0000000000599182

AUTHOR

Michael Spiteller

showing 9 related works from this author

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

2020

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…

StereochemistryMolecular ConformationMass spectrometry01 natural sciencesBiochemistrySouth AfricaStructure-Activity RelationshipCell Line TumorDrug DiscoveryIc50 valuesCytotoxic T cellHumansCytotoxicityMolecular BiologyCell ProliferationPlants MedicinalbiologyDose-Response Relationship Drug010405 organic chemistryChemistryOrganic ChemistryStereoisomerismMelianthus comosusbiology.organism_classificationAntineoplastic Agents Phytogenic0104 chemical sciencesBufanolidesPlant Leaves010404 medicinal & biomolecular chemistryBreast cancer cellsDrug Screening Assays AntitumorTwo-dimensional nuclear magnetic resonance spectroscopyBioorganic chemistry
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Two new flavonoids from Dracaena usambarensis Engl.

2020

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…

Circular dichroismStigmasterolbiology010405 organic chemistryStereochemistryResazurinPlant ScienceDrug resistancebiology.organism_classification01 natural sciencesBiochemistry0104 chemical sciences010404 medicinal & biomolecular chemistrychemistry.chemical_compoundchemistryAmideAcrylamideCytotoxicityAgronomy and Crop ScienceDracaenaBiotechnologyPhytochemistry Letters
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Cytotoxic alkaloids from the root of Zanthoxylum paracanthum (mildbr) Kokwaro

2021

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...

biologyTraditional medicine010405 organic chemistryOrganic ChemistryPlant Sciencebiology.organism_classification01 natural sciencesBiochemistry0104 chemical sciencesAnalytical Chemistry010404 medicinal & biomolecular chemistrychemistry.chemical_compoundRutaceaeZanthoxylumchemistryCytotoxic T cellCytotoxicityDerivative (chemistry)Natural Product Research
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Cytotoxic Bufadienolides from the Leaves of Melianthus major

2020

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…

Pharmacologybiology010405 organic chemistryChemistryCcrf cemOrganic ChemistryPharmaceutical Sciencemedicine.diseasebiology.organism_classification01 natural sciencesMolecular biologyMelianthus major0104 chemical sciencesAnalytical Chemistry010404 medicinal & biomolecular chemistryLeukemiaComplementary and alternative medicineDrug DiscoverymedicineIc50 valuesMolecular MedicineCytotoxic T cellBreast cancer cellsCytotoxicityTwo-dimensional nuclear magnetic resonance spectroscopyJournal of Natural Products
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Cytotoxic alkaloids from the root of Zanthoxylum paracanthum (mildbr) Kokwaro

2021

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…

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CCDC 1981430: Experimental Crystal Structure Determination

2020

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

Space GroupCrystallographyCrystal System16beta-formyloxymelianthugenin monohydrateCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1961566: Experimental Crystal Structure Determination

2020

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

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters2beta-acetoxy-35-di-O-acetylhellebrigenin monohydrateExperimental 3D Coordinates
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CCDC 1961567: Experimental Crystal Structure Determination

2020

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

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters14-deoxy-15beta16beta-epoxymelianthugeninExperimental 3D Coordinates
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CCDC 1981431: Experimental Crystal Structure Determination

2020

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

melianthusigeninSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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