4',5' -Dihydroxy-epiisocatalponol, a new naphthoquinone from Tectona grandis L. f. heartwood, and fungicidal activity

Niamké Bobelé Forence, Amusant Nadine, Stien Didier, Chaix Gilles, Lozano Yves, Kadio Adjumane Aimé, Leménager Nicolas, Goh Doreen Kim Soh, Adima Augustin Amissa, Kati-Coulibaly Séraphin, Jay Allemand Christian. 2012. 4',5' -Dihydroxy-epiisocatalponol, a new naphthoquinone from Tectona grandis L. f. heartwood, and fungicidal activity. International Biodeterioration and Biodegradation, 74 (1) : 93-98.

https://doi.org/10.1016/j.ibiod.2012.03.010

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Quartile : Q2, Sujet : ENVIRONMENTAL SCIENCES / Quartile : Q3, Sujet : BIOTECHNOLOGY & APPLIED MICROBIOLOGY

Résumé : A new naphthoquinone derivative was isolated from the heartwood of the teak stem. The chemical structure of this new compound, 40,50-dihydroxy-epiisocatalponol, was determined using 1-D and 2-D nuclear magnetic resonance experiments, vibrational circular dichroism, HRMS, and optical rotation. We showed that this new naphthoquinone derivative plays a key role in the variability of decay resistance in teak wood. A high negative correlation was found between its concentration and the mass losses of the wood samples after exposure to the brown rot Antrodia sp., the fungus that is the most virulent against teak (R ¼ _0.9; r < 0.0001). In-vitro bioassays allowed us to demonstrate that 40,50-dihydroxyepiisocatalponol acted as a fungicide against Trametes versicolor (white rot) at 58 mg ml-1 (0.22 mM). Overall, our results demonstrated that the concentration of 40,50-dihydroxy-epiisocatalponol could be used as a new tool to evaluate teak wood durability.

Mots-clés Agrovoc : Tectona grandis, bois de coeur, Trametes, Aphyllophorales, extrait d'origine végétale, quinone, fongicide, résistance aux maladies

Mots-clés géographiques Agrovoc : Malaisie

Mots-clés complémentaires : Trametes versicolor, Antrodia

Classification Agris : J12 - Manutention, transport, stockage et conservation des produits forestiers
K50 - Technologie des produits forestiers
F60 - Physiologie et biochimie végétale

Champ stratégique Cirad : Hors axes (2005-2013)

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