Lingaoamide, a cyclic heptapeptide from a Chinese freshwater cyanobacterium Oscillatoria sp.

Arihiro Iwasaki, Naoaki Kurisawa, Tingting Wang, Xiaohui Li, Haixi Luo, Chengcong Zhu, Gaurav Patial, Xiaojun Yan, Shan He, Tal Luzzatto-Knaan, Fuli Tian, C. Benjamin Naman, Kiyotake Suenaga

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1 Citation (Scopus)


Lingaoamide (1), a new cyclic heptapeptide natural product, was isolated from a freshwater Oscillatoria cyanobacterium. The producing organism was collected in Chinese water spinach paddy farm fields in Lingao County, Hainan, China. The structure of 1 was determined by conventional mass spectrometry, NMR spectroscopy, and chemical degradation studies. Lingaoamide concentration-dependently up-regulates the biogenesis of pro-pathogenic melanin pigments (melanogenesis) in the rice blast fungus, Magnaporthe grisea, when tested in vitro. This molecule also exhibits weak in vitro inhibition (MIC 32 μg/mL) of Gram-negative Pseudomonas aeruginosa and Gram-positive Bacillus pumilus, and does not appear to impact plant growth or immune response in vivo using the model organism, Arabidopsis thaliana.

Original languageEnglish
Article number153214
JournalTetrahedron Letters
Publication statusPublished - 2021 Jul 6


  • Cyanobacteria
  • Lingaoamide
  • Natural product
  • Oscillatoria
  • Rice blast fungus

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry


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