title: Synthesis and in vitro antiprotozoal activities of 5-phenyliminobenzo[a]phenoxazine derivatives.
abstract: A series of 5-phenyliminobenzo[a]phenoxazine derivatives were synthesized. The in vitro antiprotozoal activities were evaluated against Plasmodium falciparum K1, Trypanosoma cruzi, Leishmania donovani and Trypanosoma brucei rhodesiense. N,N-Diethyl-5-((4-methoxyphenyl)imino)-5H-benzo[a]phenoxazin-9-amine shows IC(50)=0.040 μmol L(-1) with a selective index of 1425 against Plasmodium falciparum K1.
authors.affiliation: Key Laboratory of Organic Synthesis of Jiangsu Province, Soochow University, 199 Ren'Ai Road, Suzhou 215123, China.
authors.forename: Xue-Liang
authors.initials: XL
authors.lastname: Shi
authors.forename: Jian-Feng
authors.initials: JF
authors.lastname: Ge
authors.forename: Bao-Qiang
authors.initials: BQ
authors.lastname: Liu
authors.forename: Marcel
authors.initials: M
authors.lastname: Kaiser
authors.forename: Sergio
authors.initials: S
authors.lastname: Wittlin
authors.forename: Reto
authors.initials: R
authors.lastname: Brun
authors.forename: Masataka
authors.initials: M
authors.lastname: Ihara
mesh_terms: D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000633:toxicity; D000981:Antiprotozoal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D015195:Drug Design; D020128:Inhibitory Concentration 50; D007893:Leishmania donovani / Q000187:drug effects; D008288:Malaria / Q000188:drug therapy / Q000453:epidemiology; D008956:Models, Chemical; D015394:Molecular Structure; D032446:Myoblasts; D010078:Oxazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D021261:Parasitic Sensitivity Tests; D010963:Plasmodium falciparum / Q000187:drug effects; D011726:Pyridinium Compounds / Q000737:chemistry; D051381:Rats; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000737:chemistry; D014344:Trypanocidal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology / Q000633:toxicity; D016833:Trypanosoma brucei rhodesiense / Q000187:drug effects; D014349:Trypanosoma cruzi / Q000187:drug effects
chemical_list: D000962:Antimalarials; D000981:Antiprotozoal Agents; C571357:N,N-diethyl-5-((4-methoxyphenyl)imino)-5H-benzo(a)phenoxazin-9-amine; D010078:Oxazines; D011726:Pyridinium Compounds; D013844:Thiazoles; D014344:Trypanocidal Agents; C481079:rhodacyanine; C039203:phenoxazine