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Cytotoxic benzylbenzofuran derivatives from Dorstenia kameruniana

  • Chromatographic separation of the extract of the roots of Dorstenia kameruniana (family Moraceae) led to the isolation of three new benzylbenzofuran derivatives, 2-(p-hydroxybenzyl)benzofuran-6-ol (1), 2-(p-hydroxybenzyl)-7-methoxybenzofuran-6-ol (2) and 2-(p-hydroxy)-3-(3-methylbut-2-en-1-yl)benzyl)benzofuran-6-ol (3) (named dorsmerunin A, B and C, respectively), along with the known furanocoumarin, bergapten (4). The twigs of Dorstenia kameruniana also produced compounds 1-4 as well as the known chalcone licoagrochalcone A (5). The structures were elucidated by NMR spectroscopy and mass spectrometry. The isolated compounds displayed cytotoxicity against the sensitive CCRF-CEM and multidrug-resistant CEM/ADR5000 leukemia cells, where compounds 4 and 5 had the highest activities (IC50 values of 7.17 mu M and 5.16 mu M, respectively) against CCRF-CEM leukemia cells. Compound 5 also showed cytotoxicity against 7 sensitive or drug-resistant solid tumor cell lines (breast carcinoma, colon carcinoma, glioblastoma), with IC50 below 50 mu M,Chromatographic separation of the extract of the roots of Dorstenia kameruniana (family Moraceae) led to the isolation of three new benzylbenzofuran derivatives, 2-(p-hydroxybenzyl)benzofuran-6-ol (1), 2-(p-hydroxybenzyl)-7-methoxybenzofuran-6-ol (2) and 2-(p-hydroxy)-3-(3-methylbut-2-en-1-yl)benzyl)benzofuran-6-ol (3) (named dorsmerunin A, B and C, respectively), along with the known furanocoumarin, bergapten (4). The twigs of Dorstenia kameruniana also produced compounds 1-4 as well as the known chalcone licoagrochalcone A (5). The structures were elucidated by NMR spectroscopy and mass spectrometry. The isolated compounds displayed cytotoxicity against the sensitive CCRF-CEM and multidrug-resistant CEM/ADR5000 leukemia cells, where compounds 4 and 5 had the highest activities (IC50 values of 7.17 mu M and 5.16 mu M, respectively) against CCRF-CEM leukemia cells. Compound 5 also showed cytotoxicity against 7 sensitive or drug-resistant solid tumor cell lines (breast carcinoma, colon carcinoma, glioblastoma), with IC50 below 50 mu M, whilst 4 showed selective activity.zeige mehrzeige weniger

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Metadaten
Verfasserangaben:Fozia A. Adem, Victor Kuete, Armelle T. Mbaveng, Matthias HeydenreichORCiD, Albert NdakalaORCiD, Beatrice Irungu, Thomas Efferth, Abiy YenesewORCiD
DOI:https://doi.org/10.1016/j.fitote.2018.04.019
ISSN:0367-326X
ISSN:1873-6971
Pubmed ID:https://pubmed.ncbi.nlm.nih.gov/29715541
Titel des übergeordneten Werks (Englisch):Fitoterapia
Verlag:Elsevier
Verlagsort:Amsterdam
Publikationstyp:Wissenschaftlicher Artikel
Sprache:Englisch
Datum der Erstveröffentlichung:30.04.2018
Erscheinungsjahr:2018
Datum der Freischaltung:15.11.2021
Freies Schlagwort / Tag:Benzylbenzofuran; Chalcone; Cytotoxicity; Dorstenia kameruniana; Furanocoumarin; Moraceae
Band:128
Seitenanzahl:5
Erste Seite:26
Letzte Seite:30
Fördernde Institution:German Academic Exchange Service (DAAD) through the Natural Products Research Network for Eastern and Central Africa (NAPRECA); International Science Program (ISP) [KEN 02]; Alexander von Humboldt FoundationAlexander von Humboldt Foundation
Organisationseinheiten:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Biochemie und Biologie
DDC-Klassifikation:5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften
Peer Review:Referiert
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