The anti-fungal activity of 60 extracts from 15 tree species in the French Guiana rainforest against human and wood-rotting fungi was studied. In this way (+)-mopanol (1) was isolated from the ethyl acetate extract of Peltogyne sp. (Caesalpiniaceae) wood. This work demonstrated that (1) the natural durability of wood can indeed guide the search for antifungal agents, (2) that extracts selected in this bio-inspired process exhibit a broad spectrum of antifungal activity and (3) that the method allows for the isolation of strongly active antifungals.
PfallerMA and DiekemaDJ. (2010) Epidemiology of invasive mycoses in North America. Critical Reviews in Microbiology, 36, 1–53.
2.
NewmanDJ and CraggGM. (2007) Natural products as sources of new drugs over the last 25 years. Journal of Natural Products, 70, 461–477.
3.
IrshadM, AhmadA, ZafaryabM, AhmadF, ManzoorN, SinghM and RizviMMA. (2013) Composition of Cassia fistula oil and its antifungal activity by disrupting ergosterol biosynthesis. Natural Product Communications, 8, 261–264.
4.
BassetC, RodriguesAMS, EparvierV, SilvaMRR, LopesNPSabatierD, FontyE, EspíndolaLS and StienD. (2012) Secondary metabolites from Spirotropis longifolia (DC) Baill and their antifungal activity against human pathogenic fungi. Phytochemistry, 74, 166–172.
5.
RodriguesAMS, TheodoroPNET, EparvierV, BassetC, SilvaMRR, BeauchêneJ, EspíndolaLS and StienD. (2010) Search for antifungal compounds from the wood of durable tropical trees. Journal of Natural Products, 73, 1706–1707.
6.
BednarekP and OsbournA. (2009) Plant-microbe interactions: Chemical diversity in plant defense. Science, 324, 746–748.
7.
RahalisonL, HamburgerM, MonodM, FrenkE and HostettmannK. (1994) Antifungal tests in phytochemical investigations: Comparison of bioautographic methods using phytopathogenic and human pathogenic fungi. Planta Medica, 60, 41–44.
8.
AlbernazLCde PaulaJERomeroGAS, SilvaMDRR, GrellierP, MambuL and EspindolaLS. (2010) Investigation of plant extracts in traditional medicine of the Brazilian Cerrado against protozoans and yeasts. Journal of Ethnopharmacology, 131, 116–121.
9.
Afnor. (1994) Norme NF EN 350–2: Durabilité du bois et des matériaux dérivés du bois. Durabilité naturelle du bois massif. Partie 2: guide de la durabilité naturelle du bois et de l'imprégnabilité d'essences de bois choisies pour leur importance en Europe.
10.
FerreiraD, MaraisJPJ and SladeD. (2003) Phytochemistry of the mopane, Colophospermum mopane. Phytochemistry, 64, 31–51.
11.
Correia da CostaR, SantanaDBAraujoRMElias de PaulaJ, Coelho do NascimentoP, LopesNPBraz-FilhoR and EspíndolaLS. (2014) Discovery of the rapanone and suberonone mixture as a motif for leishmanicidal and antifungal applications. Bioorganic& Medicinal Chemistry, 22, 135–140.
12.
SilvaE FMDe PaulaJE and EspíndolaLS. (2009) Evaluation of the antifungal potential of Brazilian Cerrado medicinal plants. Mycoses, 52, 511–517.
13.
TempeteC, WernerGHFavreF, RojasA and LangloisN. (1995) In vitro cytostatic activity of 9-demethoxyporothramycin B. European Journal of Medicinal Chemistry, 30, 647–650.
14.
DrewesSE and RouxDG. (1965) Absolute configuration of mopanol, a new leucoanthocyanidin from Colophospermum mopane. Chemical Communications (London), 500–502.
15.
DrewesSE and RouxDG. (1966) Stereochemistry and biogenesis of mopanols and peltogynols and associated flavanoids from Colophospermum mopane. Journal of the Chemical Society C: Organic, 1644–1653.
