C-16 artemisinin derivatives and their antimalarial and cytotoxic activities: syntheses of artemisinin monomers, dimers, trimers, and tetramers by nucleophilic additions to artemisitene.
Nucleophilic additions of lithium keto and ester enolates and mono- and bifunctional Grignard reagents to artemisitene provided C-16-derived artemisinin monomers, dimers, trimers, and tetramers whose antimalarial and cytotoxic activities have been evaluated.
Ekthawatchai
S
S
Department of Chemistry, Faculty of Science, Mahidol University, Rama 6 Road, Bangkok 10400, Thailand.
Kamchonwongpaisan
S
S
Kongsaeree
P
P
Tarnchompoo
B
B
Thebtaranonth
Y
Y
Yuthavong
Y
Y
D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D037621:Artemisinins; D002460:Cell Line; D002522:Chlorocebus aethiops; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008968:Molecular Conformation; D010963:Plasmodium falciparum / Q000187:drug effects; D011108:Polymers; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
D000962:Antimalarials; D000970:Antineoplastic Agents; D037621:Artemisinins; D011108:Polymers; D012717:Sesquiterpenes; C105118:artemisitene; C031327:artemisinin