title: Synthesis and cytotoxicity on human leukemia cells of furonaphthoquinones isolated from tabebuia plants.
abstract: Furonaphthoquinones are promising skeletons for anticancer drug molecules. In particular, methoxylated furonaphthoquinones are characteristic constituents of Tabebuia plants. In this research, we synthesized the furonaphthoquinones by effective one-pot cascade reactions of 3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenides with 3-butyn-2-ol in the presence of palladium and cuprous catalysts via Sonogashira coupling and intramolecular cyclization. Furthermore, we demonstrated that the synthetic furonaphthoquinones showed moderate cytotoxicity against human leukemia U937 and HL-60 cells. Our work highlights the importance of furonaphthoquinones as antileukemic agents.
authors.affiliation: Department of Materials Science and Technology, Faculty of Engineering, Gifu University.
authors.forename: Ryuta
authors.initials: R
authors.lastname: Inagaki
authors.forename: Masayuki
authors.initials: M
authors.lastname: Ninomiya
authors.forename: Kaori
authors.initials: K
authors.lastname: Tanaka
authors.forename: Kunitomo
authors.initials: K
authors.lastname: Watanabe
authors.forename: Mamoru
authors.initials: M
authors.lastname: Koketsu
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000627:therapeutic use / Q000633:toxicity; D002384:Catalysis; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D003300:Copper / Q000737:chemistry; D003500:Cyclization; D018922:HL-60 Cells; D006801:Humans; D007938:Leukemia / Q000188:drug therapy; D009285:Naphthoquinones / Q000737:chemistry* / Q000627:therapeutic use / Q000633:toxicity; D010165:Palladium / Q000737:chemistry; D029663:Tabebuia / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D009285:Naphthoquinones; C042514:cuprous ion; D010165:Palladium; D003300:Copper