0000000001312035

AUTHOR

Michael Spiteller

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

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…

research product

Cytotoxic alkaloids from the root of Zanthoxylum paracanthum (mildbr) Kokwaro

Chemical investigation of the root of Zanthoxylum paracanthum afforded 1 new alkamide derivative, (2E,4E)-6-oxo-N-isobutyldeca-2,4-dienamide (1) together with 10 known congeners including one phenolic amide (2), four benzophenanthridines (3 − 6), three indolonaphthyridines (7 − 9) and two lignans (10 and 11). Their structures were elucidated by a combination of spectroscopic and spectrometric data. Using resazurin reduction assay, the crude extract (10 µg/mL) and isolates (10 µM) were screened for their cytotoxic activities against the drug-sensitive (CCRF-CEM) leukemia cell line and its multidrug-resistant counterpart (CEM/ADR5000). Compounds 3, 4 and 6 showed cytotoxicity against CCRF-CEM…

research product

Two new flavonoids from Dracaena usambarensis Engl.

Abstract Investigations of the root extract of Dracaena usambarensis Engl. for anticancer principles led to the characterization of one new homoisoflavonoid, (3S)-3,4ʹ,5,6-tetrahydroxy-7-methoxyhomoisoflavanone (1) and a new retrodihydrochalcone, 4ʹ,4-dihydroxy-2,3-dimethoxydihydrochalcone (2) along with six previously reported compounds, including two homoisoflavonoids, 7-O-methyl-8-demethoxy-3-hydroxy-3,9-dihydropunctatin (3) and loureiriol (4); a phenolic amide, 3-(4ʹʹʹ-hydroxyphenyl)-N-[2ʹ-(4ʹʹ-hydroxyphenyl)-2ʹ-methoxyethyl]acrylamide (5); a spirostane, 25S-spirosta-1,4-dien-3-one (6) and two steroids, stigmasterol (7) and stigmasterol 3-O-β-D-glucopyranoside (8). The structures of 1-8…

research product

Cytotoxic alkaloids from the root of Zanthoxylum paracanthum (mildbr) Kokwaro

Chemical investigation of the root of Zanthoxylum paracanthum afforded 1 new alkamide derivative, (2E,4E)-6-oxo-N-isobutyldeca-2,4-dienamide (1) together with 10 known congeners including one pheno...

research product

Cytotoxic Bufadienolides from the Leaves of Melianthus major

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-r…

research product

CCDC 1981430: Experimental Crystal Structure Determination

Related Article: Kibrom Gebreheiwot Bedane, Lukas Brieger, Carsten Strohmann, Ean-Jeong Seo, Thomas Efferth, Michael Spiteller|2020|Bioorg.Chem.|102|104102|doi:10.1016/j.bioorg.2020.104102

research product

CCDC 1961566: Experimental Crystal Structure Determination

Related Article: Kibrom Gebreheiwot Bedane, Lukas Brieger, Carsten Strohmann, Ean-Jeong Seo, Thomas Efferth, Michael Spiteller|2020|J.Nat.Prod.|83|2122|doi:10.1021/acs.jnatprod.0c00060

research product

CCDC 1961567: Experimental Crystal Structure Determination

Related Article: Kibrom Gebreheiwot Bedane, Lukas Brieger, Carsten Strohmann, Ean-Jeong Seo, Thomas Efferth, Michael Spiteller|2020|J.Nat.Prod.|83|2122|doi:10.1021/acs.jnatprod.0c00060

research product

CCDC 1981431: Experimental Crystal Structure Determination

Related Article: Kibrom Gebreheiwot Bedane, Lukas Brieger, Carsten Strohmann, Ean-Jeong Seo, Thomas Efferth, Michael Spiteller|2020|Bioorg.Chem.|102|104102|doi:10.1016/j.bioorg.2020.104102

research product