6533b85efe1ef96bd12bf363

RESEARCH PRODUCT

Cytotoxic flavonoids from two Lonchocarpus species

Beatrice IrunguAndreas KochThomas EfferthAbiy YenesewAlbert NdakalaVictor KueteVictor KueteMatthias HeydenreichArmelle T. MbavengArmelle T. MbavengFozia A. AdemFozia A. Adem

subject

Stem barkbiologyTraditional medicine010405 organic chemistryChemistryOrganic ChemistryPterocarpanPlant Sciencebiology.organism_classification01 natural sciencesBiochemistry0104 chemical sciencesAnalytical ChemistryLonchocarpus010404 medicinal & biomolecular chemistryddc:54Cytotoxic T cellCytotoxicityInstitut für Biochemie und Biologie

description

A new isoflavone, 4′-prenyloxyvigvexin A (1) and a new pterocarpan, (6aR,11aR)-3,8-dimethoxybitucarpin B (2) were isolated from the leaves of Lonchocarpus bussei and the stem bark of Lonchocarpus eriocalyx, respectively. The extract of L. bussei also gave four known isoflavones, maximaisoflavone H, 7,2′-dimethoxy-3′,4′-methylenedioxyisoflavone, 6,7,3′-trimethoxy-4′,5′-methylenedioxyisoflavone, durmillone; a chalcone, 4-hydroxylonchocarpin; a geranylated phenylpropanol, colenemol; and two known pterocarpans, (6aR,11aR)-maackiain and (6aR,11aR)-edunol. (6aR,11aR)-Edunol was also isolated from the stem bark of L. eriocalyx. The structures of the isolated compounds were elucidated by spectroscopy. The cytotoxicity of the compounds was tested by resazurin assay using drug-sensitive and multidrug-resistant cancer cell lines. Significant antiproliferative effects with IC50 values below 10 μM were observed for the isoflavones 6,7,3′-trimethoxy-4′,5′-methylenedioxyisoflavone and durmillone against leukemia CCRF-CEM cells; for the chalcone, 4-hydroxylonchocarpin and durmillone against its resistant counterpart CEM/ADR5000 cells; as well as for durmillone against the resistant breast adenocarcinoma MDA-MB231/BCRP cells and resistant gliobastoma U87MG.ΔEGFR cells.

https://doi.org/10.1080/14786419.2018.1462179