Afritoxinones A and B,dihydrofuropyran-2-ones produced by Diplodia africana the causal agent of branch dieback on Juniperus phoenicea |
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| Institution: | 1. Leibniz Institute of Plant Biochemistry, Department of Bioorganic Chemistry, Weinberg 3, D-06120 Halle (Saale), Germany;2. Faculty of Chemistry, Hanoi National University of Education, 136 Xuan Thuy Road, Cau Giay, Hanoi, Vietnam;3. Martin Luther University Halle-Wittenberg, Institute of Chemistry, Kurt-Mothes-Str. 2, 06120 Halle (Saale), Germany;4. Department of Microbial, Cellular and Molecular Biology, College of Natural Sciences, Addis Ababa University, Addis Ababa, Ethiopia |
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| Abstract: | Two phytotoxic dihydrofuropyran-2-ones, named afritoxinones A and B, were isolated from liquid culture of Diplodia africana, a fungal pathogen responsible for branch dieback of Phoenicean juniper in Italy. Additionally, six others known metabolites were isolated and characterized: oxysporone, sphaeropsidin A, epi-sphaeropsidone, R-(?)-mellein, (3R,4R)-4-hydroxymellein and (3R,4S)-4-hydroxymellein. The structures of afritoxinones A and B were established by spectroscopic and optical methods and determined to be as (3aS1,6R1,7aS)-6-methoxy-3a,7a-dihydro-3H,6H-furo2,3-b]pyran-2-one and (3aR1,6R1,7aS)-6-methoxy-3a,7a-dihydro-3H,6H-furo2,3-b]pyran-2-one, respectively. The phytotoxic activity of afritoxinones A and B and oxysporone was evaluated on host (Phoenicean juniper) and non-host plant (holm oak, cork oak and tomato) by cutting and leaf puncture assay. Oxysporone proved to be the most phytotoxic compound. This study represents the first report of secondary metabolites produced by D. africana. In addition, the taxonomic implications of secondary metabolites in Botryosphaeriaceae family studies are discussed. |
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