Sorbicillinoid Derivatives with the Radical Scavenging Activities from the Marine-Derived Fungus Acremonium chrysogenum C10

• Published in: Journal of fungi (Basel) Vol. 8; no. 5; p. 530
• Main Authors: Duan, Chengbao, Wang, Shiyuan, Huo, Ruiyun, Li, Erwei, Wang, Min, Ren, Jinwei, Pan, Yuanyuan, Liu, Ling, Liu, Gang
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 20.05.2022; MDPI
• Subjects: Acids; Acremonium chrysogenum; Antimicrobial agents; antimicrobial compounds; Chromatography; Circular dichroism; DPPH radical scavenging activity; Fermentation; Fungi; Ionization; marine natural products; Mass spectroscopy; NMR; Nuclear magnetic resonance; Solvents; sorbicillinoids; structure elucidation; antimicrobial compounds; sorbicillinoids; Acremonium chrysogenum; marine natural products; structure elucidation; DPPH radical scavenging activity
• ISSN: 2309-608X; 2309-608X
• DOI: 10.3390/jof8050530

Sorbicillinoids are a class of structurally diverse hexaketide metabolites with good biological activities. To explore new structural sorbicillinoids and their bioactivities, the marine-derived fungus C10 was studied. Three new sorbicillinoid derivatives, acresorbicillinols A-C ( - ), along with five known ones, trichotetronine ( ), trichodimerol ( ), demethyltrichodimerol ( ), trichopyrone ( ) and oxosorbicillinol ( ), were isolated. The structures of new sorbicillinoids were elucidated by analysis of nuclear magnetic resonance (NMR) and high-resolution electrospray ionization mass spectroscopy (HRESIMS). The absolute configurations of compounds - were determined by comparison of the experimental and calculated electronic circular dichroism (ECD) spectra. Compound exhibited a strong 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity, with the IC value ranging from 11.53 ± 1.53 to 60.29 ± 6.28 μM in 24 h. Additionally, compounds and showed moderate activities against and , with IC values of 86.93 ± 1.72 and 69.06 ± 10.50 μM, respectively. The boundary of sorbicillinoid biosynthetic gene cluster in was confirmed by transcriptional analysis, and the biosynthetic pathway of compounds - was also proposed. In summary, our results indicated that is an important reservoir of sorbicillinoid derivatives, and compound has the potential for new natural agents in DPPH radical scavenging.