title: Synthesis and cytotoxicity studies of artemisinin derivatives containing lipophilic alkyl carbon chains.
abstract: [reaction: see text] Cytotoxic artemisinin derivatives have been synthesized by a modular approach of "artemisinin + linker + lipophilic alkyl carbon chain". A strong correlation between the length of the carbon chains and the cytotoxicities against human hepatocellular carcinoma (HepG2) was revealed. Notably, compared with artemisinin (IC(50) = 97 microM), up to 200-fold more potent cytotoxicity (IC(50) = 0.46 microM) could be achieved by attachment of a C(14)H(29) carbon chain to artemisinin via an amide linker.
authors.affiliation: Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, China.
authors.forename: Yungen
authors.initials: Y
authors.lastname: Liu
authors.forename: Vincent Kam-Wai
authors.initials: VK
authors.lastname: Wong
authors.forename: Ben Chi-Bun
authors.initials: BC
authors.lastname: Ko
authors.forename: Man-Kin
authors.initials: MK
authors.lastname: Wong
authors.forename: Chi-Ming
authors.initials: CM
authors.lastname: Che
mesh_terms: D000480:Alkynes / Q000737:chemistry; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000633:toxicity*; D037621:Artemisinins / Q000138:chemical synthesis* / Q000633:toxicity*; D006528:Carcinoma, Hepatocellular; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020128:Inhibitory Concentration 50; D008055:Lipids / Q000737:chemistry; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000633:toxicity*; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
chemical_list: D000480:Alkynes; D000970:Antineoplastic Agents; D037621:Artemisinins; D008055:Lipids; D012717:Sesquiterpenes; C031327:artemisinin