Wei Ruxue, Liu Yibo, Yin Wanying, Wang Ruiguang, Tian Yuee, Huang Xiaobo, Qian Le, Liu Shengming, Chen Genqiang, Che Zhiping
Laboratory of Pesticidal Design & Synthesis, Department of Plant Protection, College of Horticultrue and Plant Protection, Henan University of Science and Technology, Luoyang, China.
Nat Prod Res. 2025 Jul;39(14):4040-4049. doi: 10.1080/14786419.2024.2331021. Epub 2024 Mar 19.
In order to explore novel natural product-based anti-oomycete agent, ten 2-acyloxyhinokitiol derivatives () were designed and synthesised, and structurally confirmed by H NMR,C NMR, HRMS, and melting point. The stereochemical configuration of compound was unambiguously confirmed by single-crystal X-ray diffraction. Furthermore, we evaluated the target compounds as anti-oomycete activity against a serious agricultural disease of . Among the ten hinokitiol ester derivatives tested, four compounds , , and had anti-oomycete activity higher than the positive control zoxamide (EC = 23.59 mg/L), and the EC values of 18.90, 20.62, 13.61 and 21.29 mg/L, respectively. Especially compound exhibited the best anti-oomycete activity against with EC value of 13.61 mg/L. Overall, the anti-oomycete activities of 2-acyloxyhinokitiol derivatives is higher than that of 2-sulfonyloxyhinokitiol derivatives. The results laid a good foundation for the subsequent synthesis of hinokitiol ester derivatives with significant anti-oomycete activity.
为了探索新型的基于天然产物的抗卵菌剂，设计并合成了10种2-酰氧基扁柏酚衍生物（），并通过核磁共振氢谱（¹H NMR）、核磁共振碳谱（¹³C NMR）、高分辨质谱（HRMS）和熔点对其结构进行了确证。化合物的立体化学构型通过单晶X射线衍射得到明确确证。此外，我们评估了目标化合物对一种严重农业病害的抗卵菌活性。在所测试的10种扁柏酚酯衍生物中，4种化合物、、和具有高于阳性对照唑菌胺酯（EC = 23.59 mg/L）的抗卵菌活性，其EC值分别为18.90、20.62、13.61和21.29 mg/L。特别是化合物对表现出最佳的抗卵菌活性，EC值为13.61 mg/L。总体而言，2-酰氧基扁柏酚衍生物的抗卵菌活性高于2-磺酰氧基扁柏酚衍生物。这些结果为后续合成具有显著抗卵菌活性的扁柏酚酯衍生物奠定了良好基础。
