Colletotriauxins A-D, New Plant Growth Inhibitors from the Phytopathogenic Fungus Colletotrichum gloeosporioides

J Agric Food Chem. 2023 Jul 26;71(29):11104-11109. doi: 10.1021/acs.jafc.3c03143. Epub 2023 Jul 12.

Abstract

Four undescribed plant growth inhibitory indole derivatives, colletotriauxins A-D (1-4), along with two known analogues indole-3-acetic acid (IAA) (5) and its amide indole-3-acetamide (6), were isolated from the phytopathogenic fungus Colletotrichum gloeosporioides NRRL 45420. Their structures were elucidated by NMR and MS analyses. 1 and 2 are rhamnosides of indole-3-ethanol (tryptophol) and its methylated derivative, respectively. In the structures of 3 and 4, the two terminal hydroxyl groups of hexitol and pentane-1,2,3,4,5-pentol are connected with indole-3-(2-methyl)-acetyl and acetyl moieties. Compounds 1-6 inhibit Lepidium sativum seedling growth. The inhibition activities of colletotriauxins for stem growth were even stronger than IAA, with compounds 3 and 4 as the most active ones. These results suggested that colletotriauxins could serve as potential candidates as herbicides.

Keywords: Colletotrichum gloeosporioides; colletotriauxins A−D; phytopathogenic fungus; plant growth inhibitors.

MeSH terms

  • Colletotrichum*
  • Growth Inhibitors*
  • Indoles / chemistry
  • Plant Diseases / microbiology

Substances

  • Growth Inhibitors
  • tryptophol
  • Indoles

Supplementary concepts

  • Colletotrichum gloeosporioides