Abstract

Five new compounds—rhodimer (1), rhodiflavan A (2), rhodiflavan B (3), rhodiflavan C (4), and rhodacarpin (5)—along with 16 known secondary metabolites, were isolated from the CH2Cl2–CH3OH (1:1) extract of the roots of Tephrosia rhodesica. They were identified by NMR spectroscopic, mass spectrometric, X-ray crystallographic, and ECD spectroscopic analyses. The crude extract and the isolated compounds 2–5, 9, 15, and 21 showed activity (100% at 10 μg and IC50 = 5–15 μM) against the chloroquine-sensitive (3D7) strain of Plasmodium falciparum.

Highlights

  • Five new compounds rhodimer [1], rhodiflavan A [2], rhodiflavan B [3], rhodiflavan C [4], and rhodacarpin [5] along with 16 known secondary metabolites, were isolated from the CH2Cl2−CH3OH (1:1) extract of the roots of Tephrosia rhodesica

  • These have provided a variety of new flavonoids, including flavanones, flavones, chalcones, pterocarpans, and rotenoids, most of them prenylated and showing promising antiplasmodial, antifeedant, antileishmanial, estrogenic, antitumor, and antimicrobial activities.2−6 As part of our ongoing work on the genus Tephrosia,6,7 we report the first phytochemical investigation of the roots of Tephrosia rhodesica, which showed antiplasmodial activity

  • HPLC, 21 secondary metabolites were isolated from the roots of T. rhodesica

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Summary

Introduction

Five new compounds rhodimer [1], rhodiflavan A [2], rhodiflavan B [3], rhodiflavan C [4], and rhodacarpin [5] along with 16 known secondary metabolites, were isolated from the CH2Cl2−CH3OH (1:1) extract of the roots of Tephrosia rhodesica. The NMR data (Table 1) indicated the presence of two sets of unsubstituted aromatic rings, two sets of prenyl groups, two hydroxy, and two methoxy groups.

Results
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