Flavanols from Tetrapleura tetraptera with cytotoxic activities
- Publication type:
- Journal article
- Metadata:
-
- Autoren
- Oguntimehin Samuel Ayoolu
- Omonike Oluyemisi Ogbole
- Edith Oriabure Ajaiyeoba
- Vaderament-A Nchiozem-Ngnitedem
- Taye B Demissie
- Mohamed Elbadawi
- Thomas Efferth
- Kibrom Gebreheiwot Bedane
- Michael Spiteller
- Autoren-URL
- https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:000804926600001&DestLinkType=FullRecord&DestApp=WOS_CPL
- DOI
- 10.1016/j.fitote.2022.105206
- eISSN
- 1873-6971
- Externe Identifier
- Clarivate Analytics Document Solution ID: 1T7RZ
- PubMed Identifier: 35545131
- ISSN
- 0367-326X
- Zeitschrift
- FITOTERAPIA
- Schlüsselwörter
- Tetrapleura tetraptera
- Fabaceae
- Flavan-3-ol
- Flavan-3,4-diols
- Cytotoxicity
- Artikelnummer
- ARTN 105206
- Datum der Veröffentlichung
- 2022
- Status
- Published
- Titel
- Flavanols from <i>Tetrapleura tetraptera</i> with cytotoxic activities
- Sub types
- Article
- Ausgabe der Zeitschrift
- 160
Data source: Web of Science (Lite)
- Other metadata sources:
-
- Autoren
- Oguntimehin Samuel Ayoolu
- Omonike Oluyemisi Ogbole
- Edith Oriabure Ajaiyeoba
- Vaderament-A Nchiozem-Ngnitedem
- Taye B Demissie
- Mohamed Elbadawi
- Thomas Efferth
- Kibrom Gebreheiwot Bedane
- Michael Spiteller
- DOI
- 10.1016/j.fitote.2022.105206
- ISSN
- 0367-326X
- Zeitschrift
- Fitoterapia
- Sprache
- en
- Artikelnummer
- 105206
- Paginierung
- 105206 - 105206
- Datum der Veröffentlichung
- 2022
- Status
- Published
- Herausgeber
- Elsevier BV
- Herausgeber URL
- http://dx.doi.org/10.1016/j.fitote.2022.105206
- Datum der Datenerfassung
- 2024
- Titel
- Flavanols from Tetrapleura tetraptera with cytotoxic activities
- Ausgabe der Zeitschrift
- 160
Data source: Crossref
- Abstract
- 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<sub>50</sub> 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<sub>50</sub> = 35.50 μM. All the tested compounds were not cytotoxic compared with the standard drug, doxorubicin, with IC<sub>50</sub> values of 0.0075 against CCRF-CEM and 24.30 μM against CEM/ADR5000.
- Addresses
- Department of Pharmacognosy, University of Ibadan, Ibadan, Nigeria; Institute of Environmental Research (INFU), Department of Chemistry and Chemical Biology, TU Dortmund, Dortmund, Germany.
- Autoren
- Oguntimehin Samuel Ayoolu
- Omonike Oluyemisi Ogbole
- Edith Oriabure Ajaiyeoba
- Vaderament-A Nchiozem-Ngnitedem
- Taye B Demissie
- Mohamed Elbadawi
- Thomas Efferth
- Kibrom Gebreheiwot Bedane
- Michael Spiteller
- DOI
- 10.1016/j.fitote.2022.105206
- eISSN
- 1873-6971
- Externe Identifier
- PubMed Identifier: 35545131
- Open access
- false
- ISSN
- 0367-326X
- Zeitschrift
- Fitoterapia
- Schlüsselwörter
- Cell Line, Tumor
- Tetrapleura
- Plant Extracts
- Antineoplastic Agents
- Antineoplastic Agents, Phytogenic
- Drug Resistance, Multiple
- Apoptosis
- Molecular Structure
- Drug Resistance, Neoplasm
- Polyphenols
- Sprache
- eng
- Medium
- Print-Electronic
- Online publication date
- 2022
- Paginierung
- 105206
- Datum der Veröffentlichung
- 2022
- Status
- Published
- Datum der Datenerfassung
- 2022
- Titel
- Flavanols from Tetrapleura tetraptera with cytotoxic activities.
- Sub types
- Journal Article
- Ausgabe der Zeitschrift
- 160
Data source: Europe PubMed Central
- Abstract
- 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 IC50 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, IC50 = 35.50 μM. All the tested compounds were not cytotoxic compared with the standard drug, doxorubicin, with IC50 values of 0.0075 against CCRF-CEM and 24.30 μM against CEM/ADR5000.
- Date of acceptance
- 2022
- Autoren
- Oguntimehin Samuel Ayoolu
- Omonike Oluyemisi Ogbole
- Edith Oriabure Ajaiyeoba
- Vaderament-A Nchiozem-Ngnitedem
- Taye B Demissie
- Mohamed Elbadawi
- Thomas Efferth
- Kibrom Gebreheiwot Bedane
- Michael Spiteller
- Autoren-URL
- https://www.ncbi.nlm.nih.gov/pubmed/35545131
- DOI
- 10.1016/j.fitote.2022.105206
- eISSN
- 1873-6971
- Zeitschrift
- Fitoterapia
- Schlüsselwörter
- Cytotoxicity
- Fabaceae
- Flavan-3,4-diols
- Flavan-3-ol
- Tetrapleura tetraptera
- Antineoplastic Agents
- Antineoplastic Agents, Phytogenic
- Apoptosis
- Cell Line, Tumor
- Drug Resistance, Multiple
- Drug Resistance, Neoplasm
- Molecular Structure
- Plant Extracts
- Polyphenols
- Tetrapleura
- Sprache
- eng
- Country
- Netherlands
- Paginierung
- 105206
- PII
- S0367-326X(22)00084-3
- Datum der Veröffentlichung
- 2022
- Status
- Published
- Datum, an dem der Datensatz öffentlich gemacht wurde
- 2022
- Titel
- Flavanols from Tetrapleura tetraptera with cytotoxic activities.
- Sub types
- Journal Article
- Ausgabe der Zeitschrift
- 160
Data source: PubMed
- Beziehungen:
- Property of