Synthesis and Biological Activities of 5, 6-Difluoroindole-3-acetic Acid; a New Fluoroindole Auxin

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  • KATAYAMA Masato
    Department of Chemistry, National Industrial Research Institute of Nagoya
  • KATO Yasuhito
    Ageo Research Laboratory, Nippon Kayaku Co., Ltd.
  • HATANO Toshiki
    Graduate School of Bio-agricultural Sciences, Nagoya University
  • HATORI Makoto
    Graduate School of Bio-agricultural Sciences, Nagoya University
  • MARUMO Shingo
    Graduate School of Bio-agricultural Sciences, Nagoya University

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Other Title
  • 新フルオロインドールオーキシン, 5,6-ジフルオロインドール-3-酢酸の合成と生物活性
  • Synthesis and Biological Activities of 5 6 Difluoroindole

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5, 6-Difluoroindole-3-acetic acid (5, 6-F2-IAA, 1), a new fluoroindole auxin synthesized via Fischer's indolization, has much a stronger elongation activity on Avena coleoptile segments than indole-3-acetic acid (IAA). Although the optimal concentration of 5, 6-F2-IAA for Avena coleoptile elongation was much higher than that of 5, 6-Cl2-IAA, the extent of elongation was much greater. 5, 6-F2-IAA also induces the formation and promotes the growth of lateral roots of mung bean seedlings. Of the synthetic monofluoro- and difluoro-IAAs, it had the strongest inhibitory activity on hypocotyl growth of Chinese cabbage. It also is moderately rsistant to peroxidase oxidation.

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