2009
DOI: 10.1007/s10658-008-9419-6
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Identification of phytotoxins from Botryosphaeria obtusa, a pathogen of black dead arm disease of grapevine

Abstract: A bioassay-guided fractionation of a culture filtrate of Botryosphaeria obtusa led to the isolation of four dihydroisocoumarins, named mellein 1, 4-hydroxymellein 2, 7-hydroxymellein 3 and the new 4,7-dihydroxymellein 4. LC-UV-DAD-MS analysis of vine wood infected by B. obtusa revealed the presence of mellein (1). Botryosphaeria obtusa was also able to oxidise wood δ-resveratrol into the dimer delta-viniferin. The structures of isolated phytotoxins were established on the basis of IR, MS, 1D and 2D NMR.

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Cited by 70 publications
(98 citation statements)
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“…Compounds (8) to (10), namely (R)-(À)-mellein, (3R,4R)-4-hydroxymellein and (3R,4S)-4-hydroxymellein, presented [a] 25 D , CD, UV, 1 H and 13 C NMR and ESIMS spectra that were identical to those previously reported (Djoukeng et al, 2009;Cole and Cox, 1981;Asha et al, 2004). The molecular formula of compound (11) .5) were in favour of the hydroxyl substitution C-3.…”
Section: Extraction Purification and Identification Of Phytotoxinssupporting
confidence: 81%
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“…Compounds (8) to (10), namely (R)-(À)-mellein, (3R,4R)-4-hydroxymellein and (3R,4S)-4-hydroxymellein, presented [a] 25 D , CD, UV, 1 H and 13 C NMR and ESIMS spectra that were identical to those previously reported (Djoukeng et al, 2009;Cole and Cox, 1981;Asha et al, 2004). The molecular formula of compound (11) .5) were in favour of the hydroxyl substitution C-3.…”
Section: Extraction Purification and Identification Of Phytotoxinssupporting
confidence: 81%
“…All of the compounds tested induced necrosis on host plant leaves of Chardonnay, Pinot noir, and Chasselas and non-host plant leaves of Arabidopsis thaliana (data not included). Despite the known phytotoxic activity of (À)-mellein (8) and (3R,4S) and (3R,4R)-4-hydroxymellein (9, 10) (Djoukeng et al, 2009, Evidente et al, 2010, these compounds were included in the assay to compare their activities with that of the newly isolated (À)-R-3-hydroxymellein (11). The results showed that (À)-R-3-hydroxymellein (11) was the most active at a low concentration (100 lg mL À1 ), inducing a necrosis area greater than 50%, followed by (+)-epi-sphaeropsidone (3) with 25% leaf disc necrosis.…”
Section: Phytotoxic Activitymentioning
confidence: 99%
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“…Toxin production by fungi could explain the phenomenon of the appearance of necrosis. Indeed, Djoukeng et al (2009) confirmed the production by Botryosphaeria isolates of toxins that are transported to the herbaceous parts and cause symptoms away from the point of infection. To our knowledge, this is the first report on the genus Botryosphaeria being isolated from grapes in Algeria, and we have also demonstrated the potential pathogenicity of 3 isolates in local grape cultivars.…”
Section: Discussionmentioning
confidence: 64%