Discovery, characterization and functional improvement of kumamonamide as a novel plant growth inhibitor that disturbs plant microtubules.

Discovery, characterization and functional improvement of kumamonamide as a novel plant growth inhibitor that disturbs plant microtubules.
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DOI:
10.1038/s41598-021-85501-1
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发表时间:
2021-03-23
期刊:
影响因子:
4.6
通讯作者:
Ishikawa H
Ishikawa H
中科院分区:
综合性期刊3区
文献类型:
--
作者:
Ishida T;Yoshimura H;Takekawa M;Higaki T;Ideue T;Hatano M;Igarashi M;Tani T;Sawa S;Ishikawa H

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天然产物的发现和有效应用有助于改善人类生活。抑制植物生长的化学物质被广泛用作除草剂来控制杂草。由于需要各种类型的除草剂,因此需要鉴定具有新作用模式的化合物。本论文从Streptomyces werraensis MK 493-CF 1中发现了一个新的N-烷氧基吡咯化合物-生物活性测定结果表明,单酰胺酸是单酰胺的合成中间体,是一种潜在的植物生长抑制剂。此外,我们开发了各种各样的氨单酰胺酸衍生物,包括氨单酰胺酸壬氧基衍生物(KAND),其显示出高除草活性而对HeLa细胞生长没有不利影响。我们还发现,kamonamic酸衍生物干扰植物微管,此外,KAND影响肌动蛋白丝和诱导细胞死亡。这些多方面的影响不同于那些已知的微管抑制剂,这表明一种新的模式的作用,这代表了一个重要的领导新的除草剂的发展。
The discovery and useful application of natural products can help improve human life. Chemicals that inhibit plant growth are broadly utilized as herbicides to control weeds. As various types of herbicides are required, the identification of compounds with novel modes of action is desirable. In the present study, we discovered a novel N-alkoxypyrrole compound, kumamonamide from Streptomyces werraensis MK493-CF1 and established a total synthesis procedure. Resulted in the bioactivity assays, we found that kumamonamic acid, a synthetic intermediate of kumamonamide, is a potential plant growth inhibitor. Further, we developed various derivatives of kumamonamic acid, including a kumamonamic acid nonyloxy derivative (KAND), which displayed high herbicidal activity without adverse effects on HeLa cell growth. We also detected that kumamonamic acid derivatives disturb plant microtubules; and additionally, that KAND affected actin filaments and induced cell death. These multifaceted effects differ from those of known microtubule inhibitors, suggesting a novel mode of action of kumamonamic acid, which represents an important lead for the development of new herbicides.
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