Detection of Tentoxin by<i>Alternaria solani, A. cucumerina, A. bataticola</i>and<i>A. japonica</i>

Two novel polyketides, bis-7-O-8' '.8-O-7' '- and bis-7-O-7' '. 8-O-8' '-zinniol (2 and 3, respectively) were isolated from the organic crude extract of culture filtrates from Alternaria tagetica. Both structures were determined on the basis of their spectroscopic data (IR, MS, (1)H NMR, (13)C NMR, and 2D NMR experiments) and confirmed by chemical synthesis. Zinniol (1) was isolated as a major component, and its (13)C NMR data was correctly assigned after careful analysis of data from its 2D NMR experiments (HMQC and HMBC).

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“…Several metabolites structurally related to zinniol have been reported from A . porri , ,− A . solani , , and A .…”

Section: Resultsmentioning

confidence: 99%

Novel Dimeric Metabolites fromAlternariatagetica

et al. 2000

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“…Jones and Grout, a pathogen recognized as the causal agent of early blight disease in potato (Solanum tuberosum L.) (Brian et al, 1952) and tomato (Lycopersicon esculentum Mill.) (Pound and Stahmann, 1951), and they include alternaric acid (Bartels-Keith and Grove, 1959;Stoessl and Stothers, 1984), the altersolanols (Yagi et al, 1993), the alterporriols (Suemitsu et al, 1990), the solanopyrones (Ichihara et al, 1983), and tentoxin (Suemitsu et al, 1992a). There is also a single report on the production of two lipid-like HSTs by cultures of A. solani (Matern et al, 1978); however, the chemical identity of these metabolites remains unknown.…”

Section: Introductionmentioning

confidence: 99%

Homozinniol, a New Phytotoxic Metabolite from Alternaria solani

Gamboa‐Angulo

Alejos-González

Peña‐Rodríguez

1997

J. Agric. Food Chem.

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A bioassay-guided fractionation of the phytotoxic crude extract of Alternaria solani resulted in the isolation of two phytotoxic metabolites identified as zinniol (1) and a new polyketide: homozinniol (2). A third metabolite, 6-[(3‘,3‘-dimethylallyl)oxy]-4-methoxy-5-methylphthalide (3) was also isolated and identified. Structural assignment of the metabolites was based primarily on the analysis of their mass spectrometry and 1H NMR spectroscopy data. Keywords: Alternaria solani; Solanum tuberosum; Lycopersicon esculentum; phytotoxin; zinniol; homozinniol; polyketide; phthalide

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Phytotoxins and Plant Pathogenesis

Huang

2001

Plant Pathogenesis and Resistance

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Detection of Tentoxin byAlternaria solani, A. cucumerina, A. bataticolaandA. japonica

Cited by 7 publications

References 1 publication

Novel Dimeric Metabolites fromAlternariatagetica

Novel Dimeric Metabolites fromAlternariatagetica

Homozinniol, a New Phytotoxic Metabolite from Alternaria solani

Phytotoxins and Plant Pathogenesis

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