Structure?activity relationship of the aromatic moiety of 6-substituted 5,6-dihydro-2<i>H</i>-pyran-2-one to find the novel compound showing higher plant growth inhibitory activity

Structure?activity relationship of the aromatic moiety of 6-substituted 5,6-dihydro-2<i>H</i>-pyran-2-one to find the novel compound showing higher plant growth inhibitory activity
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6-取代5,6-二氢-2<i>H</i>-pyran-2-one芳香族部分的结构-活性关系,寻找具有更高植物生长抑制活性的新型化合物

DOI:
10.1093/bbb/zbab185
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发表时间:
2021
期刊:
Bioscience, Biotechnology, and Biochemistry
影响因子:
--
通讯作者:
Yamauchi Satoshi
Yamauchi Satoshi
中科院分区:
--
文献类型:
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作者:
Ochi Ryota;Yoneyama Kaori;Nishiwaki Hisashi;Yamauchi Satoshi

文献摘要

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在我们对5,6-二氢-2H-吡喃-2-酮的构效关系研究过程中,发现(S)-6-[(R)-2-羟基-6-(4-氟苯基)己基]-5,发现6-二氢-2H-吡喃-2-酮对多花黑麦草芽显示2-3倍的有效植物生长抑制活性(IC 50 = 95 µm)和根(IC 50 = 17 µm)比带有未取代苯基的化合物。苯环4位上的小吸电子原子使其具有较高的活性。
In the course of our research on the structure–activity relationship of 5,6-dihydro-2H-pyran-2-one, (S)-6-[(R)-2-hydroxy-6-(4-fluorophenyl)hexyl]-5,6-dihydro-2H-pyran-2-one was found to show 2-3-fold more potent plant growth inhibitory activity against Italian ryegrass shoots (IC50= 95 µm) and roots (IC50= 17 µm) than compound bearing unsubstituted phenyl group. The small and electron withdrawing atom at 4-position of the benzene ring caused the higher activity.