Four Prenylflavone Derivatives with Antiplasmodial Activities from the Stem of Tephrosia purpurea subsp. leptostachya

• Published in: Molecules (Basel, Switzerland) Vol. 22; no. 9; p. 1514
• Main Authors: Atilaw, Yoseph, Muiva-Mutisya, Lois, Ndakala, Albert, Akala, Hoseah M, Yeda, Redemptah, Wu, Yu J, Coghi, Paolo, Wong, Vincent K W, Erdélyi, Máté, Yenesew, Abiy
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 10.09.2017; MDPI
• Subjects: A549 Cells; Analgesics; Antimalarials - chemistry; Antimalarials - isolation & purification; Antimalarials - pharmacology; antiplasmodial; Antiprotozoal agents; Biological activity; Cancer; Cell Line, Tumor; Cell Survival - drug effects; Cells, Cultured; Chloroquine; Chloroquine - pharmacology; Chromatography; Cytotoxicity; Drug Resistance - drug effects; Epithelial Cells - cytology; Epithelial Cells - drug effects; Erythrocytes - drug effects; Erythrocytes - parasitology; flavone; Flavones; Flavones - chemistry; Flavones - isolation & purification; Flavones - pharmacology; Hep G2 Cells; Humans; leguminosae; Medical research; NMR; Nuclear magnetic resonance; Organ Specificity; Organic Chemistry; Organisk kemi; papilionoideae; Phytochemicals; Plant Extracts - chemistry; Plant Stems - chemistry; Plants, Medicinal; Plasmodium falciparum - drug effects; Plasmodium falciparum - growth & development; prenylated flavonoids; seed morphology; Spectrometry; stem; Structure-Activity Relationship; Tephrosia - chemistry; Tephrosia purpurea; Tephrosia purpurea subsp leptostachya; Tephrosia purpurea subsp. leptostachya; antiplasmodial; cytotoxicity; flavone; stem
• ISSN: 1420-3049; 1431-5157; 1420-3049
• DOI: 10.3390/molecules22091514

Four new flavones with modified prenyl groups, namely ( )-5-hydroxytephrostachin ( ), purleptone ( ), ( )-5-hydroxyanhydrotephrostachin ( ), and terpurlepflavone ( ), along with seven known compounds ( - ), were isolated from the CH₂Cl₂/MeOH (1:1) extract of the stem of subsp. , a widely used medicinal plant. Their structures were elucidated on the basis of NMR spectroscopic and mass spectrometric evidence. Some of the isolated compounds showed antiplasmodial activity against the chloroquine-sensitive D6 strains of with ( )-5-hydroxytephrostachin ( ) being the most active, IC 1.7 ± 0.1 μM, with relatively low cytotoxicity, IC > 21 μM, against four cell-lines.