Synthesis and Biological Activity of Novel (Z)- and (E)-Verbenone Oxime Esters.
Synthesis and Biological Activity of Novel (Z)- and (E)-Verbenone Oxime Esters.
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新型(Z)-和(E)-马鞭草酮肟酯的合成及生物活性
DOI：
10.3390/molecules22101678
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发表时间：
2017-10-12
期刊：
影响因子：
--
通讯作者：
Lei FH
中科院分区：
文献类型：
--
作者：
Hu Q;Lin GS;Duan WG;Huang M;Lei FH
为了寻找具有生物活性的新化合物，设计并合成了27个含肟酯基的马鞭草烯酮衍生物。其结构经UV-Vis、FTIR、NMR、ESI-MS和元素分析确证。初步评价了目标化合物的抑菌和除草活性。结果，化合物（E）-4n（R = β-吡啶基）在50 μg/mL浓度下对番茄早疫病菌（Alternaria solani）、苹果轮纹病菌（Physalospora piricola）和花生尾孢菌（Cercospora arachidicola）的生长抑制率分别为92.2%、80.0%和76.3%，显示出与商品杀菌剂百菌清相当或更好的抗真菌活性，生长抑制率为96.1%，75.0%和73.3%，比其立体异构体（Z）-4n（R = β-吡啶基）的生长抑制作用高1.7 - 5.5倍，抑制率分别为22.6%、28.6%和43.7%。此外，在100 µg/mL浓度下，7个化合物对油菜根的生长抑制率均超过90%，比商品除草剂氟恶嗪的63.0%生长抑制率高得多。其中化合物（E）-4n（R = β-吡啶基）的抑制率为92.1%，是其立体异构体（Z）-4n（R = β-吡啶基）的1.7倍，后者的抑制率为54.0%。
Twenty-seven (Z)- and (E)-verbenone derivatives bearing an oxime ester moiety were designed and synthesized in search of novel bioactive molecules. Their structures were confirmed by UV-Vis, FTIR, NMR, ESI-MS, and elemental analysis. The antifungal and herbicidal activities of the target compounds were preliminarily evaluated. As a result, compound (E)-4n (R = β-pyridyl) exhibited excellent antifungal activity with growth inhibition percentages of 92.2%, 80.0% and 76.3% against Alternaria solani, Physalospora piricola, and Cercospora arachidicola at 50 µg/mL, showing comparable or better antifungal activity than the commercial fungicide chlorothalonil with growth inhibition of 96.1%, 75.0% and 73.3%, respectively, and 1.7−5.5-fold more growth inhibition than its stereoisomer (Z)-4n (R = β-pyridyl) with inhibition rates of 22.6%, 28.6% and 43.7%, respectively. In addition, seven compounds displayed significant growth inhibition activity of over 90% against the root of rape (Brassica campestris) at 100 µg/mL, exhibiting much better herbicidal activity than the commercial herbicide flumioxazin with a 63.0% growth inhibition. Among these seven compounds, compound (E)-4n (R = β-pyridyl) inhibited growth by 92.1%, which was 1.7-fold more than its stereoisomer (Z)-4n (R = β-pyridyl) which inhibited growth by 54.0%.
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影响因子：
25
作者：
Banghart, M;Borges, K;Kramer, RH
通讯作者：
Kramer, RH
影响因子：
2.7
作者：
Merino E;Ribagorda M
通讯作者：
Ribagorda M
新型桃金娘醛基4-甲基-1,2,4-三唑硫醚的合成及其抗真菌活性
DOI：
10.3390/molecules22020193
发表时间：
2017-01-24
期刊：
Molecules (Basel, Switzerland)
影响因子：
--
作者：
Lin GS;Duan WG;Yang LX;Huang M;Lei FH
通讯作者：
Lei FH
影响因子：
2.7
作者：
Harini, Salakatte Thammaiah;Kumar, Honnaiah Vijay;Naik, Nagaraja
通讯作者：
Naik, Nagaraja
新型含环丙烷肟酯衍生物的合成、晶体结构、生物活性及DFT计算
影响因子：
4.7
作者：
Liu, Xing-Hai;Pan, Li;Li, Zheng-Ming
通讯作者：
Li, Zheng-Ming