Cardenolides and dihydro-β-agarofuran sesquiterpenes from the seeds of Salacia staudtiana

Kamtcha, Duplex Wetadieu; Téné, Mathieu; Bedane, Kibrom Gebreheiwot; Knauer, Lena; Brieger, Lukas; Strohmann, Carsten; Tane, Pierre; Kusari, Souvik; Spiteller, Michael

doi:10.1016/j.fitote.2018.10.025

Cited by 5 publications

(4 citation statements)

References 20 publications

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“…Compounds 1 and 3 were crystallized from MeOH–water (2:1). The crystals were analyzed on a Bruker D8 VENTURE area detector diffractometer according to the published method . Crystal data of compounds 1 and 3 have been deposited at the Cambridge Crystallographic Data Centre with deposition number CCDC 1961566 and 1961567, respectively.…”

Section: Methodsmentioning

confidence: 99%

“…The crystals were analyzed on a Bruker D8 VENTURE area detector diffractometer according to the published method. 12 Crystal data of compounds 1 and 3 have been deposited at the Cambridge Crystallographic Data Centre with deposition number CCDC 1961566 and 1961567, respectively. A copy of the data can be obtained, free of charge, on application to the Director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: +44(0)-1233-336033 or e-mail: deposit@ccdc.cam.ac.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

“…Previous phytochemical studies on the genus led to identification of several cytotoxic bufadienolides from the bark and the roots of M. comosus . , To date, there is no report of any bufadienolides from M. major , although a few known compounds including queretaroic caffeate, queretaroic acid, caffeic acid, oleanolic acid, and ursolic acid have been reported from the aerial parts of the plant . As a part of our ongoing research on African medicinal plants, a phytochemical investigation was carried out on an extract of the leaves of M. major , leading to the isolation of five new and four known bufadienolides.…”

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Cytotoxic Bufadienolides from the Leaves of Melianthus major

Bedane

Brieger²,

Strohmann³

et al. 2020

J. Nat. Prod.

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Melianthus major is a medicinal plant endemic to South Africa. Its leaf extract led to the isolation of five new bufadienolides, 2βacetoxy-3,5-di-O-acetylhellebrigenin (1), 2β-acetoxy-3-O-acetylhellebrigenin (2), 2β-acetoxy-14-deoxy-15β,16β-epoxymelianthugenin (4), 2βacetoxy-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 IC 50 values of 0.1 μM toward CCRF-CEM and CEM/ADR5000 and 0.3 μM toward MCF-7.

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Section: Methodsmentioning

confidence: 99%

Section: ■ Experimental Sectionmentioning

confidence: 99%

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confidence: 99%

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Cytotoxic Bufadienolides from the Leaves of Melianthus major

Bedane

Brieger²,

Strohmann³

et al. 2020

J. Nat. Prod.

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“…Single crystals of 1 , 4 , and 5 were obtained from methanol–water (2:1). The crystals were analyzed on a Bruker D8 VENTURE diffractometer using a PHOTON100 CMOS area detector according to the method used earlier . The crystals were kept at 100.0 K during data collection.…”

Section: Experimental Sectionmentioning

confidence: 99%

Cytotoxic Compounds from the Stem Bark of Two subsp. of Bersama abyssinica

et al. 2021

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Three new bufadienolides, namely, paulliniogenin A (1), paulliniogenin B (2), and 16β-formyloxybersamagenin 1,3,5-orthoacetate (3), together with two known bufadienolides and six known phenolic substances, were isolated from the stem bark of Bersama abyssinica subsp. abyssinica and B. abyssinica subsp. paullinioides. The structures of the compounds were elucidated based on their NMR and HRMS data analyses. The relative configurations were defined by single-crystal X-ray crystallography and NOESY correlations. Cytotoxicity against the L929 and KB3.1 cancer cell lines of the isolated compounds was investigated using an MTT assay. Paulliniogenin A (1) and 16β-hydroxybersamagenin-1,3,5-orthoacetate (4) showed cytotoxicity against the KB3.1 cell line with IC50 values of 1.4 ± 0.77 and 1.6 ± 0.81 μM, respectively. Moreover, paulliniogenin A (1) and paulliniogenin B (2) demonstrated weak activity against Staphylococcus aureus.

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