title: Three Chalconoids and a Pterocarpene from the Roots of Tephrosia aequilata.
abstract: In our search for new antiplasmodial agents, the CH₂Cl₂/CH₃OH (1:1) extract of the roots ofTephrosia aequilatawas investigated, and observed to cause 100% mortality of the chloroquine-sensitive (3D7) strain ofPlasmodium falciparumat a 10 mg/mL concentration. From this extract three new chalconoids,E-2',6'-dimethoxy-3',4'-(2'',2''-dimethyl)pyranoretrochalcone (1, aequichalcone A),Z-2',6'-dimethoxy-3',4'-(2'',2''-dimethyl)pyranoretrochalcone (2, aequichalcone B), 4''-ethoxy-3''-hydroxypraecansone B (3, aequichalcone C) and a new pterocarpene, 3,4:8,9-dimethylenedioxy-6a,11a-pterocarpene (4), along with seven known compounds were isolated. The purified compounds were characterized by NMR spectroscopic and mass spectrometric analyses. Compound1slowly converts into2in solution, and thus the latter may have been enriched, or formed, during the extraction and separation process. The isomeric compounds1and2were both observed in the crude extract. Some of the isolated constituents showed good to moderate antiplasmodial activity against the chloroquine-sensitive (3D7) strain ofPlasmodium falciparum.
authors.affiliation: Department of Chemistry, University of Nairobi, P.O. Box 30197, 00100 Nairobi, Kenya. gebreyos@gmail.com.
authors.forename: Yoseph
authors.initials: Y
authors.lastname: Atilaw
authors.affiliation: Discovery Biology, Griffith Institute for Drug Discovery, Griffith University, Nathan, QLD 4111, Australia. sandra.duffy@griffith.edu.au.
authors.forename: Sandra
authors.initials: S
authors.lastname: Duffy
authors.affiliation: Institut für Chemie, Universität Potsdam, Karl-Liebknecht-Str. 24-25, D-14476 Potsdam, Germany. mheydenr@uni-potsdam.de.
authors.forename: Matthias
authors.initials: M
authors.lastname: Heydenreich
authors.affiliation: Department of Chemistry, University of Nairobi, P.O. Box 30197, 00100 Nairobi, Kenya. loismwikali@yahoo.com.
authors.forename: Lois
authors.initials: L
authors.lastname: Muiva-Mutisya
authors.affiliation: Discovery Biology, Griffith Institute for Drug Discovery, Griffith University, Nathan, QLD 4111, Australia. v.avery@griffith.edu.au.
authors.forename: Vicky M
authors.initials: VM
authors.lastname: Avery
authors.affiliation: Department of Chemistry and Molecular Biology, University of Gothenburg, SE-412 96 Gothenburg, Sweden. mate@chem.gu.se.|Swedish NMR Centre, University of Gothenburg, SE-405 30 Gothenburg, Sweden. mate@chem.gu.se.
authors.forename: Máté
authors.initials: M
authors.lastname: Erdélyi
authors.affiliation: Department of Chemistry, University of Nairobi, P.O. Box 30197, 00100 Nairobi, Kenya. ayenesew@uonbi.ac.ke.
authors.forename: Abiy
authors.initials: A
authors.lastname: Yenesew
mesh_terms: D000962:Antimalarials / Q000737:chemistry; D047188:Chalcones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry*; D018517:Plant Roots / Q000737:chemistry*; D036343:Pterocarpans / Q000737:chemistry*; D031304:Tephrosia / Q000737:chemistry*
chemical_list: D000962:Antimalarials; D047188:Chalcones; D010936:Plant Extracts; D036343:Pterocarpans
keywords: Tephrosia aequilata; aequichalcone A; aequichalcone B; aequichalcone C; antiplasmodial; chalcone; pterocarpene; retrochalcone