title: Antiproliferative and antiplasmodial dimeric phloroglucinols from Mallotus oppositifolius from the Madagascar Dry Forest (1).
abstract: Bioassay-guided fractionation of an ethanol extract of the leaves and inflorescence of Mallotus oppositifolius collected in Madagascar led to the isolation of the two new bioactive dimeric phloroglucinols mallotojaponins B (1) and C (2), together with the known mallotophenone (3). The structures of the new compounds were determined on the basis of spectroscopic evidence, including their 1D- and 2D-NMR spectra, mass spectrometry, and an X-ray crystal structure. Compounds 1 and 2 showed potent antimalarial activity against chloroquine-resistant Plasmodium falciparum, with IC50 values of 0.75 ± 0.30 and 0.14 ± 0.04 μM, while 3 was inactive in this assay. Compounds 1-3 also displayed strong antiproliferative activity against the A2780 human ovarian cancer cell line (IC50 1.10 ± 0.05, 1.3 ± 0.1 and 6.3 ± 0.4 μM, respectively).
authors.affiliation: Department of Chemistry and Virginia Tech Center for Drug Discovery, M/C 0212, Virginia Tech, Blacksburg, Virginia 24061, USA.
authors.forename: Liva
authors.initials: L
authors.lastname: Harinantenaina
authors.forename: Jessica D
authors.initials: JD
authors.lastname: Bowman
authors.forename: Peggy J
authors.initials: PJ
authors.lastname: Brodie
authors.forename: Carla
authors.initials: C
authors.lastname: Slebodnick
authors.forename: Martin W
authors.initials: MW
authors.lastname: Callmander
authors.forename: Etienne
authors.initials: E
authors.lastname: Rakotobe
authors.forename: Richard
authors.initials: R
authors.lastname: Randrianaivo
authors.forename: Vincent E
authors.initials: VE
authors.lastname: Rasamison
authors.forename: Alexander
authors.initials: A
authors.lastname: Gorka
authors.forename: Paul D
authors.initials: PD
authors.lastname: Roepe
authors.forename: Maria B
authors.initials: MB
authors.lastname: Cassera
authors.forename: David G I
authors.initials: DG
authors.lastname: Kingston
mesh_terms: D000962:Antimalarials / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D002738:Chloroquine / Q000494:pharmacology; D004351:Drug Resistance / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D005260:Female; D006801:Humans; D020128:Inhibitory Concentration 50; D008270:Madagascar; D036461:Mallotus Plant / Q000737:chemistry*; D015394:Molecular Structure; D010696:Phloroglucinol / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D018515:Plant Leaves / Q000737:chemistry; D010963:Plasmodium falciparum / Q000187:drug effects*; D014197:Trees
chemical_list: D000962:Antimalarials; D000972:Antineoplastic Agents, Phytogenic; C581272:mallotojaponin B; C581271:mallotojaponin C; D002738:Chloroquine; D010696:Phloroglucinol