4¡ä,5¡ä-Dihydroxy-epiisocatalponol, a new naphthoquinone from Tectona grandis L. f. heartwood, and fungicidal activity
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- 作者：Florence Bobel¨¦ Niamk¨¦ ; Nadine Amusant ; Didier Stien ; Gilles Chaix ; Yves Lozano ; Adjumane Aim¨¦ Kadio ; Nicolas Lemenager ; Doreen Goh ; Augustin Amissa Adima ; S¨¦raphin Kati-Coulibaly ; Christian Jay-Allem
- 关键词：Tectona grandis ; Heartwood ; 4&prime ; 5&prime ; -Dihydroxy-epiisocatalponol ; Naphthoquinone ; Decay resistance ; Fungicidal
- 刊名：International Biodeterioration and Biodegradation
- 出版年：2012
- 出版时间：October, 2012
- 年：2012
- 卷：74
- 期：Complete
- 页码：93-98
- 全文大小：310 K
文摘
A new naphthoquinone derivative was isolated from the heartwood of the teak stem. The chemical structure of this new compound, 4¡ä,5¡ä-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; ¦Ñ?<?0.0001). In-vitro bioassays allowed us to demonstrate that 4¡ä,5¡ä-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¡ä,5¡ä-dihydroxy-epiisocatalponol could be used as a new tool to evaluate teak wood durability.