Abstract
Puniceusines A–N (1–14), 14 new isoquinoline alkaloids, were isolated from the extracts of a deep-sea-derived fungus, Aspergillus puniceus SCSIO z021. Their structures were elucidated by spectroscopic analyses. The absolute configuration of 9 was determined by ECD calculations, and the structures of 6 and 12 were further confirmed by a single-crystal X-ray diffraction analysis. Compounds 3–5 and 8–13 unprecedentedly contained an isoquinolinyl, a polysubstituted benzyl or a pyronyl at position C-7 of isoquinoline nucleus. Compounds 3 and 4 showed selective inhibitory activity against protein tyrosine phosphatase CD45 with IC50 values of 8.4 and 5.6 µM, respectively, 4 also had a moderate cytotoxicity towards human lung adenocarcinoma cell line H1975 with an IC50 value of 11.0 µM, and 14, which contained an active center, -C=N+, exhibited antibacterial activity. An analysis of the relationship between the structures, enzyme inhibitory activity and cytotoxicity of 1–14 revealed that the substituents at C-7 of the isoquinoline nucleus could greatly affect their bioactivity.
Highlights
Isoquinoline alkaloids are a large group of alkaloids in the plant kingdom, showing diverse pharmacological and biological activities such as anticancer, anti-inflammatory, cholesterol-lowering, antihyperglycemic, antiplasmodial, antifungal, and antimicrobial activity, etc. [1]
Only a few isoquinoline alkaloids have been isolated from fungi, such as TMC-120A, B and C from Aspergillus ustus [2] and A. insuetus [3]; chaetoindicins A–C from Chaetomium indicum [4]; fusarimine from Fusarium sp. [5]; 8methoxy-3,5-dimethylisoquinolin-6-ol from Penicillium citrinum [6]; azaphilone from P
The results indicated that -C=N+ unit was an active center for the antibacterial activity of 14
Summary
Isoquinoline alkaloids are a large group of alkaloids in the plant kingdom, showing diverse pharmacological and biological activities such as anticancer, anti-inflammatory, cholesterol-lowering, antihyperglycemic, antiplasmodial, antifungal, and antimicrobial activity, etc. [1]. Only a few isoquinoline alkaloids have been isolated from fungi, such as TMC-120A, B and C from Aspergillus ustus [2] and A. insuetus [3]; chaetoindicins A–C from Chaetomium indicum [4]; fusarimine from Fusarium sp. Mar. Drugs 2022, 20, 78 from Chaetomium indicum [4]; fusarimine from Fusarium sp.[5]; 8-methoxy-3,5-dimethylisoquinolin-6-ol from Penicillium citrinum [6]; azaphilone from P. sclerotiorum [7]; and spathullins A–B from P. spathulatum [8]. Malfunctions in activity areare linked to various disMalfunctions in protein proteintyrosine tyrosinephosphatase phosphatase(PTP). Compounds 1–14 were evaluated for their enzyme against fiveactivity kinds against of PTPs,five cytotoxicity towards human towards lung adenocarcinoma cell line inhibitory kinds of PTPs, cytotoxicity human lung adenocarH1975, activity.
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
