Flavanols from Tetrapleura tetraptera with cytotoxic activities.

Autor: Ayoolu OS; Department of Pharmacognosy, University of Ibadan, Ibadan, Nigeria; Institute of Environmental Research (INFU), Department of Chemistry and Chemical Biology, TU Dortmund, Dortmund, Germany., Ogbole OO; Department of Pharmacognosy, University of Ibadan, Ibadan, Nigeria., Ajaiyeoba EO; Department of Pharmacognosy, University of Ibadan, Ibadan, Nigeria. Electronic address: edajaiye@gmail.com., Nchiozem-Ngnitedem VA; Department of Chemistry, University of Nairobi, Nairobi, Kenya., Demissie TB; Department of Chemistry, University of Botswana, Gaborone, Botswana., Elbadawi M; Department of Pharmaceutical Biology, Institute of Pharmaceutical and Biomedical Sciences, Johannes Gutenberg University, Mainz, Germany., Efferth T; Department of Pharmaceutical Biology, Institute of Pharmaceutical and Biomedical Sciences, Johannes Gutenberg University, Mainz, Germany., Bedane KG; Department of Chemistry, Addis Ababa University, Addis Ababa, Ethiopia. Electronic address: kibrom.gebrehiwot@aau.edu.et., Spiteller M; Institute of Environmental Research (INFU), Department of Chemistry and Chemical Biology, TU Dortmund, Dortmund, Germany.
Jazyk: angličtina
Zdroj: Fitoterapia [Fitoterapia] 2022 Jul; Vol. 160, pp. 105206. Date of Electronic Publication: 2022 May 08.
DOI: 10.1016/j.fitote.2022.105206
Abstrakt: Tetrapleura tetraptera is a medicinal plant used in East and West Africa to treat inflammation and related diseases. From the stem bark of the plant, three previously undescribed flavan-3-ol derivatives named (2R,3S)-3,3',5',7-tetrahydroxy-4'-methoxyflavane (1), (2R,3S)-3',5',7-trihydroxy-4'-methoxyflavane-3-O-β-D-glucopyranoside (2), and (2R,3S,4S)-3,3',4,5',7-pentahydroxy-4'-methoxyflavane (3) were isolated with three known analogues. The structural elucidation of the compounds was performed based on NMR spectroscopy and HRMS data analyses. The absolute configurations around the stereogenic carbons were determined using Circular Dichroism (ECD) and density functional theory (DFT) calculations. The cytotoxicity of the isolated compounds was tested using resazurin reduction assay. Compound 1 was moderately active against both recalcitrant leukemia cell lines with IC 50 values of 21.90 μM towards CCRF-CEM and 50.80 towards CEM/ADR5000. Similar level of activity was observed for compound 3 against CCRF-CEM cell line, IC 50  = 35.50 μM. All the tested compounds were not cytotoxic compared with the standard drug, doxorubicin, with IC 50 values of 0.0075 against CCRF-CEM and 24.30 μM against CEM/ADR5000.
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Databáze: MEDLINE
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