Novel chlorinated and nitrogenated azaphilones with cytotoxic activities from the marine algal-derived fungus Chaetomium globosum 2020HZ23

Frontiers in Microbiology

Microbiology

Lu-Lu Cao¹  Hai-Ping Ren¹  Zhong-Jie Gao¹  Hua Yu²  Yan Wang² 

[1]Qingdao Hiser Hospital Affiliated of Qingdao University (Qingdao Traditional Chinese Medicine Hospital), Qingdao, China

[2]null

关键词: azaphilones;    secondary metabolites;    marine fungus;    Chaetomium globosum;    cytotoxic activity;   

DOI  :  10.3389/fmicb.2023.1252563

 received in 2023-07-04, accepted in 2023-08-10,  发布年份 2023

来源: Frontiers

【 摘 要 】

Two novel chlorinated and nitrogenated azaphilones, namely N-butyl-2-aza-2-deoxychaetoviridin A (1) and N-hexyl-2-aza-2-deoxychaetoviridin A (2), along with a previously identified analogue, chaetoviridin A (3), were successfully obtained from Chaetomium globosum 2020HZ23, a marine algal-sourced endophytic fungus. The planar structures as well as the absolute configurations of these new metabolites were determined utilizing a synergistic approach that involved both spectroscopic techniques (1D/2D NMR and HRESIMS) and Density Functional Theory (DFT) calculations. Each compound was subject to in vitro cytotoxicity evaluation toward the A549 cancer cell line. Both compounds 1 and 2 demonstrated significant cytotoxicity, as evidenced by their respective IC50 values of 13.6 and 17.5 μM. Furthermore, 1 and 2 demonstrated potent cell migration inhibition, which elevated with increasing dose concentration. In contrast, compound 3 exhibited less cytotoxic activity relative to 1 and 2, suggesting that the cytotoxic potency escalates with N-substitution at the C-2 position and the introduction of a side chain. This finding could offer implications for future studies aimed at designing and refining lead compounds within this class.

【 授权许可】

Unknown   
Copyright © 2023 Gao, Cao, Ren, Yu and Wang.