Titles |
English :
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Synthesis of 2-{2-methoxy-4-[(substituted-phenylimino) methyl]phenoxy}-n-(substituted- phenyl)-acetamide derivatives as plant disease control and antibacterial agents
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Abstract |
Nine novel compounds,namely, 2-{2-methoxy-4-[(phenylimino)methyl] phenoxy} -N-(phenyl)-acetamide (10), 2-{2-methoxy-4-[(phenylimino)methyl] phenoxy}-N-(3-methylphenyl)-acetamide (11), 2-{2-methoxy-4-[(phenylimino) methyl] phenoxy} -N-(4-methylphenyl)-acetamide (12), 2-(2-methoxy-4-{[(2-methyl-phenyl) imino] methyl}phenoxy)-N-(2-methylphenyl)-acetamide (13), 2-(2-methoxy-4-{[(2-methyl phenyl)imino]methyl}phenoxy)-N-(4-chlorophenyl)-acetamide (14), 2-(2-methoxy-4-{[(4-methylphenyl)imino]methyl}phenoxy)-N-(2-methylphenyl)-acetamide(15), 2-(2-methoxy-4-{[(4-methylphenyl)imino]methyl}phenoxy)-N-(4-chlorophenyl)-acetamide (16), 2-[2-methoxy-4-(2-phenylcarbonohydrazonoyl)phenoxy]-N-(phenyl)-acetamide (17) and 2-[2-methoxy-4-(2-phenylcarbonohydrazonoyl)phenoxy]-N-(4-chlorophenyl)-acetamide (18) were synthesized. Their Infrared and mass spectra spectroscopy were in full agreement with their assign chemical structures.
The biological efficiency of the new synthesized compounds (10-18) was evaluated by six different microorganisms, one plant pathogenic fungi (Fusarium oxysporum f. sp. Phaseoli), two Bacillus strains included one pathogenic bacteria (Bacillus subtilis) and one of useful bacteria (Bacillus megaterium (NRRL. B.1410)) and two fast grower nitrogen fixation bacteria of Rhizobial strains (Rhizobium leguminosarum bv. trifolii (ARC 102) and Rhizobium leguminosarum bv. viceae (ICARDA 441)) and one slow grower Bradyrhizobium strain (Bradyrhizobium cowpea 601).
The Proliferation of the Fusarium oxysporum was inhibited by all of the tested compounds (10-18). It is meant that it could be used these compounds as fungicides. The survival of the Bacillus subtilis was also inhibited by all of the 2-{2-methoxy-4-[(substituted-phenylimino)methyl]phenoxy}-N-(substituted-phenyl)-acetamide derivatives (10-18), specially the compounds (15), (16) and (18). Also, the propagation of the Bacillus megaterium was also inhibited by all the derivatives (10-18). Fortunately, the synthesized compounds showed neither activation nor inhibition towards both of Rhizobium strains and Bradyrhizobium strain. It could be sort the synthesized compounds according to their biological activities as follows: compound 18>16>15>13>14>17>11>12>10. It means that these compounds could be used as a powerful fungicides or bacteriocides and in the same time leaving the Rhizobium strains and Bradyrhizobium strains doing their own work of nitrogen fixations.
The Possible chemical structure-physical properties-activity relationships were also discussed
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Publication year |
2003
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Pages |
1-17
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Availability location |
Soils, Water and Environment Research Institute, ARC, 9 Cairo Univ. St., Giza, Egypt
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Availability number |
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Organization Name |
Soil, Water and Environment Research Institute (SWERI)
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City |
Cairo
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serial title |
J. Egypt. Soc. Toxicol.
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Web Page |
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Author(s) from ARC |
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External authors (outside ARC) |
عصمت الملط
قسم الكيمياء الزراعية - كلية الزراعة - جامعة المنيا
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Agris Categories |
Plant diseases
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AGROVOC TERMS |
Bactericides.
Disease control.
Methoxychlor.
Phenylalanine.
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Publication Type |
Journal
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