A new iron(Ⅲ) chelator of coprogen-type siderophore from the deep-sea-derived fungus Mycosphaerella sp. SCSIO z059  

作　　者：HUANG Zhong-Hui LIANG Xiao QI Shu-Hua 

机构地区：[1]CAS Key Laboratory of Tropical Marine Bio-resources and Ecology,Guangdong Key Laboratory of Marine Materia Medica,Institution of South China Sea Ecology and Environmental Engineering,South China Sea Institute of Oceanology,Chinese A cademy of Sciences,Guangzhou 510301,China [2]Southern Marine Science and Engineering Guangdong Laboratory,Guangzhou 511458,China

出　　处：《Chinese Journal of Natural Medicines》2020年第4期243-249,共7页中国天然药物（英文版）

基　　金：the Guangdong Provincial-level Special Funds for Promoting High-quality Economic Development (No. 2020032);Natural science foundation of Guangdong province (No. 2017A030313235);Key Special Project for Introduced Talents Team of Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou)(No. GML2019-ZD0406);National Natural Science Foundation of China (No.81673326).

摘　　要：Mycosphazine A(1), a new iron(Ⅲ) chelator of coprogen-type siderophore, and mycosphamide A(2), a new cyclic amide benzoate, together with six known aryl amides(3-8), were isolated from the fermentation broth of the deep-sea-derived fungus Mycosphaerella sp. SCSIO z059. Alkaline hydrolysis of 1 afforded a new epimer of dimerum acid, mycosphazine B(1 a), and a new bi-fusarinine-type siderophore, mycosphazine C(1 b). The planar structures of the new compounds were elucidated by extensive spectroscopic data analysis. The absolute configurations of amino acid residues in 1 a and 1 b were determined by acid hydrolysis. And the absolute configuration of 2 was established by quantum chemical calculations of the electronic circular dichroism(ECD) spectra. Compound 1 is the first siderophore-Fe(Ⅲ) chelator incorporating both L-ornithine and D-ornithine unites. Compounds 3-8 were reported as natural products for the first time, and the 1 H and 13 C NMR data of 6 and 8 were assigned for the first time. Compounds 1 and 1 a could greatly promote the biofilm formation of bacterium Bacillus amyloliquefaciens with the rate of about 249% and 524% at concentration of 100 μg·mL-1, respectively.

关 键 词：Deep-sea-derived fungus Mycosphaerella sp Iron(Ⅲ)chelator Coprogen-type siderophore Cyclic amide Biofilm formation 

分 类 号：R284[医药卫生—中药学]