A weakly antimalarial biflavanone from Rhus retinorrhoea

• Published in: Phytochemistry (Oxford) Vol. 58; no. 4; pp. 599 - 602
• Main Authors: Ahmed, Mohamed S, Galal, Ahmed M, Ross, Samir A, Ferreira, Daneel, ElSohly, Mahmoud A, Ibrahim, Abdel-Rahim S, Mossa, Jaber S, El-Feraly, Farouk S
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.10.2001; Elsevier
• Subjects: Anacardiaceae; Animals; Anti-Bacterial Agents; Anti-Infective Agents - chemistry; Anti-Infective Agents - isolation & purification; Anti-Infective Agents - pharmacology; Antimalarial activity; Antimalarials - chemistry; Antimalarials - isolation & purification; Antimalarials - pharmacology; Antimicrobial activity; Biflavanone; biflavones; Biflavonoids; Biochemistry & Molecular Biology; Biological and medical sciences; Candida - drug effects; Chemical constitution; Flavonoids - chemistry; Flavonoids - isolation & purification; Flavonoids - pharmacology; Fundamental and applied biological sciences. Psychology; General pharmacology; Life Sciences & Biomedicine; Medical sciences; Microbial Sensitivity Tests; Molecular Structure; Mycobacterium - drug effects; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Plant physiology and development; Plant Sciences; Plasmodium falciparum; Plasmodium falciparum - drug effects; Rhus - chemistry; Rhus retinorrhoea; Science & Technology; Spectrum Analysis; Staphylococcus aureus - drug effects; Tetrahydroamentoflavone; Rhus retinorrhoea; Tetrahydroamentoflavone; Antimicrobial activity; Antimalarial activity; Biflavonoids; Biflavanone; Anacardiaceae; ABSOLUTE-CONFIGURATION; biflavanone; biflavonoids; FLAVONOIDS; antimicrobial activity; antimalarial activity; C-13 NMR; tetrahydroamentoflavone; Protozoa; Antimalarial; Apicomplexa; Bioassay; Plant leaf; Flavonoid; Biological activity; Antimicrobial agent; Medicinal plant; Plasmodium falciparum; Dicotyledones; Pathogenic; Angiospermae; Parasiticid; Plant origin; Isolation; Spermatophyta
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/S0031-9422(01)00244-8

The biflavanone (2 S,2 ″S)-7,7″-di- O-methyltetrahydroamentoflavone and five known flavonoids, 7- O-methylnaringenin, 7,3′- O-dimethylquercetin, 7- O-methylapigenin, 7- O-methylluteolin, and eriodictyol were isolated from the leaves of Rhus retinorrhoea Steud, Ex Olive. The biflavanone exhibited moderate antimalarial activity with IC 50 0.98 μg/ml against Plasmodium falciparum (W2 Clone) and weak activity against P. falciparum (D6 Clone) with IC 50 2.8 μg/ml. Nevertheless, it did not display any cytotoxicity. 7- O-Methylnaringenin showed weak antimicrobial activity against Candida albicans, C. krusei, Staphylococcus aureus, Mycobacterium smegmatis, M. intracellulare, and M. xenopi with MIC∼ 100 μg/ml. Characterization of each compound was based on spectral analysis and comparison with reported data. The biflavanone (2 S, 2″ S)-7,7″-di- O-niethyltetrahydroamantoflavone exhibiting moderate antimalarial activity was isolated from Rhus retinorrhoea.