Structure-activity relationship of anti-malarial spongean peroxides having a 3-methoxy-1,2-dioxane structure.
In order to study the structure-activity relationship of anti-malarial spongean peroxides, several analogues concerning with the 6-methoxyacetyl moiety and the 3-pentyl residue in methyl 2-(3-methoxy-3-pentyl-1,2-dioxan-6-yl)acetate were synthesized and evaluated for anti-malarial activity. The tert-butyl ester analogue 14 showed stability in mouse serum and a high selectivity index against the malaria parasite, Plasmodium falciparum, and the citronellyl analogue 31 exhibited the strongest in vitro anti-malarial activity among them, and the imidazole analogue 25 showed desirable in vivo anti-malarial activity against P. berghei infected mice.
Kawanishi
Motoyuki
M
Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka 565-0871, Japan.
Kotoku
Naoyuki
N
Itagaki
Sawako
S
Horii
Toshihiro
T
Kobayashi
Motomasa
M
D000818:Animals; D000962:Antimalarials / Q000737:chemistry* / Q000494:pharmacology*; D004146:Dioxanes / Q000138:chemical synthesis / Q000737:chemistry*; D051379:Mice; D010545:Peroxides / Q000737:chemistry* / Q000494:pharmacology*; D010961:Plasmodium / Q000187:drug effects; D011161:Porifera / Q000737:chemistry; D013329:Structure-Activity Relationship
D000962:Antimalarials; D004146:Dioxanes; D010545:Peroxides