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- Title
Design and synthesis of strong root gravitropism inhibitors with no concomitant growth inhibition.
- Authors
Nishimura, Takeshi; Makigawa, Saki; Sun, Jun; Kodama, Kozue; Sugiyama, Hiromi; Matsumoto, Kenji; Iwata, Takayuki; Wasano, Naoya; Kano, Arihiro; Morita, Miyo Terao; Fujii, Yoshiharu; Shindo, Mitsuru
- Abstract
Herein, we describe a highly potent gravitropic bending inhibitor with no concomitant growth inhibition. Previously, we reported that (2Z,4E)-5-phenylpenta-2,4-dienoic acid (ku-76) selectively inhibits root gravitropic bending of lettuce radicles at 5 μM. Based on the structure–activity relationship study of ku-76 as a lead compound, we designed and synthesized various C4-substituted analogs of ku-76. Among the analogs, 4-phenylethynyl analog exhibited the highest potency for gravitropic bending inhibition, which was effective at only 0.01 μM. Remarkably, 4-phenylethynyl analog is much more potent than the known inhibitor, NPA. Substitution in the para position on the aromatic ring of 4-phenylethynyl group was tolerated without diminished activity. In addition, evaluation using Arabidopsis indicated that 4-phenylethynyl analog inhibits gravitropism by affecting auxin distribution in the root tips. Based on the effects on Arabidopsis phenotypes, 4-phenylethynyl analog may be a novel inhibitor that differs in action from the previously reported auxin transport inhibitors.
- Subjects
GEOTROPISM; ROOT growth; AUXIN; STRUCTURE-activity relationships; LEAD compounds; GROUP rings; ARABIDOPSIS
- Publication
Scientific Reports, 2023, Vol 13, Issue 1, p1
- ISSN
2045-2322
- Publication type
Article
- DOI
10.1038/s41598-023-32063-z