Antiplasmodial Agents from the Leaves of Glossocalyx brevipes

Abstract

A phytochemical study of the methylene chloride/methanol (1/1) extract of the leaves of Glossocalyx brevipes Benth. (Monimiaceae) afforded three new derivatives of homogentisic acid, methyl 2-(1′β-geranyl-5′β-hydroxy-2′-oxocyclohex-3′-enyl)acetate (1), 2-(1′β-geranyl-5′β-hydroxy-2′-oxocyclohex-3′-enyl)acetic acid (2), methyl 2-(1′β-geranyl-5′β-hydroxy-4′β-methoxy-2′-oxocyclohexyl)acetate (3), and two known alkaloids, aristololactam BII and liriodenine. Compounds 1 and 2 and liriodenine showed modest in vitro activity against Plasmodium falciparum.

Key words

Glossocalyx brevipes - Monimiaceae - homogentisic acid derivatives - liriodenine - antiplasmodial activity

References

• 1 Fouilloy R. Flore du Cameroun. Muséum National d’Histoire Naturelle Paris; 1974 Vol. 18: pp 30-1
• 2 Montgomery T C, Freyer A J, Guinandeau H, Shama M, Fagbule M O, Olatunji G, Gbile Z. (+)-N-Methyllaurotetanine β-N-oxide from Glossocalyx brevipes .  Journal of Natural Products. 1985;  48 833-4
• 3 Tchuendem M -HK, Mbah J A, Tsopmo A, Ayafor J F, Sterner O, Okunji C O, Iwu M M, Schuster B M. Reneilmol, A new antiplasmodial isodaucane and other sesquiterpenoids from Reneilmia cincinnata .  Phytochemistry. 1999;  52 1095-9
• 4 Desjardins R E, Canfield C J, Haynes J D, Chulay J D. Quantitative assessment of antimalarial activity in vitro by a semiautomated microdilution technique.  Antimicrob Agents Chemother. 1979;  16 710-8
• 5 Priestap H A. Seven aristolactams from Aristolochia argentina .  Phytochemistry. 1985;  24 849-52
• 6 Bick I RC, Douglas C K. Yellow alkaloids of Atherosperma moschatum Labill. Tetrahedron Letters 1964: 1629-33
• 7 Ferreira A G, Fernandes J B, Vieira P C, Gottlieb O R, Gottlieb H E. Further farnesylhomogentisic acid derivatives from Otoba parvifolia .  Phytochemistry. 1995;  40 1723-28