• Title, Summary, Keyword: methoxyacrylate

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Synthesis and fungicidal activity of new ${\beta}$-methoxyacrylate derivatives having thio-enol side chain (티오엔을 곁가지를 가진 메톡시아크릴레이트 화합물의 합성 및 살균활성 연구)

  • Lee, Hyeon-Kyu;Kim, Ji-A;Choi, Eun-Bok;Park, Chwang-Siek;Choi, Gyung-Ja
    • The Korean Journal of Pesticide Science
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    • v.9 no.2
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    • pp.132-139
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    • 2005
  • New ${\beta}$-methoxyacrylate derivatives 1-4 having thio-enol side chain were prepared and subjected to in vivo screening for fungicidal activity against phytopathogenic fungi and many of them showed good fungicidal activities against especially rice blast and wheat leaf rust at 100 ppm.

Synthesis and Evaluation O-Benzyl Oxime-ether Derivatives Containing β-Methoxyacrylate Moiety for Insecticidal and Fungicidal Activities

  • Hu, Zhi-Bin;Luo, He-An;Wang, Xiao-Guang;Huang, Ming-Zhi;Huang, Lu;Pang, Huai-Lin;Mao, Chun-Hui;Pei, Hui;Huang, Chao-Qun;Sun, Jiong;Liu, Ping-Le;Liu, Ai-Ping
    • Bulletin of the Korean Chemical Society
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    • v.35 no.4
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    • pp.1073-1076
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    • 2014
  • In attempt to lead compounds exhibiting both insecticidal and fungicidal activities, a series of O-benzyl oximeether derivatives were designed and synthesized by introducing ${\beta}$-methoxyacrylate pharmacophore into a scaffold. The insecticidal activity against Aphis fabae and the fungicidal activity against Erysiphe graminis were screened. The title compounds exhibited remarkable insecticidal and fungicidal activities. The most potent compound 6d was identified. Its insecticidal $LC_{50}$ against A. fabae is 6.4 mg/L, which is lower than that of chlorfenapyr (19.4 mg/L) and even close to the level of imidacloprid (4.8 mg/L). Its fungicidal $EC_{90}$ in preventive and curative treatment against E. graminis are 2.2 and 4.8 mg/L, respectively, which are lower than azoxystrobin (7.0 and 5.9 mg/L). These results indicate that compound 6d can be considered as a lead for further developing new O-benzyl oxime-ether typed candidates with both fungicidal and insecticidal activities.

QSAR Studies on the Inhibitory Activity of New Methoxyacrylate Analogues against Magnaporthe grisea (Rice Blast Disease)

  • Song, Young-Seob;Sung, Nack-Do;Yu, Yong-Man;Kim, Bum-Tae
    • Bulletin of the Korean Chemical Society
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    • v.25 no.10
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    • pp.1513-1520
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    • 2004
  • We investigate a series of synthesized ${\beta}$-methoxyacrylate analogues for their 3D QSAR & HQSAR against Magnaporthe grisea (Rice Blast Disease). We perform the three-dimensional Quantitative Structure-Activity Relationship (3D-QSAR) studies, using the comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA) procedure. In addition, we carry out a two-dimensional Quantitative Structure-Activity Relationship (2D-QSAR) study, using the Hologram QSAR (HQSAR). We perform these studies, using 53 compounds as a training set and 10 compounds as a test set. The predictive QSAR models have conventional $r^2$ values of 0.955 at CoMFA, 0.917 at CoMSIA, and 0.910 at HQSAR respectively; similarly, we obtain cross-validated coefficient $q^2$ values of 0.822 at CoMFA, 0.763 at CoMSIA, and 0.816 at HQSAR, respectively. From these studies, the CoMFA model performs better than the CoMSIA model.

Design, Synthesis and Antifungal Activities of Novel Strobilurin Derivatives Containing Pyrimidine Moieties

  • Zhang, Xiang;Gao, Yong-Xin;Liu, Hui-Jun;Guo, Bao-Yuan;Wang, Hui-Li
    • Bulletin of the Korean Chemical Society
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    • v.33 no.8
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    • pp.2627-2634
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    • 2012
  • Strobilurins are one of the most important classes of agricultural fungicides. To discover new strobilurin derivatives with high activity against resistant pathogens, a series of novel ${\beta}$-methoxyacrylate analogues were designed and synthesized by integrating substituted pyrimidine with a strobilurin pharmacophore. The compounds were confirmed and characterized by infrared, $^1H$ nuclear magnetic resonance, elemental analysis and mass spectroscopy. The bioassays indicated that most of the compounds (1a-1h) exhibited potent antifungal activities against Colletotrichum orbiculare, Botrytis cinerea Pers and Phytophthora capsici Leonian at the concentration of 50 ${\mu}g/mL$. Exhilaratingly, compound 1d (R=3-trifluoromethylphenyl) showed better antifungal activity against all the tested fungi than the commercial strobilurin fungicide azoxystrobin.