title: Antitumor activity of novel deoxoartemisinin monomers, dimers, and trimer.
abstract: The first primary amines 9 and bromoalkyl analogues 7 of deoxoartemisinin with nonacetal functionality at C-12 are prepared as versatile intermediates for the synthesis of various derivatives. Eight C-12 nonacetal type dimers and one trimer of deoxoartemisinin were prepared using novel chemistry. Dimers, particularly 12a, 18a,b, and trimer 17, were especially potent and selective at inhibiting the growth of certain human cancer cell lines and were comparable to that of clinically used anticancer drugs. The linker with one amide- or one sulfur-centered two ethylene groups of the dimers is essential for high anticancer activity. Trimer 17 shows very potent activity against most of the human cancer cell lines tested.
authors.affiliation: Department of Chemistry, Yonsei University, Seoul 120-749, Korea. mkjung@alchemy.yonsei.ac.kr
authors.forename: Mankil
authors.initials: M
authors.lastname: Jung
authors.forename: Sangmin
authors.initials: S
authors.lastname: Lee
authors.forename: Jungyeob
authors.initials: J
authors.lastname: Ham
authors.forename: Kyunghoon
authors.initials: K
authors.lastname: Lee
authors.forename: Hanjo
authors.initials: H
authors.lastname: Kim
authors.forename: Soo Kie
authors.initials: SK
authors.lastname: Kim
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D037621:Artemisinins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D051379:Mice; D011108:Polymers; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
chemical_list: D000970:Antineoplastic Agents; D037621:Artemisinins; D011108:Polymers; D012717:Sesquiterpenes; C063801:deoxoartemisinin