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Three Chalconoids and a Pterocarpene from the Roots of Tephrosia aequilata

Artikel i vetenskaplig tidskrift
Författare Y. Atilaw
S. Duffy
M. Heydenreich
L. Muiva-Mutisya
V. M. Avery
Mate Erdelyi
A. Yenesew
Publicerad i Molecules
Volym 22
Nummer/häfte 2
ISSN 1420-3049
Publiceringsår 2017
Publicerad vid Svenskt NMR-centrum vid Göteborgs universitet
Institutionen för kemi och molekylärbiologi
Språk English
Länkar doi.org/10.3390/molecules22020318
Ämnesord Tephrosia aequilata, chalcone, retrochalcone, aequichalcone A, aequichalcone B, aequichalcone C, natural-products, flavonoids, retrochalcone, candida, bark, seed, Chemistry
Ämneskategorier Kemi

Sammanfattning

In our search for new antiplasmodial agents, the CH2Cl2/CH3OH (1:1) extract of the roots of Tephrosia aequilata was investigated, and observed to cause 100% mortality of the chloroquine-sensitive (3D7) strain of Plasmodium falciparum at a 10 mg/mL concentration. From this extract three new chalconoids, E-2,6-dimethoxy-3,4-(2,2-dimethyl)pyranoretrochalcone (1, aequichalcone A), Z-2,6-dimethoxy-3,4-(2,2-dimethyl)pyranoretrochalcone (2, aequichalcone B), 4-ethoxy-3-hydroxypraecansone B (3, aequichalcone C) and a new pterocarpene, 3,4:8,9-dimethylenedioxy-6a,11a-pterocarpene (4), along with seven known compounds were isolated. The purified compounds were characterized by NMR spectroscopic and mass spectrometric analyses. Compound 1 slowly converts into 2 in solution, and thus the latter may have been enriched, or formed, during the extraction and separation process. The isomeric compounds 1 and 2 were both observed in the crude extract. Some of the isolated constituents showed good to moderate antiplasmodial activity against the chloroquine-sensitive (3D7) strain of Plasmodium falciparum.

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