New phenyl derivatives from endophytic fungus Aspergillus flavipes AIL8 derived of mangrove plant Acanthus ilicifolius.
Two new aromatic butyrolactones, flavipesins A (1) and B (2), two new natural products (3 and 4), and a known phenyl dioxolanone (5) were isolated from marine-derived endophytic fungus Aspergillus flavipes. The structures of compounds 1-5 were elucidated by 1D- and 2D-NMR and MS analysis, the absolute configurations were assigned by optical rotation and CD data, and the stereochemistry of 1 was determined by X-ray crystallography analysis. 1 demonstrated lower MIC values against Staphylococcus aureus (8.0 μg/mL) and Bacillus subtillis (0.25 μg/mL). 1 also showed the unique antibiofilm activity of penetration through the biofilm matrix and kills live bacteria inside mature S. aureus biofilm.
CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China; Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China; Guangdong Institute of Microbiology, Guangzhou 510070, China.
Zhi-Qiang
ZQ
Bai
CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China; Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China.
Xiuping
X
Lin
Experimental Research Center, China Academy of Chinese Medical Sciences, Beijing 100700, China; Department of Genetics, School of Basic Medical Sciences, Jilin University, Changchun 130021, China.
Yizhu
Y
Wang
CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China; Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China.
Junfeng
J
Wang
CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China; Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China.
Xuefeng
X
Zhou
CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China; Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China.
Bin
B
Yang
CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China; Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China.
Juan
J
Liu
CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China; Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China.
Xianwen
X
Yang
Experimental Research Center, China Academy of Chinese Medical Sciences, Beijing 100700, China.
Yi
Y
Wang
CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China; Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China. Electronic address: yonghongliu@scsio.ac.cn.
Yonghong
Y
Liu
D027901:Acanthaceae / Q000382:microbiology*; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001230:Aspergillus / Q000737:chemistry* / Q000502:physiology; D001412:Bacillus subtilis / Q000187:drug effects / Q000502:physiology; D018441:Biofilms / Q000187:drug effects*; D001688:Biological Products / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D053898:Biosynthetic Pathways; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D018360:Crystallography, X-Ray; D004148:Dioxolanes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D060026:Endophytes; D006801:Humans; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013211:Staphylococcus aureus / Q000187:drug effects / Q000502:physiology*
D000900:Anti-Bacterial Agents; D001688:Biological Products; D004148:Dioxolanes; D007783:Lactones
Acanthus ilicifolius; Aspergillus flavipes; Butyrolactones; Endophytic fungus; Mangrove plant