New polyhydroxanthones from the marine-associated fungus Penicillium sp. ZZ1750. (28th September 2021)

• Record Type: Journal Article
• Authors: Yong, Kuo; Kaleem, Sidra; Yi, Wenwen; Wu, Bin; Zhang, Zhizhen
• Is Part Of: Tetrahedron letters. Volume 81(2021)
• Publication Date: 2021-09-28
• Subjects: Marine Penicillium sp. ZZ1750 -- New polyhydroxanthones -- Structural elucidation -- Antiglioma activity evaluation -- Antimicrobial activity evaluation; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2021.153354
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Ergochromes C–G were isolated from the marine Penicillium sp. ZZ1750. Ergochromes D–G were elucidated as new polyhydroxanthones. Ergochromes C–G had moderate antibacterial and antifungal activities. Abstract: Five polyhydroxanthones, including new natural product ergochrome C (1 ) and new compounds ergochromes D–G (2 –5 ), together with 11 known compounds (6 –16 ), were isolated from the marine-associated fungus Penicillium sp. ZZ1750. Structures of the polyhydroxanthones were determined based on their HRESIMS data, extensive NMR spectroscopic analyses, the results from single crystal X-ray diffraction, 13 C NMR and ECD calculations. All isolated compounds were assayed for their antiproliferative activity against human glioma U87MG and U251 cells and antimicrobial activities in inhibiting the growth of methicillin-resistant Staphylococcus aureus (MRSA), Escherichia coli, and Candida albicans . The five polyhydroxanthones of ergochromes C–G (1 –5 ) had moderate antimicrobial activities against MRSA and C. albicans with MIC values of 16–36 μg/mL. Only known compound calyxanthone (9 ) showed weak antiproliferative activity (IC50 : 46.6 μM) against glioma U87MG cells.