TY - JOUR AU - Niamké, F.B. AU - Amusant, N. AU - Stien, D. AU - Chaix, G. AU - Lozano, Y. AU - Kadio, A.A. AU - Lemenager, N. AU - Goh, D. AU - Adima, A.A. AU - Kati-Coulibaly, S. AU - Jay-Allemand, C. PY - 2012// TI - 4',5'-Dihydroxy-epiisocatalponol, a new naphthoquinone from Tectona grandis L. f. heartwood, and fungicidal activity T2 - Int. Biodeterior. Biodegrad. JO - International Biodeterioration and Biodegradation SP - 93 EP - 98 VL - 74 KW - 4' KW - 5'-Dihydroxy-epiisocatalponol KW - Decay resistance KW - Fungicidal KW - Heartwood KW - Naphthoquinone KW - Tectona grandis N2 - A new naphthoquinone derivative was isolated from the heartwood of the teak stem. The chemical structure of this new compound, 4',5'-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 = -0.9; ρ < 0.0001). In-vitro bioassays allowed us to demonstrate that 4',5'-dihydroxy-epiisocatalponol 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 4',5'-dihydroxy-epiisocatalponol could be used as a new tool to evaluate teak wood durability. © 2012 Elsevier Ltd. SN - 09648305 (Issn) UR - http://www.scopus.com/inward/record.url?eid=2-s2.0-84866158230&partnerID=40&md5=3f5c27931234ef12a0eff6928de60dd0 N1 - Export Date: 27 September 2012; Source: Scopus; Coden: Ibbie; doi: 10.1016/j.ibiod.2012.03.010; Language of Original Document: English; Correspondence Address: Amusant, N.; CIRAD, Department Environments and societies, UMR Ecology forests of French Guiana, BP 732, 97310 Kourou cedex, French Guiana; email: nadine.amusant@cirad.fr ID - Niamke_etal2012 ER -