.initials: Y
authors.lastname: Wataya
authors.forename: M
authors.initials: M
authors.lastname: Tanaka
authors.forename: T
authors.initials: T
authors.lastname: Sasaki
authors.forename: M
authors.initials: M
authors.lastname: Ihara
mesh_terms: D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001643:Bridged Bicyclo Compounds / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D007624:KB Cells; D008325:Mammary Neoplasms, Experimental / Q000473:pathology; D051379:Mice; D010963:Plasmodium falciparum / Q000187:drug effects; D014407:Tumor Cells, Cultured
chemical_list: D000962:Antimalarials; D000970:Antineoplastic Agents; D001643:Bridged Bicyclo Compounds