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

被引:3
作者
Iwasaki, Arihiro [1 ,2 ]
Kurisawa, Naoaki [1 ]
Wang, Tingting [3 ]
Li, Xiaohui [3 ]
Luo, Haixi [2 ]
Zhu, Chengcong [2 ]
Patial, Gaurav [3 ]
Yan, Xiaojun [3 ]
He, Shan [3 ]
Luzzatto-Knaan, Tal [4 ]
Tian, Fuli [2 ]
Naman, C. Benjamin [2 ,3 ]
Suenaga, Kiyotake [1 ,2 ]
机构
[1] Keio Univ, Dept Chem, Kohoku Ku, 3-14-1 Hiyoshi, Yokohama, Kanagawa 2238522, Japan
[2] Hainan Vocat Univ Sci & Technol, Key Lab Med & Edible Plant Resources Hainan Prov, Haikou 571126, Hainan, Peoples R China
[3] Ningbo Univ, Coll Food & Pharmaceut Sci, Li Dak Sum Yip Yio Chin Kenneth Li Marine Biophar, Dept Marine Pharm, Ningbo 315800, Zhejiang, Peoples R China
[4] Univ Haifa, Leon H Charney Sch Marine Sci, Dept Marine Biol, IL-3498838 Haifa, Israel
基金
日本学术振兴会; 中国国家自然科学基金;
关键词
Lingaoamide; Cyanobacteria; Natural product; Rice blast fungus; Oscillatoria;
D O I
10.1016/j.tetlet.2021.153214
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 mu g/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. (C) 2021 Elsevier Ltd. All rights reserved.
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页数:5
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