Cytotoxic bufadienolides from the leaves of a medicinal plant Melianthus comosus collected in South Africa.

6533b7d0fe1ef96bd125a5d6

RESEARCH PRODUCT

Cytotoxic bufadienolides from the leaves of a medicinal plant Melianthus comosus collected in South Africa.

Ean-jeong Seo Kibrom Gebreheiwot Bedane Kibrom Gebreheiwot Bedane Carsten Strohmann Lukas Brieger Michael Spiteller Thomas Efferth

subject

Stereochemistry Molecular Conformation Mass spectrometry 01 natural sciences Biochemistry South Africa Structure-Activity Relationship Cell Line Tumor Drug Discovery Ic50 values Cytotoxic T cell Humans Cytotoxicity Molecular Biology Cell Proliferation Plants Medicinal biology Dose-Response Relationship Drug 010405 organic chemistry Chemistry Organic Chemistry Stereoisomerism Melianthus comosus biology.organism_classification Antineoplastic Agents Phytogenic 0104 chemical sciences Bufanolides Plant Leaves 010404 medicinal & biomolecular chemistry Breast cancer cells Drug Screening Assays Antitumor Two-dimensional nuclear magnetic resonance spectroscopy

description

Abstract From the leaves of South African medicinal plant Melianthus comosus, four previously undescribed bufadienolides, 16β-formyloxymelianthugenin (1), 2β-acetoxymelianthusigenin (2), 2β-hydroxy-3β,5β-di-O-acetylhellebrigenin (3), and 2β-acetoxy-5β-O-acetylhellebrigenin (4) were isolated together with two known bufadienolides. The structural elucidation of the compounds was based on 1D and 2D NMR spectroscopy, high-resolution mass spectrometry, and other spectroscopic methods. The relative configurations were determined by single-crystal X-ray crystallography analysis and NOESY correlations. The isolated compounds displayed strong cytotoxicity against MCF-7 breast cancer cells, sensitive CCRF-CEM and multidrug-resistant CEM/ADR5000 leukemia cells. Compound 1 showed the most potent activity, with IC50 values of 0.07 μM towards CCRF-CEM, 0.06 μM towards CEM/ADR5000 and 0.36 μM towards MCF-7 followed by compound 4 with IC50 values of 0.13 μM towards CCRF-CEM, 0.08 μM towards CEM/ADR5000 and 0.53 μM towards MCF-7.

year	journal	country	edition	language
2020-02-09	Bioorganic chemistry

10.1016/j.bioorg.2020.104102 https://pubmed.ncbi.nlm.nih.gov/32721779

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