title: Convenient access both to highly antimalaria-active 10-arylaminoartemisinins, and to 10-alkyl ethers including artemether, arteether, and artelinate.
abstract: An economical phase-transfer method is used to prepare 10-arylaminoartemisinins from DHA and arylamines, and artemether, arteether, and artelinate from the corresponding alcohols. In vivo sc screens against Plasmodium berghei and P. yoelii in mice reveal that the p-fluorophenylamino derivative 5 g is some 13 and 70 times, respectively, more active than artesunate; this reflects the very high sc activity of 10-alkylaminoartemisinins. However, through the po route, the compounds are less active than the alkylaminoartemisinins, but still approximately equipotent with artesunate.
authors.affiliation: Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, PR China. haynes@ust.hk
authors.forename: Richard K
authors.initials: RK
authors.lastname: Haynes
authors.forename: Ho-Wai
authors.initials: HW
authors.lastname: Chan
authors.forename: Wing-Yan
authors.initials: WY
authors.lastname: Ho
authors.forename: Cliff Ki-Fung
authors.initials: CK
authors.lastname: Ko
authors.forename: Lucia
authors.initials: L
authors.lastname: Gerena
authors.forename: Dennis E
authors.initials: DE
authors.lastname: Kyle
authors.forename: Wallace
authors.initials: W
authors.lastname: Peters
authors.forename: Brian L
authors.initials: BL
authors.lastname: Robinson
mesh_terms: D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000077549:Artemether; D037621:Artemisinins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D008288:Malaria / Q000188:drug therapy; D051379:Mice; D015394:Molecular Structure; D018512:Parasitemia / Q000188:drug therapy; D010962:Plasmodium berghei / Q000187:drug effects; D010963:Plasmodium falciparum / Q000187:drug effects; D010967:Plasmodium yoelii / Q000187:drug effects; D012717:Sesquiterpenes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000962:Antimalarials; D037621:Artemisinins; D012717:Sesquiterpenes; C062768:artelinic acid; D000077549:Artemether; C055141:artemotil