Wanyama P. Juma, Hoseah M. Akala, Fredrick L. Eyase, Lois L. Muiva, Matthias Heydenreich, Faith A. Okalebo, Martin Peter, Douglas Walsh, Mabel Imbuga, Abiy Yenesew. Terpurinflavone: an antiplasmodial flavone from the stem of Tephrosia purpurea. Phytochemi

Citation:
APOLOT DROKALEBOFAITH. "Wanyama P. Juma, Hoseah M. Akala, Fredrick L. Eyase, Lois L. Muiva, Matthias Heydenreich, Faith A. Okalebo, Martin Peter, Douglas Walsh, Mabel Imbuga, Abiy Yenesew. Terpurinflavone: an antiplasmodial flavone from the stem of Tephrosia purpurea. Phytochemi.". In: Manuscript number PHYTOL-D-00140R1. Phytochemistry Letters; 2011.

Abstract:

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1. Introduction
Tephrosia Pers (Leguminosae-Papilionoideae) is a large tropical and sub-tropical genus estimated to contain about three hundred species (Waterman and Khalid, 1980; Abou-Douh et al., 2005) out of which thirty species are found in Kenya (Tarus et al., 2002). The extracts of some Tephrosia species have shown various biological activities including antiplasmodial (Muiva et al., 2009), antibacterial (Abou-Douh et al., 2005) anticancer (Santram et al., 2006) and insecticidal activities (Delfel et al., 1970). The taxon T. purpurea is among the most widely used Tephrosia species in traditional medicine (Damre et al., 2003). Various biological activities including antibacterial (Hegazy et al., 2009; Chinniah et al., 2009), antidiabetic and antioxidant (Pavana et al., 2009), immunomodulatory (Damre et al., 2003), anti-inflammatory (Damre et al., 2003) and cancer chemopreventive activities (Chang et al., 2000) have been reported for extracts and pure compounds from this plant. T. purpurea. is rich in prenylated flavonoids including flavones (Hegazy et al., 2009; Pelter et al., 1981), flavanones (Pelter et al., 1981; Gupta et al., 1980), chalcones (Chang et al., 2000; Pelter et al., 1981) and rotenoids (Ahmad et al., 1999). In the search for compounds with antiplasmodial activity from Kenyan plants, the stem of T. purpurea has been investigated. This report is on the isolation and characterization of a new prenylated flavone, named terpurinflavone (1), with antiplasmodial activity along with three known flavonoids. Normal 0 false false false EN-GB X-NONE X-NONE /* Style Definitions */ table.MsoNormalTable {mso-style-name:"Table Normal"; mso-tstyle-rowband-size:0; mso-tstyle-colband-size:0; mso-style-noshow:yes; mso-style-priority:99; mso-style-qformat:yes; mso-style-parent:""; mso-padding-alt:0cm 5.4pt 0cm 5.4pt; mso-para-margin-top:0cm; mso-para-margin-right:0cm; mso-para-margin-bottom:10.0pt; mso-para-margin-left:0cm; line-height:115%; mso-pagination:widow-orphan; font-size:11.0pt; font-family:"Calibri","sans-serif"; mso-ascii-font-family:Calibri; mso-ascii-theme-font:minor-latin; mso-fareast-font-family:"Times New Roman"; mso-fareast-theme-font:minor-fareast; mso-hansi-font-family:Calibri; mso-hansi-theme-font:minor-latin;}
The stem extract of Tephrosia purpurea showed antiplasmodial activity against the D6 (chloroquinesensitive) and W2 (chloroquine-resistant) strains of Plasmodium falciparum with IC50 values of 10.47  2.22 mg/ml and 12.06 2.54 mg/ml, respectively. A new prenylated flavone, named terpurinflavone, along with the known compounds lanceolatin A, -semiglabrin and lanceolatin B have been isolated from this extract. The new compound, terpurinflavone, showed the highest antiplasmodial activity with IC50 values of 3.12  0.28 mM (D6) and 6.26  2.66 mM (W2). The structures were determined on the basis of spectroscopic evidence.

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