Asperphenyltones A and B: New Phenylfuropyridinone Skeleton from an Endophytic <i>Aspergillus</i> sp. GXNU-A1
Jiguo Huang,
Xianglong Bo,
Furong Wu,
Meijing Tan,
Youquan Wei,
Lixia Wang,
Junqiang Zhou,
Guiming Wu,
Xishan Huang
Affiliations
Jiguo Huang
School of Chemical Engineering and Technology, Guangdong Industry Polytechnic, Guangdong Engineering Technical Research Center for Green Household Chemicals, Guangzhou 510275, China
Xianglong Bo
State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, College of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541000, China
Furong Wu
State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, College of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541000, China
Meijing Tan
State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, College of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541000, China
Youquan Wei
State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, College of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541000, China
Lixia Wang
School of Chemical Engineering and Technology, Guangdong Industry Polytechnic, Guangdong Engineering Technical Research Center for Green Household Chemicals, Guangzhou 510275, China
Junqiang Zhou
School of Chemical Engineering and Technology, Guangdong Industry Polytechnic, Guangdong Engineering Technical Research Center for Green Household Chemicals, Guangzhou 510275, China
Guiming Wu
School of Chemical Engineering and Technology, Guangdong Industry Polytechnic, Guangdong Engineering Technical Research Center for Green Household Chemicals, Guangzhou 510275, China
Xishan Huang
State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, College of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541000, China
Chemical investigation of the fermentation extract of the mangrove endophytic fungus Aspergillus sp. GXNU-A1, isolated from Acanthus ilicifolius L., discovered an undescribed pair of enantiomers (asperphenyltones A and B (±1)), together with four previously described metabolites: nodulisporol (2), isosclerone (3), 2,3,4-trihydroxy-6-(hydroxymethyl)-5-methylbenzyl alcohol (4), and 4,6-dihydroxy-5-methoxy-7-methyl-1,3-dihydroisobenzofuran (5). Analyses of the 1D and 2D NMR spectroscopic data of the compounds supported their structural assignments. The presence of the asperphenyltones A and B, which are a pair of enantiomers, was established by HR-ESI-MS, 1D and 2D NMR data and confirmed by single-crystal X-ray diffraction analysis. Metabolites 1–5 were evaluated for their anti-inflammatory effects on the production of nitric oxide (NO), and 1, 3, and 4 showed significant potential inhibitory activities against NO production in activated macrophages with IC50 values of 26–40 μM, respectively.
