Prenylated Flavonoids from the Roots of Tephrosia rhodesica

Yoseph Atilaw; Lois Muiva-Mutisya; Jonathan Bogaerts; Sandra Duffy; Arto Valkonen; Matthias Heydenreich; Vicky M Avery; Kari Rissanen; Máté Erdélyi; Abiy Yenesew

doi:10.1021/acs.jnatprod.0c00245

Prenylated Flavonoids from the Roots of Tephrosia rhodesica

J Nat Prod. 2020 Aug 28;83(8):2390-2398. doi: 10.1021/acs.jnatprod.0c00245. Epub 2020 Aug 13.

Authors

Yoseph Atilaw^{1

2}, Lois Muiva-Mutisya¹, Jonathan Bogaerts³, Sandra Duffy⁴, Arto Valkonen⁵, Matthias Heydenreich⁶, Vicky M Avery⁴, Kari Rissanen⁵, Máté Erdélyi^{2

7}, Abiy Yenesew¹

Affiliations

¹ Department of Chemistry, University of Nairobi, 30197-00100, Nairobi, Kenya.
² Department of Chemistry-BMC, Uppsala University, P.O. Box 756, SE-751 23 Uppsala, Sweden.
³ Department of Chemistry, University of Antwerp, Groenenborgerlaan 171, B-2020 Antwerp, Belgium.
⁴ Discovery Biology, Griffith Institute for Drug Discovery, Griffith University, Nathan, Qld 4111, Australia.
⁵ University of Jyvaskyla, Department of Chemistry, P.O. Box 35, FI-40014 Jyväskylä, Finland.
⁶ Institut für Chemie, Universität Potsdam, Karl-Liebknecht-Str. 24-25, D-14476 Potsdam, Germany.
⁷ Department of Chemistry and Molecular Biology, University of Gothenburg, SE-412 96 Gothenburg, Sweden.

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.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antimalarials / pharmacology
Crystallography, X-Ray
Flavonoids / chemistry
Flavonoids / isolation & purification*
Flavonoids / pharmacology
Molecular Structure
Plant Roots / chemistry*
Plasmodium falciparum / drug effects
Prenylation
Spectrum Analysis
Tephrosia / chemistry*

Substances

Antimalarials
Flavonoids