• 농약과학회지
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• 제9권2호
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• pp.132-139
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• 2005

천연 살균활성 물질인 strobilurin으로부터 유래된 ${\beta}$-methoxyacrylate 계열 화합물들은 천연물 자체보다 높은 살균활성 및 안정성을 보이는 것으로 알려졌으며 실제로 다수의 화합물이 우수한 농업용 살균제로 개발 시판되어 지고 있다. 본 연구에서는 보다 나은 살균제를 개발하기 위한 일환으로 티오엔을 곁가지를 가진 새로운 ${\beta}$-methoxyacrylate 계열 화합물을 고안하고 합성하였으며 이들의 살균활성을 6가지 균주에 대하여 in vivo 활성검색을 수행하였다. 새로이 합성된 화합물들은 선택적으로 벼도열병균 및 밀녹병균에 대하여 우수한 살균활성을 보였으며 특히 1b, 1c, 1g 화합물은 100 ppm 농도에서 벼도열병균과 밀녹병균에 대하여 100% 살균효과를 보였다.

• Bulletin of the Korean Chemical Society
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• 제35권4호
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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.

• Bulletin of the Korean Chemical Society
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• 제25권10호
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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.

• Bulletin of the Korean Chemical Society
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• 제27권2호
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• pp.191-192
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• 2006

• Bulletin of the Korean Chemical Society
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• 제33권8호
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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.