- The CH2Cl2/MeOH (1: 1) extract of the roots of Tephrosia villosa showed good antiplasmodial activity against the chloroquine-sensitive (D6) and chloroquine-resistant (W2) strains of Plasmodium falciparum with IC50 values of 3.1 +/- 0.4 and 1.3 +/- 0.3 mu g/mL, respectively. Chromatographic separation of the extract yielded a new rotenoid, 6 alpha-hydroxy-alpha-toxicarol, along with five known rotenoids, (rotenone, deguelin, sumatrol, 12 alpha-hydroxy-alpha-toxicarol and villosinol). Similar treatment of the extract of the stem of Tephrosia purpurea (IC50 = 4.1 +/- 0.4 and 1.9 +/- 0.2 mu g/mL against D6 and W2 strains of P. falciparum, respectively) yielded a new flavone having a unique substituent at C-7/C-8 [trivial name (+)-tephrodin], along with the known flavonoids tachrosin, obovatin methyl ether and derrone. The relative configuration and the most stable conformation in (+)-tephrodin was determined by NMR and theoretical energy calculations. The rotenoids and flavones tested showed good to moderate antiplasmodial activitiesThe CH2Cl2/MeOH (1: 1) extract of the roots of Tephrosia villosa showed good antiplasmodial activity against the chloroquine-sensitive (D6) and chloroquine-resistant (W2) strains of Plasmodium falciparum with IC50 values of 3.1 +/- 0.4 and 1.3 +/- 0.3 mu g/mL, respectively. Chromatographic separation of the extract yielded a new rotenoid, 6 alpha-hydroxy-alpha-toxicarol, along with five known rotenoids, (rotenone, deguelin, sumatrol, 12 alpha-hydroxy-alpha-toxicarol and villosinol). Similar treatment of the extract of the stem of Tephrosia purpurea (IC50 = 4.1 +/- 0.4 and 1.9 +/- 0.2 mu g/mL against D6 and W2 strains of P. falciparum, respectively) yielded a new flavone having a unique substituent at C-7/C-8 [trivial name (+)-tephrodin], along with the known flavonoids tachrosin, obovatin methyl ether and derrone. The relative configuration and the most stable conformation in (+)-tephrodin was determined by NMR and theoretical energy calculations. The rotenoids and flavones tested showed good to moderate antiplasmodial activities (IC50 = 9 +/- 23 mu M). Whereas the cytotoxicity of rotenoids is known, the flavones (+)-tephrodin and tachrosin did not show significant cytotoxicity (IC50 > 100 mu M;) against mammalian African monkey kidney (vero) and human larynx carcinoma (HEp2) cell lines. (C) 2014 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.…
MetadatenVerfasserangaben: | Lois Muiva-Mutisya, Bernard Macharia, Matthias HeydenreichORCiD, Andreas KochORCiDGND, Hoseah M. AkalaORCiD, Solomon DereseORCiD, Leonidah K. Omosa, Amir O. Yusuf, Edwin Kamau, Abiy YenesewORCiD |
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DOI: | https://doi.org/10.1016/j.phytol.2014.09.002 |
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ISSN: | 1874-3900 |
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ISSN: | 1876-7486 |
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Titel des übergeordneten Werks (Englisch): | Phytochemistry letters |
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Verlag: | Elsevier |
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Verlagsort: | Amsterdam |
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Publikationstyp: | Wissenschaftlicher Artikel |
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Sprache: | Englisch |
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Jahr der Erstveröffentlichung: | 2014 |
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Erscheinungsjahr: | 2014 |
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Datum der Freischaltung: | 26.03.2017 |
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Freies Schlagwort / Tag: | (+)-Tephrodin; 6 alpha-Hydroxy-alpha-toxicarol; Plasmodium falciparum; Tephrosia purpurea; Tephrosia villosa |
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Band: | 10 |
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Seitenanzahl: | 5 |
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Erste Seite: | 179 |
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Letzte Seite: | 183 |
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Fördernde Institution: | National Commission for Science, Technology and Innovation (NACOSTI),
Kenya; International Science Programme (ISP, Sweden) [KEN-02] |
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Organisationseinheiten: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
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Peer Review: | Referiert |
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