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Synthesis and fungicidal activity of quinolin-6-yloxyacetamides, a novel class of tubulin polymerization inhibitors
A novel class of experimental fungicides has been discovered, which consists of special quinolin-6-yloxyacetamides. They are highly active against important phytopathogens, such as Phytophthora infestans (potato and tomato late blight), Mycosphaerella graminicola (wheat leaf blotch) and Uncinula nec...
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| Published in: | Bioorganic & medicinal chemistry 2014-08, Vol.22 (15), p.3922-3930 |
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| Main Authors: | , , , , , , , , , , , |
| Format: | Article |
| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c353t-1ca6786a3aa7c3a5527f670afa8acd5b4bd5eb836273a4e12c717ca247dc9fb13 |
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| cites | cdi_FETCH-LOGICAL-c353t-1ca6786a3aa7c3a5527f670afa8acd5b4bd5eb836273a4e12c717ca247dc9fb13 |
| container_end_page | 3930 |
| container_issue | 15 |
| container_start_page | 3922 |
| container_title | Bioorganic & medicinal chemistry |
| container_volume | 22 |
| creator | Lamberth, Clemens Kessabi, Fiona Murphy Beaudegnies, Renaud Quaranta, Laura Trah, Stephan Berthon, Guillaume Cederbaum, Fredrik Knauf-Beiter, Gertrud Grasso, Valeria Bieri, Stephane Corran, Andy Thacker, Urvashi |
| description | A novel class of experimental fungicides has been discovered, which consists of special quinolin-6-yloxyacetamides. They are highly active against important phytopathogens, such as Phytophthora infestans (potato and tomato late blight), Mycosphaerella graminicola (wheat leaf blotch) and Uncinula necator (grape powdery mildew). Their fungicidal activity is due to their ability to inhibit fungal tubulin polymerization, leading to microtubule destabilization. An efficient synthesis route has been worked out, which allows the diverse substitution of four identified key positions across the molecular scaffold. |
| doi_str_mv | 10.1016/j.bmc.2014.06.015 |
| format | article |
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| identifier | ISSN: 0968-0896 |
| ispartof | Bioorganic & medicinal chemistry, 2014-08, Vol.22 (15), p.3922-3930 |
| issn | 0968-0896 1464-3391 |
| language | eng |
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| source | ScienceDirect Freedom Collection |
| subjects | Acetamides - chemical synthesis Acetamides - chemistry Acetamides - pharmacology Antifungal Agents - chemical synthesis Antifungal Agents - chemistry Antifungal Agents - pharmacology Crop protection Fungicide Heterocycle Phytophthora infestans - drug effects Quinoline Quinolines - chemistry Saccharomycetales - drug effects Structure-Activity Relationship Tubulin Tubulin Modulators - chemical synthesis Tubulin Modulators - chemistry Tubulin Modulators - pharmacology |
| title | Synthesis and fungicidal activity of quinolin-6-yloxyacetamides, a novel class of tubulin polymerization inhibitors |
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