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Synthesis and Anti-Oomycete Activity of 1-Sulfonyloxy/Acyloxydihydroeugenol Derivatives
Chemistry & Biodiversity ( IF 2.3 ) Pub Date : 2021-08-04 , DOI: 10.1002/cbdv.202100329 Genqiang Chen 1 , Lina Zhu 1 , Jiaxuan He 1 , Song Zhang 1 , Yuanhao Li 1 , Xiaolong Guo 1 , Di Sun 1 , Yuee Tian 1 , Shengming Liu 1 , Xiaobo Huang 1 , Zhiping Che 1
Chemistry & Biodiversity ( IF 2.3 ) Pub Date : 2021-08-04 , DOI: 10.1002/cbdv.202100329 Genqiang Chen 1 , Lina Zhu 1 , Jiaxuan He 1 , Song Zhang 1 , Yuanhao Li 1 , Xiaolong Guo 1 , Di Sun 1 , Yuee Tian 1 , Shengming Liu 1 , Xiaobo Huang 1 , Zhiping Che 1
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Endeavor to discover biorational natural products-based fungicides, two series (26) of novel 1-sulfonyloxy/acyloxydihydroeugenol derivatives (3a–p and 5a–j) were prepared and assessed for their fungicidal activity against P. capsici Leonian, in vitro. Results of fungicidal activity revealed that, among all compounds, especially compounds 3a, 5c, and 5e displayed the most potent anti-oomycete activity against P. capsici with EC50 values of 69.33, 68.81, and 67.77 mg/L, respectively. Overall, the anti-oomycete activities of 1-acyloxydihydroeugenol derivatives (5a–j) were higher than that of 1-sulfonyloxydihydroeugenol derivatives (3a–p). It is proved that the introduction of the acyl group at hydroxy position of dihydroeugenol is more beneficial to improve its anti-oomycete activity than that of the sulfonyl group. These preliminary results will pave the way for further modification of dihydroeugenol in the development of potential new fungicides.
中文翻译：
1-磺酰氧基/酰氧基二氢丁香酚衍生物的合成及抗卵菌活性
努力发现基于生物合理的天然产物的杀菌剂，制备了两个系列 (26) 的新型 1-磺酰氧基/酰氧基二氢丁香酚衍生物（3a - p和5a - j），并评估了它们在体外对P. capsici Leonian的杀菌活性。杀真菌活性结果表明，在所有化合物中，尤其是化合物3a、5c和5e对P. capsici的抗卵菌活性最强，EC 50值分别为 69.33、68.81 和 67.77 mg/L。总体而言，1-酰氧基二氢丁香酚衍生物（5a - j）的抗卵菌活性高于1-磺酰氧基二氢丁香酚衍生物（3a - p）。证明在二氢丁香酚的羟基位置引入酰基比磺酰基更有利于提高其抗卵菌活性。这些初步结果将为进一步修饰二氢丁香酚以开发潜在的新型杀菌剂铺平道路。
更新日期：2021-09-13
中文翻译：
1-磺酰氧基/酰氧基二氢丁香酚衍生物的合成及抗卵菌活性
努力发现基于生物合理的天然产物的杀菌剂，制备了两个系列 (26) 的新型 1-磺酰氧基/酰氧基二氢丁香酚衍生物（3a - p和5a - j），并评估了它们在体外对P. capsici Leonian的杀菌活性。杀真菌活性结果表明，在所有化合物中，尤其是化合物3a、5c和5e对P. capsici的抗卵菌活性最强，EC 50值分别为 69.33、68.81 和 67.77 mg/L。总体而言，1-酰氧基二氢丁香酚衍生物（5a - j）的抗卵菌活性高于1-磺酰氧基二氢丁香酚衍生物（3a - p）。证明在二氢丁香酚的羟基位置引入酰基比磺酰基更有利于提高其抗卵菌活性。这些初步结果将为进一步修饰二氢丁香酚以开发潜在的新型杀菌剂铺平道路。
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