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Molecules 2016, 21(7), 941; doi:10.3390/molecules21070941

Asperpyrone-Type Bis-Naphtho-γ-Pyrones with COX-2–Inhibitory Activities from Marine-Derived Fungus Aspergillus niger

1
Hubei Biopesticide Engineering Research Center, Hubei Academy of Agricultural Science, Wuhan 430064, China
2
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
3
Department of Pharmacy, Medical College, Wuhan University of Science and Technology, Wuhan 430065, China
4
School of Traditional Chinese Medicine, Southern Medical University, Guangzhou 510515, China
These authors contributed equally to this paper.
*
Authors to whom correspondence should be addressed.
Academic Editor: Norbert Latruffe
Received: 13 June 2016 / Revised: 12 July 2016 / Accepted: 16 July 2016 / Published: 20 July 2016
(This article belongs to the Special Issue Natural Products and Inflammation)
View Full-Text   |   Download PDF [3331 KB, uploaded 20 July 2016]   |  

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. View Full-Text
Keywords: bis-naphtho-γ-pyrones; Aspergillus niger; COX-2–inhibitory; HPLC/MS bis-naphtho-γ-pyrones; Aspergillus niger; COX-2–inhibitory; HPLC/MS
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Fang, W.; Lin, X.; Wang, J.; Liu, Y.; Tao, H.; Zhou, X. Asperpyrone-Type Bis-Naphtho-γ-Pyrones with COX-2–Inhibitory Activities from Marine-Derived Fungus Aspergillus niger. Molecules 2016, 21, 941.

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