Anti-plasmodial and antioxidant activities of constituents of the seed shells of Symphonia globulifera Linn f

• Published in: Phytochemistry (Oxford) Vol. 67; no. 3; pp. 302 - 306
• Main Authors: Ngouela, Silvère, Lenta, Bruno Ndjakou, Noungoue, Diderot Tchamo, Ngoupayo, Joseph, Boyom, Fabrice Fekam, Tsamo, Etienne, Gut, Jiri, Rosenthal, Philip J., Connolly, Joseph D.
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.02.2006; Elsevier
• Subjects: Animals; Anti-plasmodial; antimalarials; Antimalarials - chemistry; Antimalarials - isolation & purification; Antimalarials - pharmacology; Antioxidant; antioxidants; Antioxidants - chemistry; Antioxidants - isolation & purification; Antioxidants - pharmacology; Biochemistry & Molecular Biology; Biological and medical sciences; Chemical constitution; chemical structure; Clusiaceae; Clusiaceae - chemistry; Clusiaceae - embryology; free radical scavenging activity; Fundamental and applied biological sciences. Psychology; gaboxanthone; General pharmacology; Life Sciences & Biomedicine; Medical sciences; Oleanolic Acid - chemistry; Oleanolic Acid - isolation & purification; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; phytochemicals; plant biochemistry; Plant physiology and development; Plant Sciences; Plasmodium falciparum; Plasmodium falciparum - drug effects; Science & Technology; Seed shells; seeds; Seeds - chemistry; spectral analysis; stereochemistry; Symphonia globulifera; Xanthones; Xanthones - chemistry; Xanthones - isolation & purification; Xanthones - pharmacology; Seed shells; Plasmodium falciparum; Xanthones; Symphonia globulifera; Antioxidant; Anti-plasmodial; anti-plasmodial; antioxidant; POTENTIATION; ERYTHROCYTES; xanthones; FALCIPARUM; ANTIMALARIAL ACTIVITY; AGENTS; seed shells; Xanthone; Seeds; Molecular structure; Pharmacognosy; Guttiferae; Citrate; Biological activity; Caffeic acid; Dicotyledones; Angiospermae; Plant origin; Phenols; Parasiticide; Isolation; Spermatophyta
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/j.phytochem.2005.11.004

HMBC correlation of compound 1 which demonstrated an interesting anti-plasmodial activity (3.53 μM). A xanthone derivative, named gaboxanthone ( 1), has been isolated from the seed shells of Symphonia globulifera, together with known compounds, symphonin ( 2), globuliferin ( 3), guttiferone A ( 4), sistosterol, oleanolic acid and methyl citrate. The structure of the compound was assigned as 5,10-dihydroxy-8,9-dimethoxy-2,2-dimethyl-12-(3-methylbut-2-enyl) pyrano [3,2-b]xanthen-6(2H)-one, by means of spectroscopic analysis. The anti-plasmodial and antioxidant activities of the phenolic compounds were evaluated, respectively, in culture against W2 strain of Plasmodium falciparum and using the free radical scavenging activity of the DPPH radical, respectively. Compounds 1– 4 were found to be active against the Plasmodium parasites (IC 50 of 3.53, 1.29, 3.86 and 3.17 μM, respectively). Guttiferone A ( 4) showed a potent free radical scavenging activity compared to the well-known antioxidant caffeic acid.