LC-MS/MS-guided discovery of japonamides C and D, two new cyclohexadepsipeptides, from the Nicotiana tabacum-derived endophytic fungus Aspergillus japonicus TE-739D

利用液相色谱-串联质谱法(LC-MS/MS)从烟草内生真菌日本曲霉TE-739D中发现了两种新的环己二肽——日本酰胺C和D。

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Abstract

Endophytic fungi belonging to the Aspergillus genus have received substantial attention due to their notable secondary metabolic potential. In this study, chemical investigations using LC-MS/MS-based molecular networking on the endophytic fungus Aspergillus japonicus TE-739D led to the discovery of two new cyclohexadepsipeptides, namely japonamides C (1) and D (2), along with three known cyclodipeptides (3-5). Their structures, including the absolute configurations of the amino acid residues, were elucidated through spectroscopic data analysis and an optimized Marfey's method. The newly discovered compounds, japonamides C (1) and D (2), were screened for broad-spectrum cell proliferation inhibitory activity against 20 different human cell lines. The results indicated that both compounds displayed broad-spectrum antiproliferative activity against MKN-45, HCT116, TE-1, 5,637, CAL-62, and A-637 cells, with inhibition rates ranging from 55.0 to 72.3%. Moreover, the antibacterial activity of compounds 1-5 against two Gram-positive bacteria and two Gram-negative bacteria was also evaluated.

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