Antiplasmodial benzophenones from the trunk latex of Moronobea coccinea (Clusiaceae)

• Published in: Phytochemistry (Oxford) Vol. 70; no. 1; pp. 75 - 85
• Main Authors: Marti, Guillaume, Eparvier, Véronique, Moretti, Christian, Susplugas, Sophie, Prado, Soizic, Grellier, Philippe, Retailleau, Pascal, Guéritte, Françoise, Litaudon, Marc
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 2009; Elsevier
• Subjects: 7-epi-isogarcinol; Animals; Antibiotics. Antiinfectious agents. Antiparasitic agents; Antiparasitic agents; Antiplasmodial; antiprotozoal activity; Benzophenone; Benzophenones - chemistry; Benzophenones - pharmacology; Biochemistry & Molecular Biology; Biological and medical sciences; Chemical constitution; chemical structure; Clusiaceae; Clusiaceae - chemistry; Coccinone; cycloxanthochymol; Fundamental and applied biological sciences. Psychology; isogarcinol; latex; Latex - chemistry; Life Sciences; Life Sciences & Biomedicine; Medical sciences; medicinal properties; Models, Molecular; Molecular Structure; Moronobea coccinea; Pharmacology. Drug treatments; phytochemicals; Plant physiology and development; Plant Sciences; Plant Stems - chemistry; Plasmodium falciparum; Plasmodium falciparum - drug effects; Science & Technology; spectral analysis; stereochemistry; Structure-Activity Relationship; French Guiana; Antiplasmodial; Moronobea coccinea; Clusiaceae; Coccinone; Benzophenone; POLYISOPRENYLATED BENZOPHENONES; INHIBITORY NATURAL-PRODUCTS; GUTTIFERAE; GARCINIA-XANTHOCHYMUS; SYMPHONIA-GLOBULIFERA; PLASMODIUM-FALCIPARUM; RESISTANCE; ROSEA; DERIVATIVES; ISOGARCINOL; Antimalarial; Trunk; Benzophenone derivatives; Guttiferae; Chemical structure; Latex; Dicotyledones; Angiospermae; Plant origin; Parasiticide; Spermatophyta
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/j.phytochem.2008.10.005

Phytochemical investigations of Moronobea coccinea (Clusiaceae) led to the isolation of 11 polycyclic polyprenylated acylphloroglucinol derivatives ( 3– 8, 10– 14) along with garcinol, isogarcinol and cycloxanthochymol. In vitro antiplasmodial assays reveal potent antimalarial activity for eight of them. In an effort to find antimalarial drugs, a systematic in vitro evaluation on a chloroquine-resistant strain of Plasmodium falciparum (FcB1) was undertaken on sixty plant extracts collected in French Guiana. The methanol extract obtained from the latex of Moronobea coccinea exhibited a strong antiplasmodial activity (95% at 10 μg/ml). The phytochemical investigation of this extract led to the isolation of eleven polycyclic polyprenylated acylphloroglucinols (PPAPs), from which eight showed potent antiplasmodial activity with IC50 ranged from 3.3 μM to 37.2 μM.