title: Indolosesquiterpene alkaloids from the Cameroonian medicinal plant Polyalthia oliveri (Annonaceae).
abstract: The stem bark of Polyalthia oliveri was screened for its chemical constituents using liquid chromatography high resolution mass spectrometry resulting in the isolation of three indolosesquiterpene alkaloids named 8α-polyveolinone (1), N-acetyl-8α-polyveolinone (2) and N-acetyl-polyveoline (3), together with three known compounds, dehydro-O-methylisopiline (4), N-methylurabaine (5) and polycarpol (6). The structures of the compounds were elucidated by means of high resolution mass spectrometry and different NMR techniques and chemical transformations. Their absolute configurations were assigned by ab-initio calculation of CD and ORD data (for 2 and 3) and X-ray diffraction analysis (for 2). Compounds 2 and 3 exhibited moderate antiplasmodial activity against erythrocytic stages of chloroquine-sensitive Plasmodium falciparum NF54 strain and low cytotoxicity on rat skeletal myoblast (L6) cell line.
authors.affiliation: Department of Chemistry, Higher Teachers' Training College, University of Yaoundé I, P.O. Box 47, Yaoundé, Cameroon; Institute of Environmental Research (INFU), Department of Chemistry and Chemical Biology, TU Dortmund, Otto-Hahn-Str. 6, D-44221 Dortmund, Germany. Electronic address: kfogue@yahoo.com.
authors.forename: Simeon Fogue
authors.initials: SF
authors.lastname: Kouam
authors.affiliation: Department of Chemistry, Higher Teachers' Training College, University of Yaoundé I, P.O. Box 47, Yaoundé, Cameroon.
authors.forename: Alain Wembe
authors.initials: AW
authors.lastname: Ngouonpe
authors.affiliation: Institute of Environmental Research (INFU), Department of Chemistry and Chemical Biology, TU Dortmund, Otto-Hahn-Str. 6, D-44221 Dortmund, Germany.
authors.forename: Marc
authors.initials: M
authors.lastname: Lamshöft
authors.affiliation: Institute of Environmental Research (INFU), Department of Chemistry and Chemical Biology, TU Dortmund, Otto-Hahn-Str. 6, D-44221 Dortmund, Germany.
authors.forename: Ferdinand Mouafo
authors.initials: FM
authors.lastname: Talontsi
authors.affiliation: Inorganic Chemistry, Department of Chemistry and Chemical Biology, TU Dortmund, Otto-Hahn-Str. 6, D-44221 Dortmund, Germany.
authors.forename: Jonathan O
authors.initials: JO
authors.lastname: Bauer
authors.affiliation: Inorganic Chemistry, Department of Chemistry and Chemical Biology, TU Dortmund, Otto-Hahn-Str. 6, D-44221 Dortmund, Germany.
authors.forename: Carsten
authors.initials: C
authors.lastname: Strohmann
authors.affiliation: Department of Organic Chemistry, University of Yaoundé, B.P. 812, Yaoundé, Cameroon.
authors.forename: Bonaventure Tchaleu
authors.initials: BT
authors.lastname: Ngadjui
authors.affiliation: Institute for Organic and Biomolecular Chemistry, Georg-August University, Tammannstrasse 2, D-37077 Göttingen, Germany.
authors.forename: Hartmut
authors.initials: H
authors.lastname: Laatsch
authors.affiliation: Institute of Environmental Research (INFU), Department of Chemistry and Chemical Biology, TU Dortmund, Otto-Hahn-Str. 6, D-44221 Dortmund, Germany. Electronic address: m.spiteller@infu.tu-dortmund.de.
authors.forename: Michael
authors.initials: M
authors.lastname: Spiteller
mesh_terms: D000818:Animals; D000962:Antimalarials / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002163:Cameroon; D002738:Chloroquine / Q000494:pharmacology; D026121:Indole Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008297:Male; D015394:Molecular Structure; D032448:Myoblasts, Skeletal / Q000187:drug effects; D019906:Nuclear Magnetic Resonance, Biomolecular; D021261:Parasitic Sensitivity Tests; D024301:Plant Bark / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D010963:Plasmodium falciparum / Q000187:drug effects; D031044:Polyalthia / Q000737:chemistry*; D011084:Polycyclic Aromatic Hydrocarbons / Q000302:isolation & purification; D051381:Rats; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: C000594669:8alpha-polyveolinone; D000962:Antimalarials; D026121:Indole Alkaloids; C000594670:N-acetyl-8alpha-polyveolinone; C000594671:N-acetyl-polyveoline; D011084:Polycyclic Aromatic Hydrocarbons; D012717:Sesquiterpenes; C460801:polycarpol; D002738:Chloroquine
keywords: Absolute configuration; Annonaceae; Antiplasmodial; Cytotoxicity; High resolution mass spectrometry; Indolosesquiterpenes; Polyalthia oliveri