Anthraquinones from the fruits of Vismia laurentii

• Published in: Phytochemistry (Oxford) Vol. 69; no. 4; pp. 1024 - 1028
• Main Authors: Noungoue, Diderot Tchamo, Antheaume, Cyril, Chaabi, Mehdi, Lenta Ndjakou, Bruno, Ngouela, Silvère, Lobstein, Annelise, Tsamo, Etienne
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Ltd 01-02-2008; Elsevier
• Subjects: Agronomy. Soil science and plant productions; Anthraquinones; Anthraquinones - chemistry; Anthraquinones - isolation & purification; antiprotozoal activity; Biological and medical sciences; carboxylic acids; Chemical constitution; chemical structure; Clusiaceae - chemistry; Economic plant physiology; emodin; Enzymes; Fruit - chemistry; Fruits; Fundamental and applied biological sciences. Psychology; Guttiferae; isoxanthorin; laurentiquinone; Laurentiquinones A, B and C; Magnetic Resonance Spectroscopy; medicinal plants; medicinal properties; Molecular Structure; Nutrition. Photosynthesis. Respiration. Metabolism; phytochemicals; Plant physiology and development; Plasmodium falciparum; spectral analysis; Vismia; Vismia laurentii; Laurentiquinones A, B and C; Vismia laurentii; Anthraquinones; Guttiferae; Fruits; Anthraquinone; Vismia laurentii; Guttiferae; Anthraquinones; Fruits; Laurentiquinones A; Fruit; Molecular structure; Dicotyledones; Angiospermae; Carboxylate; Isolation; Spermatophyta; B and C; Strain
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/j.phytochem.2007.10.026

Phytochemical study of the fruits of
Vismia laurentii resulted in the isolation of five structurally related compounds. Three of them are constituents, namely, laurentiquinone A (
1) (methyl 1,6,8-trihydroxy-3-methyl-7-(3-methylbut-2-enyl)-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate), laurentiquinone B (
2) (methyl 5,7-dihydroxy-2,2,9-trimethyl-6,11-dioxo-6,11-dihydro-2
H-anthra[2,3-
b]pyran-8-carboxylate) and laurentiquinone C (
3) (methyl 9-(ethanoyloxymethyl)-5,7-dihydroxy-2,2-dimethyl-6,11-dioxo-6,11-dihydro-2
H-anthra[2,3-
b]pyran-8-carboxylate) and two are known compounds, emodin (
4) and isoxanthorin (
5). Their structures were elucidated by spectroscopic means. Crude extracts of hexane and EtOAc showed anti-plasmodial activity against the W2 strain of
Plasmodium falciparum.