Antileishmanial and antifungal acridone derivatives from the roots of Thamnosma rhodesica

• Published in: Phytochemistry (Oxford) Vol. 65; no. 7; pp. 963 - 968
• Main Authors: Ahua, Kouassi Maximin, Ioset, Jean-Robert, Ransijn, Adriana, Mauël, Jacques, Mavi, Steven, Hostettmann, Kurt
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.04.2004; Elsevier
• Subjects: acridines; Acridines - chemistry; Acridines - isolation & purification; Acridines - pharmacology; acridone alkaloid; Acridone derivatives; Acridones; Amphotericin B - pharmacology; Animals; Antifungal Agents - chemistry; Antifungal Agents - isolation & purification; Antifungal Agents - pharmacology; antifungal properties; Antiprotozoal Agents - chemistry; Antiprotozoal Agents - isolation & purification; Antiprotozoal Agents - pharmacology; bioassays; Biochemistry & Molecular Biology; Biological and medical sciences; Chemical constitution; chemical structure; chemotaxonomy; Cladosporium - drug effects; Cladosporium cucumerinum; Coumarins; Fundamental and applied biological sciences. Psychology; Furanocoumarins; furans; General pharmacology; gravacridonediol; human health; Humans; Leishmania major; Leishmania major - drug effects; Leishmania major - growth & development; Life Sciences & Biomedicine; Medical sciences; Microbial Sensitivity Tests - methods; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Nystatin - pharmacology; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; phytochemicals; plant extracts; Plant physiology and development; Plant Roots - chemistry; Plant Sciences; psoralens; rhodesiacridone; roots; Rutaceae; Rutaceae - chemistry; rutacridone; Science & Technology; spectral analysis; Thamnosma rhodesica; trypanocides; Zimbabwe; Rutaceae; Thamnosma rhodesica; Coumarins; Furanocoumarins; Acridone derivatives; Cladosporium cucumerinum; Leishmania major; acridone derivatives; RUTA-GRAVEOLENS; RUTACRIDONE; PRODUCTS; furanocoumarins; ALKALOIDS; Bioassay; Root; Molecular structure; Pharmacognosy; Coumarine derivatives; Coumarin; Biological activity; Fungi; Antifungal agent; Structure activity relation; Dicotyledones; Angiospermae; Parasiticide; Furo coumarin derivatives; Spermatophyta; Fungi Imperfecti; Thallophyta
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/j.phytochem.2003.12.020

Eight furanocoumarins, one coumarin and four acridone derivatives have been identified in the roots of Thamnosma rhodesica (Rutaceae). Rhodesiacridone, one of these acridone derivatives, is reported here for the first time. Its structure was elucidated by spectrometric methods including ESI-HR, EI, DCI mass spectrometry, 1H, 13C and 2D NMR experiments. This novel compound showed activities against the intracellular form of a human pathogen, the protozoan parasite Leishmania major. Two known acridone related compounds, gravacridonediol and 1-hydroxy-10-methylacridone, exhibited activities against the intracellular form of the same parasite and the fungus Cladosporium cucumerinum, respectively. Eight furanocoumarins, one coumarin and four acridone derivatives have been identified in the roots of Thamnosma rhodesica (Rutaceae). Rhodesiacridone, a novel acridone derivative, showed activities against the intracellular form of Leishmania major. Two acridone related compounds, gravacridonediol and 1-hydroxy-10-methylacridone, exhibited activities against the intracellular form of the same parasite and the fungus Cladosporium cucumerinum, respectively.