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Bioactive Indole Diketopiperazine Alkaloids from the Marine Endophytic Fungus Aspergillus sp. YJ191021
Authors:Jin Yang  Lizhi Gong  Miaomiao Guo  Yu Jiang  Yi Ding  Zhijie Wang  Xiujuan Xin  Faliang An
Institution:1.Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China; (J.Y.); (L.G.); (Y.J.); (Y.D.); (Z.W.); (X.X.);2.Key Laboratory of Cosmetic, Beijing Technology and Business University, China National Light Industry, 33 Fucheng Road, Beijing 100048, China;
Abstract:Six new prenylated indole diketopiperazine alkaloids, asperthrins A–F (1–6), along with eight known analogues (7–14), were isolated from the marine-derived endophytic fungus Aspergillus sp. YJ191021. Their planar structures and absolute configurations were elucidated by HR-ESI-MS, 1D/2D NMR data, and time-dependent density functional theory (TDDFT)/ECD calculation. The isolated compounds were assayed for their inhibition against three agricultural pathogenic fungi, four fish pathogenic bacteria, and two agricultural pathogenic bacteria. Compound 1 exhibited moderate antifungal and antibacterial activities against Vibrio anguillarum, Xanthomonas oryzae pv. Oryzicola, and Rhizoctonia solani with minimal inhibitory concentration (MIC) values of 8, 12.5, and 25 μg/mL, respectively. Furthermore, 1 displayed notable anti-inflammatory activity with IC50 value of 1.46 ± 0.21 μM in Propionibacterium acnes induced human monocyte cell line (THP-1).
Keywords:indole diketopiperazine alkaloids  endophytic fungus  Aspergillus sp    antimicrobial
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