Five New Indole Alkaloid Derivatives from Deep-Sea Fungus <i>Aspergillus fumigatus</i> AF1
Lai-Hui Dai,
Gao-Rong Zhang,
Yang-Hui Ou,
Xiao-Jing Liu,
Hong-Liang Yao,
Wen-Hao Hu,
Hou-Jin Li,
Wen-Jian Lan
Affiliations
Lai-Hui Dai
School of Pharmaceutical Sciences, GBRCE for Functional Molecular Engineering, Sun Yat-sen University, Guangzhou 510006, China
Gao-Rong Zhang
School of Pharmaceutical Sciences, GBRCE for Functional Molecular Engineering, Sun Yat-sen University, Guangzhou 510006, China
Yang-Hui Ou
Guangdong Key Laboratory of Animal Conservation and Resource Utilization, Guangdong Public Laboratory of Wild Animal Conservation and Utilization Institute of Zoology, Guangdong Academy of Sciences, Guangzhou 510260, China
Xiao-Jing Liu
School of Pharmaceutical Sciences, GBRCE for Functional Molecular Engineering, Sun Yat-sen University, Guangzhou 510006, China
Hong-Liang Yao
Guangdong Key Laboratory of Animal Conservation and Resource Utilization, Guangdong Public Laboratory of Wild Animal Conservation and Utilization Institute of Zoology, Guangdong Academy of Sciences, Guangzhou 510260, China
Wen-Hao Hu
School of Pharmaceutical Sciences, GBRCE for Functional Molecular Engineering, Sun Yat-sen University, Guangzhou 510006, China
Hou-Jin Li
School of Chemistry, Sun Yat-sen University, Guangzhou 510006, China
Wen-Jian Lan
School of Pharmaceutical Sciences, GBRCE for Functional Molecular Engineering, Sun Yat-sen University, Guangzhou 510006, China
One new gliotoxin derivative fumianthrogliotoxin (1), one new indoquizoline alkaloid N3-(methyl propionate) indoquizoline (2), and three novel indole alkaloids, anthroxyindole (3), (±)-asperfumiindole A (4), and (±)-asperfumiindole B (5), together with 16 known compounds (6–21), were isolated from the culture of deep-sea derived fungus Aspergillus fumigatus AF1. Their chemical structures and absolute configurations were determined through the analysis of NMR data in combination with electronic circular dichroism (ECD) calculations and other spectroscopic analyses. Compounds 2–11 and 13–21 were evaluated for anti-pulmonary fibrosis activity. Compounds 8 and 13 displayed significant downregulation of the mRNA expression levels of all three molecular markers (COL1A1, α-SMA and FN1), with compound 13 exhibiting the best performance among all the tested compounds.
