title: Alvaradoins E-N, antitumor and cytotoxic anthracenone C-glycosides from the leaves of Alvaradoa haitiensis.
abstract: Bioactivity-directed fractionation of an extract of the leaves of Alvaradoa haitiensis, using the KB (human oral epidermoid carcinoma) cell line, led to the isolation and identification of 10 new anthracenone C-glycosides, alvaradoins E-N (1-10), along with the known compound chrysophanol (11). The cytotoxicity of all compounds was evaluated, and preliminary structure-activity relationships are suggested. The most potent compounds in the in vitro assays (1 and 2) were evaluated in vivo versus the P388 (murine lymphocytic leukemia) model, and alvaradoin E (1) showed antileukemic activity (125% T/C) at a dose of 0.2 mg kg-1 per injection when administered intraperitoneally.
authors.affiliation: Natural Products Laboratory, Research Triangle Institute, P.O. Box 12194, Research Triangle Park, North Carolina 27709, USA.
authors.forename: Sharnelle S
authors.initials: SS
authors.lastname: Phifer
authors.forename: Dongho
authors.initials: D
authors.lastname: Lee
authors.forename: Eun-Kyoung
authors.initials: EK
authors.lastname: Seo
authors.forename: Nam-Cheol
authors.initials: NC
authors.lastname: Kim
authors.forename: Tyler N
authors.initials: TN
authors.lastname: Graf
authors.forename: David J
authors.initials: DJ
authors.lastname: Kroll
authors.forename: Hernan A
authors.initials: HA
authors.lastname: Navarro
authors.forename: Robert A
authors.initials: RA
authors.lastname: Izydore
authors.forename: Francisco
authors.initials: F
authors.lastname: Jiménez
authors.forename: Ricardo
authors.initials: R
authors.lastname: Garcia
authors.forename: William C
authors.initials: WC
authors.lastname: Rose
authors.forename: Craig R
authors.initials: CR
authors.lastname: Fairchild
authors.forename: Robert
authors.initials: R
authors.lastname: Wild
authors.forename: Djaja D
authors.initials: DD
authors.lastname: Soejarto
authors.forename: Norman R
authors.initials: NR
authors.lastname: Farnsworth
authors.forename: A Douglas
authors.initials: AD
authors.lastname: Kinghorn
authors.forename: Nicholas H
authors.initials: NH
authors.lastname: Oberlies
authors.forename: Monroe E
authors.initials: ME
authors.lastname: Wall
authors.forename: Mansukh C
authors.initials: MC
authors.lastname: Wani
mesh_terms: D000818:Animals; D000873:Anthracenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004293:Dominican Republic; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007624:KB Cells; D007941:Leukemia P388; D008954:Models, Biological; D015394:Molecular Structure; D009005:Monosaccharides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D029641:Simaroubaceae / Q000737:chemistry*; D013329:Structure-Activity Relationship
chemical_list: D000873:Anthracenes; D000972:Antineoplastic Agents, Phytogenic; D009005:Monosaccharides; C500945:alvaradoin E