Cytotoxic Bufadienolides from the Leaves of Melianthus major

Publication type:
Journal article
Metadata:
Autoren
  • Kibrom Gebreheiwot Bedane
  • Lukas Brieger
  • Carsten Strohmann
  • Ean-Jeong Seo
  • Thomas Efferth
  • Michael Spiteller
Autoren-URL
https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:000555517000009&DestLinkType=FullRecord&DestApp=WOS_CPL
DOI
10.1021/acs.jnatprod.0c00060
eISSN
1520-6025
Externe Identifier
  • Clarivate Analytics Document Solution ID: MU2PW
  • PubMed Identifier: 32663024
ISSN
0163-3864
Ausgabe der Veröffentlichung
7
Zeitschrift
JOURNAL OF NATURAL PRODUCTS
Paginierung
2122 - 2128
Datum der Veröffentlichung
2020
Status
Published
Titel
Cytotoxic Bufadienolides from the Leaves of <i>Melianthus major</i>
Sub types
  • Article
Ausgabe der Zeitschrift
83

Data source: Web of Science (Lite)

Other metadata sources:
Autoren
  • Kibrom Gebreheiwot Bedane
  • Lukas Brieger
  • Carsten Strohmann
  • Ean-Jeong Seo
  • Thomas Efferth
  • Michael Spiteller
DOI
10.1021/acs.jnatprod.0c00060
eISSN
1520-6025
ISSN
0163-3864
Ausgabe der Veröffentlichung
7
Zeitschrift
Journal of Natural Products
Sprache
en
Online publication date
2020
Paginierung
2122 - 2128
Datum der Veröffentlichung
2020
Status
Published
Herausgeber
American Chemical Society (ACS)
Herausgeber URL
http://dx.doi.org/10.1021/acs.jnatprod.0c00060
Datum der Datenerfassung
2023
Titel
Cytotoxic Bufadienolides from the Leaves of <i>Melianthus major</i>
Ausgabe der Zeitschrift
83

Data source: Crossref

Abstract
<i>Melianthus major</i> is a medicinal plant endemic to South Africa. Its leaf extract led to the isolation of five new bufadienolides, 2β-acetoxy-3,5-di-<i>O</i>-acetylhellebrigenin (<b>1</b>), 2β-acetoxy-3-<i>O</i>-acetylhellebrigenin (<b>2</b>), 2β-acetoxy-14-deoxy-15β,16β-epoxymelianthugenin (<b>4</b>), 2β-acetoxy-14-deoxy-15β,16β-epoxymelianthusigenin (<b>5</b>), and 2β-hydroxymelianthusigenin (<b>6</b>), and four known analogues. The structures of the compounds were elucidated using NMR and HRESIMS data analyses. The relative configurations were defined by single-crystal X-ray crystallography and NOESY correlations. The isolated compounds exhibited strong cytotoxicity against MCF-7 breast cancer cells and sensitive CCRF-CEM and multidrug-resistant CEM/ADR5000 leukemia cells. Compound <b>1</b> showed the most potent activity, with IC<sub>50</sub> values of 0.1 μM toward CCRF-CEM and CEM/ADR5000 and 0.3 μM toward MCF-7.
Addresses
  • Department of Chemistry, Addis Ababa University, P.O. Box 33658, Addis Ababa, Ethiopia.
Autoren
  • Kibrom Gebreheiwot Bedane
  • Lukas Brieger
  • Carsten Strohmann
  • Ean-Jeong Seo
  • Thomas Efferth
  • Michael Spiteller
DOI
10.1021/acs.jnatprod.0c00060
eISSN
1520-6025
Externe Identifier
  • PubMed Identifier: 32663024
Funding acknowledgements
  • Bundesministerium f?r Bildung und Forschung: SSA2015-33-074
  • Deutscher Akademischer Austauschdienst:
  • National Institute of Environmental Research:
Open access
false
ISSN
0163-3864
Ausgabe der Veröffentlichung
7
Zeitschrift
Journal of natural products
Schlüsselwörter
  • Cell Line, Tumor
  • Humans
  • Plant Leaves
  • Bufanolides
  • Antineoplastic Agents, Phytogenic
  • Spectrum Analysis
  • Drug Screening Assays, Antitumor
  • Magnoliopsida
Sprache
eng
Medium
Print-Electronic
Online publication date
2020
Paginierung
2122 - 2128
Datum der Veröffentlichung
2020
Status
Published
Datum der Datenerfassung
2020
Titel
Cytotoxic Bufadienolides from the Leaves of <i>Melianthus major</i>.
Sub types
  • Research Support, Non-U.S. Gov't
  • Journal Article
Ausgabe der Zeitschrift
83

Data source: Europe PubMed Central

Abstract
Melianthus major is a medicinal plant endemic to South Africa. Its leaf extract led to the isolation of five new bufadienolides, 2β-acetoxy-3,5-di-O-acetylhellebrigenin (1), 2β-acetoxy-3-O-acetylhellebrigenin (2), 2β-acetoxy-14-deoxy-15β,16β-epoxymelianthugenin (4), 2β-acetoxy-14-deoxy-15β,16β-epoxymelianthusigenin (5), and 2β-hydroxymelianthusigenin (6), and four known analogues. The structures of the compounds were elucidated using NMR and HRESIMS data analyses. The relative configurations were defined by single-crystal X-ray crystallography and NOESY correlations. The isolated compounds exhibited strong cytotoxicity against MCF-7 breast cancer cells and sensitive CCRF-CEM and multidrug-resistant CEM/ADR5000 leukemia cells. Compound 1 showed the most potent activity, with IC50 values of 0.1 μM toward CCRF-CEM and CEM/ADR5000 and 0.3 μM toward MCF-7.
Autoren
  • Kibrom Gebreheiwot Bedane
  • Lukas Brieger
  • Carsten Strohmann
  • Ean-Jeong Seo
  • Thomas Efferth
  • Michael Spiteller
Autoren-URL
https://www.ncbi.nlm.nih.gov/pubmed/32663024
DOI
10.1021/acs.jnatprod.0c00060
eISSN
1520-6025
Ausgabe der Veröffentlichung
7
Zeitschrift
J Nat Prod
Schlüsselwörter
  • Antineoplastic Agents, Phytogenic
  • Bufanolides
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Humans
  • Magnoliopsida
  • Plant Leaves
  • Spectrum Analysis
Sprache
eng
Country
United States
Paginierung
2122 - 2128
Datum der Veröffentlichung
2020
Status
Published
Datum, an dem der Datensatz öffentlich gemacht wurde
2021
Titel
Cytotoxic Bufadienolides from the Leaves of Melianthus major.
Sub types
  • Journal Article
  • Research Support, Non-U.S. Gov't
Ausgabe der Zeitschrift
83

Data source: PubMed

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