Ahmed Abdou O. Abeed , Emad A. El Shamy , Sahar I.A. Abd El-Wahed , Mohamed Mohany , Marija Milošević , Salim S. Al-Rejaie , Hesham A.M. Ibrahim , Abd El-Salam A. Farag
{"title":"新型 2-吡唑啉-5-酮衍生物的生物活性及其在实验室条件下对侵扰大田作物的某些害虫的毒性","authors":"Ahmed Abdou O. Abeed , Emad A. El Shamy , Sahar I.A. Abd El-Wahed , Mohamed Mohany , Marija Milošević , Salim S. Al-Rejaie , Hesham A.M. Ibrahim , Abd El-Salam A. Farag","doi":"10.1016/j.jksus.2024.103416","DOIUrl":null,"url":null,"abstract":"<div><p>A variety of highly potent derivatives of 2-pyrazoline-5-one, including chromene-3-carbohydrazide <strong>2</strong>, 2-thioxothiazole-5-carbohydrazide <strong>3</strong>, 2-oxopyridine-3-carbonitriles (<strong>4</strong>–<strong>6</strong>), 3-aryl-2-cyanoacrylohydrazide (<strong>7, 8</strong>), and 3-amino-5-arylpyrazole-4-carbohydrazide (<strong>9, 10</strong>), were synthesized as pesticide agents using acetohydrazide <strong>1</strong>, a versatile and easily obtainable compound. The compounds structures were entirely ascertained utilizing different spectroscopic methods, including Fourier-transform infrared (FTIR), nuclear magnetic resonance spectroscopy, and analysis of elements. In the laboratory, we assessed the impact of nine 2-pyrazoline-5-one derivatives on the fourth larval stage of the cotton leaf worm (<em>Spodoptera littorals</em>), <em>Monacha obstructa</em>, and <em>Tetranychus urticae</em> adults. We used abamectin as the reference compound. The LC<sub>50</sub> values of compound <strong>3</strong> for <em>S. littorals, M. obstructa</em>, and <em>T. urticae</em> are 0.90, 0.70, and 0.52 mg a.i./L, respectively. The LC<sub>50</sub> values for the same compound for <em>S. littorals</em>, <em>M. obstructa</em>, and <em>T. urticae</em> are 0.80, 0.60, and 0.45 mg a.i./L, respectively. Therefore, it is a remarkably potent compound. Compound <strong>6</strong> exhibited lower levels of danger, as indicated by LC<sub>50</sub> values of 1.94, 1.90, and 1.83 mg a.i./L against the three tested pests. Ten days after treatment, all three pests were moderately toxic to the remaining 2-pyrazolin-5-one derivatives, <strong>1, 2, 4, 5</strong>, and <strong>7</strong>–<strong>10</strong>. Conversely, the mortality rate of the tested compounds increased when the treated individuals were exposed to high concentrations. These 2-pyrazolin-5-one derivatives are suggested as suitable alternatives and foundational structures for developing novel insecticides.</p></div>","PeriodicalId":16205,"journal":{"name":"Journal of King Saud University - Science","volume":"36 9","pages":"Article 103416"},"PeriodicalIF":3.7000,"publicationDate":"2024-08-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S1018364724003288/pdfft?md5=fde288bbd03a37ed9b5100283ff99145&pid=1-s2.0-S1018364724003288-main.pdf","citationCount":"0","resultStr":"{\"title\":\"Biological activities of novel 2-pyrazolin-5-one derivatives and their toxicity on certain pests infesting field crops in laboratory conditions\",\"authors\":\"Ahmed Abdou O. Abeed , Emad A. El Shamy , Sahar I.A. Abd El-Wahed , Mohamed Mohany , Marija Milošević , Salim S. Al-Rejaie , Hesham A.M. Ibrahim , Abd El-Salam A. Farag\",\"doi\":\"10.1016/j.jksus.2024.103416\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>A variety of highly potent derivatives of 2-pyrazoline-5-one, including chromene-3-carbohydrazide <strong>2</strong>, 2-thioxothiazole-5-carbohydrazide <strong>3</strong>, 2-oxopyridine-3-carbonitriles (<strong>4</strong>–<strong>6</strong>), 3-aryl-2-cyanoacrylohydrazide (<strong>7, 8</strong>), and 3-amino-5-arylpyrazole-4-carbohydrazide (<strong>9, 10</strong>), were synthesized as pesticide agents using acetohydrazide <strong>1</strong>, a versatile and easily obtainable compound. The compounds structures were entirely ascertained utilizing different spectroscopic methods, including Fourier-transform infrared (FTIR), nuclear magnetic resonance spectroscopy, and analysis of elements. In the laboratory, we assessed the impact of nine 2-pyrazoline-5-one derivatives on the fourth larval stage of the cotton leaf worm (<em>Spodoptera littorals</em>), <em>Monacha obstructa</em>, and <em>Tetranychus urticae</em> adults. We used abamectin as the reference compound. The LC<sub>50</sub> values of compound <strong>3</strong> for <em>S. littorals, M. obstructa</em>, and <em>T. urticae</em> are 0.90, 0.70, and 0.52 mg