{"title":"meta-Phenyl-cis-cinnamic acid as a strong root gravitropism inhibitor","authors":"Mitsuru Shindo , Takeshi Nishimura , Kozue Kodama , Yuuki Furusawa , Jun Sun , Hiromi Sugiyama , Takayuki Iwata , Naoya Wasano , Arihiro Kano , Miyo Terao Morita , Yoshiharu Fujii","doi":"10.1016/j.tet.2025.134848","DOIUrl":null,"url":null,"abstract":"<div><div>In our previous studies, we identified the compound (<em>2Z,4E</em>)-5-phenylpenta-2,4-dienoic acid (BMA) as a potent gravitropic bending inhibitor, reporting it as a lead compound effective at 10 nM on <em>Lactuca</em> radicles. Based on this, we further explored derivatives of <em>cis</em>-cinnamic acid and identified mPCA, a <em>meta</em>-phenyl-<em>cis</em>-cinnamic acid that exhibits extremely potent inhibitory activity. mPCA, like BMA, effectively inhibited gravitropic bending at low concentrations without affecting root elongation or hypocotyl gravitropism in lettuce. mPCA has a simpler chemical structure than BMA and is easier to synthesize mPCA has great potential as a candidate for plant physiological studies and future agrochemical applications.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"186 ","pages":"Article 134848"},"PeriodicalIF":2.2000,"publicationDate":"2025-07-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040402025004041","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
In our previous studies, we identified the compound (2Z,4E)-5-phenylpenta-2,4-dienoic acid (BMA) as a potent gravitropic bending inhibitor, reporting it as a lead compound effective at 10 nM on Lactuca radicles. Based on this, we further explored derivatives of cis-cinnamic acid and identified mPCA, a meta-phenyl-cis-cinnamic acid that exhibits extremely potent inhibitory activity. mPCA, like BMA, effectively inhibited gravitropic bending at low concentrations without affecting root elongation or hypocotyl gravitropism in lettuce. mPCA has a simpler chemical structure than BMA and is easier to synthesize mPCA has great potential as a candidate for plant physiological studies and future agrochemical applications.
期刊介绍:
Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry.
Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters.
Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.