title: Antimalarial Oxoprotoberberine Alkaloids from the Leaves of Miliusa cuneata.
abstract: Five new oxoprotoberberine alkaloids, miliusacunines A-E (1-5), along with nine known compounds, 6-14, were isolated from an acetone extract of the leaves and twigs of Miliusa cuneata. Their structures were elucidated by spectroscopic analysis. All isolated compounds were evaluated for their cytotoxicities against the KB and Vero cell lines and for antimalarial activities against the Plasmodium falciparum strains TM4 and K1 (a sensitive and a multi-drug-resistant strain, respectively). Compound 1 showed in vitro antimalarial activity against the TM4 strain, with an IC50 value of 19.3 ± 3.4 μM, and compound 2 demonstrated significant activity against the K1 strain, with an IC50 value of 10.8 ± 4.1 μM. Both compounds showed no discernible cytotoxicity to the Vero cell line at the concentration levels evaluated.
authors.affiliation: Department of Chemistry, Faculty of Science, Chiang Mai University , Sutep, Muang, Chiang Mai 50200, Thailand.
authors.forename: Thanika
authors.initials: T
authors.lastname: Promchai
authors.affiliation: Department of Chemistry, Faculty of Science, Chiang Mai University , Sutep, Muang, Chiang Mai 50200, Thailand.
authors.forename: Atchara
authors.initials: A
authors.lastname: Jaidee
authors.affiliation: School of Science, University of Phayao , Maeka, Muang, Phayao 56000, Thailand.
authors.forename: Sarot
authors.initials: S
authors.lastname: Cheenpracha
authors.affiliation: Department of Chemistry, Faculty of Science, Chiang Mai University , Sutep, Muang, Chiang Mai 50200, Thailand.
authors.forename: Kongkiat
authors.initials: K
authors.lastname: Trisuwan
authors.affiliation: Medical Molecular Biology Research Unit, National Center for Genetic Engineering and Biotechnology, National Science and Technology Development Agency , Thailand Science Park, Pathumthani 12120, Thailand.
authors.forename: Roonglawan
authors.initials: R
authors.lastname: Rattanajak
authors.affiliation: Medical Molecular Biology Research Unit, National Center for Genetic Engineering and Biotechnology, National Science and Technology Development Agency , Thailand Science Park, Pathumthani 12120, Thailand.
authors.forename: Sumalee
authors.initials: S
authors.lastname: Kamchonwongpaisan
authors.affiliation: Natural Products Research Laboratory, School of Science, Mae Fah Luang University , Tasud, Muang, Chiang Rai 57100, Thailand.
authors.forename: Surat
authors.initials: S
authors.lastname: Laphookhieo
authors.affiliation: School of Chemistry, University of Wollongong , Wollongong, New South Wales 2522, Australia.
authors.forename: Stephen G
authors.initials: SG
authors.lastname: Pyne
authors.affiliation: Department of Chemistry, Faculty of Science, Chiang Mai University , Sutep, Muang, Chiang Mai 50200, Thailand.
authors.forename: Thunwadee
authors.initials: T
authors.lastname: Ritthiwigrom
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000818:Animals; D029061:Annonaceae / Q000737:chemistry*; D000962:Antimalarials / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D002522:Chlorocebus aethiops; D004305:Dose-Response Relationship, Drug; D006801:Humans; D007624:KB Cells; D008288:Malaria / Q000188:drug therapy*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D010962:Plasmodium berghei; D010963:Plasmodium falciparum / Q000187:drug effects*; D014709:Vero Cells
chemical_list: D000470:Alkaloids; D000962:Antimalarials