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Design, Synthesis and Seed Germination Inhibition Activity of Quinoline-6-sulfonamide Compounds

  • Zhi-You Huang ,
  • Ning Zhang ,
  • Han-Wen Zuo ,
  • Xu-Qi Zeng ,
  • Han Liu
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  • a College of Urban and Rural Construction, Shaoyang University, Shaoyang, Hunan 422000
    b College of Chemistry, Central China Normal University, Wuhan 430079
* Corresponding author. E-mail:

Received date: 2022-06-21

  Revised date: 2022-07-23

  Online published: 2022-08-10

Supported by

Natural Science Foundation of Hunan Province Youth Project(2021JJ40515); Scientific Research Fund of Hunan Provincial Education Department(21B0677)

Abstract

To develop novel abscisic acid (ABA) functional mimics, a series of quinoline-6-sulfonamide compounds 3 and 4 was designed based on the principle of active substructure splicing with ABA mimic 1 (AM1) and pyrabactin as lead compounds. The low-cost and commercial quinoline was used as starting material to offer the novel compounds via the salifying, oxidation, hydrogenation, sulfonylation, amination. Additionally, all the target compounds could inhibit soybean seed germination at the concentration of 50 µmol•L–1. Furthermore, the compounds 3, 4b, 4h, 4i could inhibit soybean seed germination overwhelmingly at 25 µmol•L–1. These results are benefit to discovering novel and high activity of ABA functional mimics.

Cite this article

Zhi-You Huang , Ning Zhang , Han-Wen Zuo , Xu-Qi Zeng , Han Liu . Design, Synthesis and Seed Germination Inhibition Activity of Quinoline-6-sulfonamide Compounds[J]. Chinese Journal of Organic Chemistry, 2022 , 42(9) : 2947 -2953 . DOI: 10.6023/cjoc202206040

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