title: Asperpyrone-Type Bis-Naphtho-γ-Pyrones with COX-2-Inhibitory Activities from Marine-Derived Fungus Aspergillus niger.
abstract: Bis-naphtho-γ-pyrones (BNPs) are an important group of aromatic polyketides derived from fungi, and asperpyrone-type BNPs are produced primarily by Aspergillus species. The fungal strain Aspergillus niger SCSIO Jcsw6F30, isolated from a marine alga, Sargassum sp., and identified according to its morphological traits and the internal transcribed spacer (ITS) region sequence, was studied for BNPs secondary metabolisms. After HPLC/MS analysis of crude extract of the fermentation broth, 11 asperpyrone-type BNPs were obtained directly and quickly by chromatographic separation in the extract, and those isolated asperpyrone-type BNPs were structurally identified by NMR and MS analyses. All of the BNPs showed weak cytotoxicities against 10 human tumor cells (IC50 > 30 μM). However, three of them, aurasperone F (3), aurasperone C (6) and asperpyrone A (8), exhibited obvious COX-2-inhibitory activities, with the IC50 values being 11.1, 4.2, and 6.4 μM, respectively. This is the first time the COX-2-inhibitory activities of BNPs have been reported.
authors.affiliation: Hubei Biopesticide Engineering Research Center, Hubei Academy of Agricultural Science, Wuhan 430064, China. fangw111@163.com.
authors.forename: Wei
authors.initials: W
authors.lastname: Fang
authors.affiliation: Key Laboratory of Tropical Marine Bio-Resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China. xiupinglin@hotmail.com.
authors.forename: Xiuping
authors.initials: X
authors.lastname: Lin
authors.affiliation: Department of Pharmacy, Medical College, Wuhan University of Science and Technology, Wuhan 430065, China. jianjiao1102@163.com.
authors.forename: Jianjiao
authors.initials: J
authors.lastname: Wang
authors.affiliation: Key Laboratory of Tropical Marine Bio-Resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China. yonghongliu@scsio.ac.cn.
authors.forename: Yonghong
authors.initials: Y
authors.lastname: Liu
authors.affiliation: School of Traditional Chinese Medicine, Southern Medical University, Guangzhou 510515, China. taohm@smu.edu.cn.
authors.forename: Huaming
authors.initials: H
authors.lastname: Tao
authors.affiliation: Key Laboratory of Tropical Marine Bio-Resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China. xfzhou@scsio.ac.cn.
authors.forename: Xuefeng
authors.initials: X
authors.lastname: Zhou
mesh_terms: D059001:Aquatic Organisms / Q000737:chemistry*; D001234:Aspergillus niger / Q000737:chemistry* / Q000145:classification / Q000235:genetics; D002851:Chromatography, High Pressure Liquid; D052246:Cyclooxygenase 2 Inhibitors / Q000737:chemistry* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D011753:Pyrones / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D052246:Cyclooxygenase 2 Inhibitors; D011753:Pyrones
keywords: Aspergillus niger; COX-2–inhibitory; HPLC/MS; bis-naphtho-γ-pyrones