Macrocyclic Trichothecenes from Myrothecium roridum Strain M10 with Motility Inhibitory and Zoosporicidal Activities against Phytophthora nicotianae.
Identifieur interne : 000E26 ( Main/Exploration ); précédent : 000E25; suivant : 000E27Macrocyclic Trichothecenes from Myrothecium roridum Strain M10 with Motility Inhibitory and Zoosporicidal Activities against Phytophthora nicotianae.
Auteurs : Muhammad Abdul Mojid Mondol [Allemagne] ; Musrat Zahan Surovy [Bangladesh] ; M Tofazzal Islam [Bangladesh] ; Anja Schüffler [Allemagne] ; Hartmut Laatsch [Allemagne]Source :
- Journal of agricultural and food chemistry [ 1520-5118 ] ; 2015.
Descripteurs français
- KwdFr :
- Extraits de plantes (composition chimique), Extraits de plantes (isolement et purification), Extraits de plantes (pharmacologie), Hypocreales (composition chimique), Légumes (composition chimique), Phytophthora (cytologie), Phytophthora (effets des médicaments et des substances chimiques), Spores (cytologie), Spores (effets des médicaments et des substances chimiques), Structure moléculaire (MeSH), Trichothécènes (composition chimique), Trichothécènes (isolement et purification), Trichothécènes (pharmacologie).
- MESH :
- composition chimique : Extraits de plantes, Hypocreales, Légumes, Trichothécènes.
- cytologie : Phytophthora, Spores.
- effets des médicaments et des substances chimiques : Phytophthora, Spores.
- isolement et purification : Extraits de plantes, Trichothécènes.
- pharmacologie : Extraits de plantes, Trichothécènes.
- Structure moléculaire.
English descriptors
- KwdEn :
- Hypocreales (chemistry), Molecular Structure (MeSH), Phytophthora (cytology), Phytophthora (drug effects), Plant Extracts (chemistry), Plant Extracts (isolation & purification), Plant Extracts (pharmacology), Spores (cytology), Spores (drug effects), Trichothecenes (chemistry), Trichothecenes (isolation & purification), Trichothecenes (pharmacology), Vegetables (chemistry).
- MESH :
- chemical , chemistry : Plant Extracts, Trichothecenes.
- chemistry : Hypocreales, Vegetables.
- cytology : Phytophthora, Spores.
- drug effects : Phytophthora, Spores.
- chemical , isolation & purification : Plant Extracts, Trichothecenes.
- chemical , pharmacology : Plant Extracts, Trichothecenes.
- Molecular Structure.
Abstract
The cytotoxicity of the extract obtained from Myrothecium roridum M10 and a characteristic (1)H signal at δH ∼8 led to the assumption that verrucarin/roridin-type compounds were present. Upscaling on rice medium led to the isolation of four new metabolites: verrucarins Y (1) and Z (6) (macrocyclic trichothecenes), bilain D (12) (a diketopiperazine derivative), and hamavellone C (14) (an unusual cyclopropyl diketone). In addition, nine known trichothecenes [verrucarin A (3), 16-hydroxyverrucarin A (5), verrucarin B (7), 16-hydroxyverrucarin B (8), verrucarin J (2), verrucarin X (4), roridin A (9), roridin L-2 (10), and trichoverritone (11)] and a bicyclic lactone [myrotheciumone A (15)] were identified. Their structures and configurations were determined by spectroscopic methods, published data, Mosher's method, and considering biosyntheses. Some trichothecenes showed motility inhibition followed by lysis of the zoospores against devastating Phytophthora nicotianae within 5 min. Compounds 2, 3, 7, and 9 also exhibited potent activities against Candida albicans and Mucor miehei.
DOI: 10.1021/acs.jafc.5b02366
PubMed: 26320597
Affiliations:
Links toward previous steps (curation, corpus...)
Le document en format XML
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<term>Phytophthora (drug effects)</term>
<term>Plant Extracts (chemistry)</term>
<term>Plant Extracts (isolation & purification)</term>
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<term>Extraits de plantes (isolement et purification)</term>
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<term>Structure moléculaire (MeSH)</term>
<term>Trichothécènes (composition chimique)</term>
<term>Trichothécènes (isolement et purification)</term>
<term>Trichothécènes (pharmacologie)</term>
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<term>Trichothécènes</term>
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<front><div type="abstract" xml:lang="en">The cytotoxicity of the extract obtained from Myrothecium roridum M10 and a characteristic (1)H signal at δH ∼8 led to the assumption that verrucarin/roridin-type compounds were present. Upscaling on rice medium led to the isolation of four new metabolites: verrucarins Y (1) and Z (6) (macrocyclic trichothecenes), bilain D (12) (a diketopiperazine derivative), and hamavellone C (14) (an unusual cyclopropyl diketone). In addition, nine known trichothecenes [verrucarin A (3), 16-hydroxyverrucarin A (5), verrucarin B (7), 16-hydroxyverrucarin B (8), verrucarin J (2), verrucarin X (4), roridin A (9), roridin L-2 (10), and trichoverritone (11)] and a bicyclic lactone [myrotheciumone A (15)] were identified. Their structures and configurations were determined by spectroscopic methods, published data, Mosher's method, and considering biosyntheses. Some trichothecenes showed motility inhibition followed by lysis of the zoospores against devastating Phytophthora nicotianae within 5 min. Compounds 2, 3, 7, and 9 also exhibited potent activities against Candida albicans and Mucor miehei. </div>
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<Abstract><AbstractText>The cytotoxicity of the extract obtained from Myrothecium roridum M10 and a characteristic (1)H signal at δH ∼8 led to the assumption that verrucarin/roridin-type compounds were present. Upscaling on rice medium led to the isolation of four new metabolites: verrucarins Y (1) and Z (6) (macrocyclic trichothecenes), bilain D (12) (a diketopiperazine derivative), and hamavellone C (14) (an unusual cyclopropyl diketone). In addition, nine known trichothecenes [verrucarin A (3), 16-hydroxyverrucarin A (5), verrucarin B (7), 16-hydroxyverrucarin B (8), verrucarin J (2), verrucarin X (4), roridin A (9), roridin L-2 (10), and trichoverritone (11)] and a bicyclic lactone [myrotheciumone A (15)] were identified. Their structures and configurations were determined by spectroscopic methods, published data, Mosher's method, and considering biosyntheses. Some trichothecenes showed motility inhibition followed by lysis of the zoospores against devastating Phytophthora nicotianae within 5 min. Compounds 2, 3, 7, and 9 also exhibited potent activities against Candida albicans and Mucor miehei. </AbstractText>
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