title: Antiproliferative Compounds from Cleistanthus boivinianus from the Madagascar Dry Forest.
abstract: The two new lignans 3α-O-(β-D-glucopyranosyl)desoxypodophyllotoxin (1) and 4-O-(β-D-glucopyranosyl)dehydropodophyllotoxin (2) were isolated from Cleistanthus boivinianus, together with the known lignans deoxypicropodophyllotoxin (3), (±)-β-apopicropodophyllin (4), (-)-desoxypodophyllotoxin (5), (-)-yatein (6), and β-peltatin-5-O-β-D-glucopyranoside (7). The structures of all compounds were characterized by spectroscopic techniques. Compounds 1, 4, and 5 showed potent antiproliferative activities against the A2780 ovarian cancer cell line, with IC50 values of 33.0 ± 3.6, 63.1 ± 6.7, and 230 ± 1 nM, respectively. Compounds 2 and 7 showed only modest A2780 activities, with IC50 values of 2.1 ± 0.3 and 4.9 ± 0.1 μM, respectively, while compounds 3 and 6 had IC50 values of >10 μM. Compound 1 also had potent antiproliferative activity against the HCT-116 human colon carcinoma cell line, with an IC50 value of 20.5 nM, and compound 4 exhibited modest antiproliferative activity against the A2058 human caucasian metastatic melanoma and MES-SA human uterine sarcoma cell lines, with IC50 values of 4.6 and 4.0 μM, respectively.
authors.forename: Yixi
authors.initials: Y
authors.lastname: Liu
authors.forename: Kelly
authors.initials: K
authors.lastname: Young
authors.forename: L Harinantenaina
authors.initials: LH
authors.lastname: Rakotondraibe
authors.forename: Peggy J
authors.initials: PJ
authors.lastname: Brodie
authors.forename: Jessica D
authors.initials: JD
authors.lastname: Wiley
authors.forename: Maria B
authors.initials: MB
authors.lastname: Cassera
authors.affiliation: §Missouri Botanical Garden, P.O. Box 299, St. Louis, Missouri 63166, United States.
authors.forename: Martin W
authors.initials: MW
authors.lastname: Callmander
authors.affiliation: ⊥Centre National d'Application des Recherches Pharmaceutiques, B.P. 702, Antananarivo 101, Madagascar.
authors.forename: R
authors.initials: R
authors.lastname: Rakotondrajaona
authors.affiliation: ⊥Centre National d'Application des Recherches Pharmaceutiques, B.P. 702, Antananarivo 101, Madagascar.
authors.forename: Etienne
authors.initials: E
authors.lastname: Rakotobe
authors.affiliation: ⊥Centre National d'Application des Recherches Pharmaceutiques, B.P. 702, Antananarivo 101, Madagascar.
authors.forename: Vincent E
authors.initials: VE
authors.lastname: Rasamison
authors.affiliation: ∥Eisai Inc., 4 Corporate Drive, Andover, Massachusetts 01810, United States.
authors.forename: Karen
authors.initials: K
authors.lastname: TenDyke
authors.affiliation: ∥Eisai Inc., 4 Corporate Drive, Andover, Massachusetts 01810, United States.
authors.forename: Yongchun
authors.initials: Y
authors.lastname: Shen
authors.forename: David G I
authors.initials: DG
authors.lastname: Kingston
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives / Q000737:chemistry; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D049109:Cell Proliferation / Q000187:drug effects; D004149:Dioxoles / Q000737:chemistry; D004354:Drug Screening Assays, Antitumor; D065928:Forests; D045325:HCT116 Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D008270:Madagascar; D029581:Malpighiaceae / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D010963:Plasmodium falciparum / Q000187:drug effects; D013237:Stereoisomerism
chemical_list: C000602205:3alpha-O-(beta-D-glucopyranosyl)desoxypodophyllotoxin; C000602206:4-O-(beta-D-glucopyranosyl)dehydropodophyllotoxin; D000972:Antineoplastic Agents, Phytogenic; D004149:Dioxoles; D017705:Lignans; C452802:yatein; D015107:4-Butyrolactone