Details

Autor(en) / Beteiligte

• Zhai, Yi-Jie
• Huo, Guang-Ming
• Wei, Jing
• Lin, Li-Bin
• Zhang, Qiang
• Li, Jian-Nan
• Chen, Xin
• Han, Wen-Bo
• Gao, Jin-Ming

Titel

Structures and absolute configurations of butenolide derivatives from the isopod-associated fungus Pidoplitchkoviella terricola

Ist Teil von

• Phytochemistry (Oxford), 2022-01, Vol.193, p.112981-112981, Article 112981

Ort / Verlag

England: Elsevier Ltd

Erscheinungsjahr

2022

Quelle

Access via ScienceDirect (Elsevier)

Beschreibungen/Notizen

• In this research, twenty aromatic and branched aliphatic polyketides, including seven previously undescribed butenolide derivatives, piterriones A–G and one known analogue, along with twelve known altenusin derivatives, were isolated from the isopod-associated fungus Pidoplitchkoviella terricola. Their structures were elucidated by analysis of NMR (1D and 2D) and mass spectrometry data, and their absolute configurations were determined by Mosher's method, microscale derivatization, and comparison of their specific rotations and ECD spectra. Dihydroaltenuene B exhibited mushroom tyrosinase inhibitory activity with an IC50 value of 38.33 ± 1.59 μM, which was comparable to that of the positive control, kojic acid (IC50 = 39.72 ± 1.34 μM). A molecular-docking study disclosed the hydrogen bonding interactions between the 3-OH and 4′-OH of dihydroaltenuene B and the His244, Met280 and Gly281 residues of tyrosinase. Seven undescribed butenolide derivatives, piterriones A–G were isolated from isopod-associated fungus Pidoplitchkoviella terricola. Dihydroaltenuene B exhibited mushroom tyrosinase inhibitory activity. [Display omitted] •Seven undescribed butenolide derivatives were isolated from the fungus Pidoplitchkoviella terricola.•Their absolute configurations were determined by Mosher's method and microscale derivatization.•This is the first report of the dihydroaltenuene B showing tyrosinase inhibitory activity.