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.…
Verfasserangaben: | Fozia A. Adem, Victor Kuete, Armelle T. Mbaveng, Matthias HeydenreichORCiD, Albert NdakalaORCiD, Beatrice Irungu, Thomas Efferth, Abiy YenesewORCiD |
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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 |