دورية أكاديمية
Synthesis, herbicidal activity, and mode of action of IR 5790.
العنوان: | Synthesis, herbicidal activity, and mode of action of IR 5790. |
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المؤلفون: | Dayan FE; Natural Products Utilization Research Unit, Agricultural Research Service, U.S. Department of Agriculture, P.O. Box 8048, University, Mississippi 38677, USA. fdayan@olemiss.edu, Meazza G, Bettarini F, Signorini E, Piccardi P, Romagni JG, Duke SO |
المصدر: | Journal of agricultural and food chemistry [J Agric Food Chem] 2001 May; Vol. 49 (5), pp. 2302-7. |
نوع المنشور: | Journal Article |
اللغة: | English |
بيانات الدورية: | Publisher: American Chemical Society Country of Publication: United States NLM ID: 0374755 Publication Model: Print Cited Medium: Print ISSN: 0021-8561 (Print) Linking ISSN: 00218561 NLM ISO Abbreviation: J Agric Food Chem Subsets: MEDLINE |
أسماء مطبوعة: | Original Publication: Washington, American Chemical Society. |
مواضيع طبية MeSH: | Oxidoreductases Acting on CH-CH Group Donors*, Herbicides/*pharmacology , Plants/*drug effects , Thiadiazoles/*pharmacology, Enzyme Inhibitors/pharmacology ; Herbicides/chemical synthesis ; Light ; Oxidoreductases/antagonists & inhibitors ; Plant Development ; Protoporphyrinogen Oxidase ; Thiadiazoles/chemical synthesis |
مستخلص: | IR 5790, an arylthiadiazolone herbicide structurally related to oxadiargyl and oxadiazon, was synthesized. The herbicidal activity and mode of action of IR 5790 were investigated. This herbicide has broad-spectrum pre-emergence activity against both dicotyledonous and monocotyledonous weeds. The phenotypic responses of susceptible plants, such as interruption of growth and light-dependent development of necrotic areas on the foliage, are consistent with those observed with protoporphyrinogen oxidase-inhibiting herbicides. Tissues exposed to IR 5790 in darkness accumulated protoporphyrin IX, which led to a photodynamic loss of membrane integrity upon exposure to light. Consistent with these physiological symptoms, IR 5790 strongly inhibited protoporphyrinogen oxidase, with an I(50) value of 3 nM. The presence of a sulfur atom did not significantly alter the molecular properties of the thiadiazolone ring, relative to the oxadiazolone ring of oxadiargyl, which explains why IR 5790 has the same mode of action as this herbicide. |
المشرفين على المادة: | 0 (Enzyme Inhibitors) 0 (Herbicides) 0 (IR 5790) 0 (Thiadiazoles) EC 1.- (Oxidoreductases) EC 1.3.- (Oxidoreductases Acting on CH-CH Group Donors) EC 1.3.3.4 (Protoporphyrinogen Oxidase) |
تواريخ الأحداث: | Date Created: 20010523 Date Completed: 20011205 Latest Revision: 20190723 |
رمز التحديث: | 20240627 |
DOI: | 10.1021/jf001393o |
PMID: | 11368593 |
قاعدة البيانات: | MEDLINE |
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