1993
DOI: 10.1021/jo00070a002
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A novel chemical signal from the "blackleg" fungus: beyond phytotoxins and phytoalexins

Abstract: The structure elucidation of a novel pentadepsipeptide 1, which revealed unprecedented metabolic correlations and was isolated from Phoma lingam, is described. Plant pathogens release chemical signals triggering specific responses on the host, which facilitate penetration and colonization of plant tissue. Host-specific phytotoxins are examples of such chemical signals produced by phytopathogenic fungi.' The blackleg fungus [Leptosphueria maculans (Desm.) Ces. et de Not., asexualstage Phoma Zingam (Tode ex Fr.)… Show more

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Cited by 43 publications
(33 citation statements)
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“…Phomalide, which is structurally unrelated to sirodesmins, is produced for a very short time, in 30‐ to 60‐h‐old cultures of germinated conidia (Pedras et al ., 1993). Phomalide was shown to cause lesions on B. napus leaves that closely resemble those caused by a virulent isolate of L. maculans , whereas a B. juncea genotype was only slightly sensitive to phomalide (Pedras et al ., 1993). This compound was produced by isolates either avirulent on B. juncea or being able to attack B. juncea (Soledade et al ., 1998).…”
Section: Focus Of Current Research On Lmaculansmentioning
confidence: 99%
“…Phomalide, which is structurally unrelated to sirodesmins, is produced for a very short time, in 30‐ to 60‐h‐old cultures of germinated conidia (Pedras et al ., 1993). Phomalide was shown to cause lesions on B. napus leaves that closely resemble those caused by a virulent isolate of L. maculans , whereas a B. juncea genotype was only slightly sensitive to phomalide (Pedras et al ., 1993). This compound was produced by isolates either avirulent on B. juncea or being able to attack B. juncea (Soledade et al ., 1998).…”
Section: Focus Of Current Research On Lmaculansmentioning
confidence: 99%
“…Other important necrotrophy-related genes code for sirodesmin PL (Sir), a phytotoxin that belongs to the class of epipolythiodioxopiperazine (ETP). The production of sirodesmin by L. maculans is thought to be suppressed by brassinin, a phytoalexin of canola (Pedras et al, 1993). In L. maculans , a cluster of 23 genes including polyketide synthase (PKS), non-ribosomal peptide synthase (NRPs) genes, and 18 Sir genes have been identified (Gardiner et al, 2004).…”
Section: Introductionmentioning
confidence: 99%
“…This phenomenon can be critical for their biological activity [1618] and for the secondary structure of the peptide chain. Generally, the (Z)-isomers are thermodynamically more stable and easier to obtain.…”
Section: Introductionmentioning
confidence: 99%