Abstract
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 language | English |
---|---|
Article number | 153214 |
Journal | Tetrahedron Letters |
Volume | 75 |
DOIs | |
State | Published - 6 Jul 2021 |
Bibliographical note
Funding Information:This work was supported by the National Key Research and Development Program of China, funded through MOST (the Ministry of Science and Technology of China; grant 2018YFC0310900 to X.Y., S.H., and C.B.N.), NSFC (the National Natural Science Foundation of China; grants 81850410553 and 82050410451 to C.B.N.), Japan Society for the Promotion of Science (JSPS; KAKENHI grant 18 K14346), the National 111 Project of China (D16013), and the Li Dak Sum Yip Yio Chin Kenneth Li Marine Biopharmaceutical Development Fund of Ningbo University. W. Zhou and P. Shao (College of Fisheries, Tianjin Agricultural University, Tianjin, China) are thanked for providing the aquatic Pseudomonas and Vibrio pathogens used for biological testing in this study.
Funding Information:
This work was supported by the National Key Research and Development Program of China, funded through MOST (the Ministry of Science and Technology of China; grant 2018YFC0310900 to X.Y. S.H. and C.B.N.), NSFC (the National Natural Science Foundation of China; grants 81850410553 and 82050410451 to C.B.N.), Japan Society for the Promotion of Science (JSPS; KAKENHI grant 18 K14346), the National 111 Project of China (D16013), and the Li Dak Sum Yip Yio Chin Kenneth Li Marine Biopharmaceutical Development Fund of Ningbo University. W. Zhou and P. Shao (College of Fisheries, Tianjin Agricultural University, Tianjin, China) are thanked for providing the aquatic Pseudomonas and Vibrio pathogens used for biological testing in this study.
Publisher Copyright:
© 2021 Elsevier Ltd
Keywords
- Cyanobacteria
- Lingaoamide
- Natural product
- Oscillatoria
- Rice blast fungus
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry