TY  - JOUR
A1  - Muiva-Mutisya, Lois
A1  - Macharia, Bernard
A1  - Heydenreich, Matthias
A1  - Koch, Andreas
A1  - Akala, Hoseah M.
A1  - Derese, Solomon
A1  - Omosa, Leonidah K.
A1  - Yusuf, Amir O.
A1  - Kamau, Edwin
A1  - Yenesew, Abiy
T1  - 6 alpha-Hydroxy-alpha-toxicarol and (+)-tephrodin with antiplasmodial activities from Tephrosia species
JF  - Phytochemistry letters
N2  - 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 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.
KW  - Tephrosia villosa
KW  - Tephrosia purpurea
KW  - 6 alpha-Hydroxy-alpha-toxicarol
KW  - (+)-Tephrodin
KW  - Plasmodium falciparum
Y1  - 2014
U6  - https://doi.org/10.1016/j.phytol.2014.09.002
SN  - 1874-3900
SN  - 1876-7486
VL  - 10
SP  - 179
EP  - 183
PB  - Elsevier
CY  - Amsterdam
ER  -