a.i./L, respectively. The LC<sub>50</sub> values for the same compound for <em>S. littorals</em>, <em>M. obstructa</em>, and <em>T. urticae</em> are 0.80, 0.60, and 0.45 mg a.i./L, respectively. Therefore, it is a remarkably potent compound. Compound <strong>6</strong> exhibited lower levels of danger, as indicated by LC<sub>50</sub> values of 1.94, 1.90, and 1.83 mg a.i./L against the three tested pests. Ten days after treatment, all three pests were moderately toxic to the remaining 2-pyrazolin-5-one derivatives, <strong>1, 2, 4, 5</strong>, and <strong>7</strong>–<strong>10</strong>. Conversely, the mortality rate of the tested compounds increased when the treated individuals were exposed to high concentrations. These 2-pyrazolin-5-one derivatives are suggested as suitable alternatives and foundational structures for developing novel insecticides.</p></div>\",\"PeriodicalId\":16205,\"journal\":{\"name\":\"Journal of King Saud University - Science\",\"volume\":\"36 9\",\"pages\":\"Article 103416\"},\"PeriodicalIF\":3.7000,\"publicationDate\":\"2024-08-30\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://www.sciencedirect.com/science/article/pii/S1018364724003288/pdfft?md5=fde288bbd03a37ed9b5100283ff99145&pid=1-s2.0-S1018364724003288-main.pdf\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of King Saud University - Science\",\"FirstCategoryId\":\"103\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S1018364724003288\",\"RegionNum\":3,\"RegionCategory\":\"综合性期刊\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"MULTIDISCIPLINARY SCIENCES\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of King Saud University - Science","FirstCategoryId":"103","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S1018364724003288","RegionNum":3,"RegionCategory":"综合性期刊","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"MULTIDISCIPLINARY SCIENCES","Score":null,"Total":0}
Biological activities of novel 2-pyrazolin-5-one derivatives and their toxicity on certain pests infesting field crops in laboratory conditions
A variety of highly potent derivatives of 2-pyrazoline-5-one, including chromene-3-carbohydrazide 2, 2-thioxothiazole-5-carbohydrazide 3, 2-oxopyridine-3-carbonitriles (4–6), 3-aryl-2-cyanoacrylohydrazide (7, 8), and 3-amino-5-arylpyrazole-4-carbohydrazide (9, 10), were synthesized as pesticide agents using acetohydrazide 1, a versatile and easily obtainable compound. The compounds structures were entirely ascertained utilizing different spectroscopic methods, including Fourier-transform infrared (FTIR), nuclear magnetic resonance spectroscopy, and analysis of elements. In the laboratory, we assessed the impact of nine 2-pyrazoline-5-one derivatives on the fourth larval stage of the cotton leaf worm (Spodoptera littorals), Monacha obstructa, and Tetranychus urticae adults. We used abamectin as the reference compound. The LC50 values of compound 3 for S. littorals, M. obstructa, and T. urticae are 0.90, 0.70, and 0.52 mg a.i./L, respectively. The LC50 values for the same compound for S. littorals, M. obstructa, and T. urticae are 0.80, 0.60, and 0.45 mg a.i./L, respectively. Therefore, it is a remarkably potent compound. Compound 6 exhibited lower levels of danger, as indicated by LC50 values of 1.94, 1.90, and 1.83 mg a.i./L against the three tested pests. Ten days after treatment, all three pests were moderately toxic to the remaining 2-pyrazolin-5-one derivatives, 1, 2, 4, 5, and 7–10. Conversely, the mortality rate of the tested compounds increased when the treated individuals were exposed to high concentrations. These 2-pyrazolin-5-one derivatives are suggested as suitable alternatives and foundational structures for developing novel insecticides.
期刊介绍:
Journal of King Saud University – Science is an official refereed publication of King Saud University and the publishing services is provided by Elsevier. It publishes peer-reviewed research articles in the fields of physics, astronomy, mathematics, statistics, chemistry, biochemistry, earth sciences, life and environmental sciences on the basis of scientific originality and interdisciplinary interest. It is devoted primarily to research papers but short communications, reviews and book reviews are also included. The editorial board and associated editors, composed of prominent scientists from around the world, are representative of the disciplines covered by the journal.