Four anti-protozoal and anti-bacterial compounds from Tapirira guianensis.
Tapirira guianensis is a common tree used in traditional medicine in French Guiana against several infectious diseases (malaria, leishmaniasis, bacteria, etc.). The bioassay-guided purification of CH(2)Cl(2) bark extract led to the isolation of four cyclic alkyl polyol derivatives: 4,6,2'-trihydroxy-6-[10'(Z)-heptadecenyl]-1-cyclohexen-2-one (1a), 1,4,6-trihydroxy-1,2'-epoxy-6-[10'(Z)-heptadecenyl]-2-cyclohexene (1b), 1,4,5,2'-tetrahydroxy-1-[10'(Z)-heptadecenyl]-2-cyclohexene (2), and 1,3,4,6-tetrahydroxy-1,2'-epoxy-6-[10'(Z)-heptadecenyl]-cyclohexane (3). The structures were established on the basis of 1D and 2D NMR analyses. The anti-leishmanial, anti-plasmodial, anti-bacterial (on Staphylococcus aureus, Staphylococcus epidermidis and Escherichia coli), and anti-fungal (on Candida albicans) activities of the extracts and of these original compounds were evaluated. Two showed medicinal interest supporting the traditional uses of the plant. The structures were established through spectral analyses of the isolates and their derivatives.
Roumy
Vincent
V
Université de Toulouse, UMR 152 IRD-Université Paul Sabatier, Toulouse 3, Faculté des Sciences Pharmaceutiques, 31062 Toulouse cedex 9, France. vincent.roumy@univ-lille2.fr
Fabre
Nicolas
N
Portet
Bénédicte
B
Bourdy
Geneviève
G
Acebey
Lucia
L
Vigor
Claire
C
Valentin
Alexis
A
Moulis
Claude
C
D027926:Anacardiaceae / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology*; D000981:Antiprotozoal Agents / Q000737:chemistry* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D050296:Microbial Viability / Q000187:drug effects; D015394:Molecular Structure
D000900:Anti-Bacterial Agents; D000981:Antiprotozoal Agents