Stereuins A–F: Isopentenyl benzene congeners with antibacterial and neurotrophic activities from Stereum hirsutum HFG27

• Published in: Phytochemistry (Oxford) 2024-12, Vol.228, p.114253, Article 114253
• Main Authors: Zhao, Zhen-Zhu, Zhang, Fei, He, Hong-Juan, Wang, Yan, Du, Jia-Hui, Wang, Zhen-Zhen, Chen, Hui, Liu, Ji-Kai
• Format: Article
• Language: English
• Subjects: Antibacterial activity; antibacterial properties; Benzoate derivatives; benzylpenicillin; Chemical investigation; fatty acids; fungi; mass spectrometry; Neurite outgrowth-promoting activity; neurites; plant biochemistry; Staphylococcus aureus; Stereaceae; Stereum hirsutum; Stereum hirsutum (willd.) pers
• ISSN: 0031-9422; 1873-3700; 1873-3700
• DOI: 10.1016/j.phytochem.2024.114253

Cultivation and extraction of the fungus Stereum hirsutum (Willd.) Pers. yielded 12 isopentenyl benzene derivatives, including six previously undescribed derivatives, named stereuins A–F. Their structures were established based on NMR and mass spectroscopy analyses, supplemented by comparison with previously reported data. Stereuins A–C are unique benzoate derivatives containing fatty acid subunits. Stereuins D and E feature a valylene group and a 6/6/6 ring system. In vitro, stereuin A significantly promoted neurite outgrowth. Several compounds exhibited antibacterial activity against Staphylococcus aureus. Stereuin F has an IC50 value of 5.2 μg/mL against S. aureus, comparable to the positive control, penicillin G sodium (1.4 μg/mL). 12 linear isopentenyl benzene congeners were identified from Stereum hirsutum. Stereuins A–E are special benzoate derivatives comprising fatty acids, a valylene group, or a 6/6/6 ring system. Stereuins A and F exhibited significant neurite outgrowth-promoting or antimicrobial activities. [Display omitted] •12 linear isopentenyl benzene congeners were identified from S. hirsutum.•Stereuins A–C are special benzoate derivatives comprising fatty acids.•Stereuins D and E were featured by a valylene group or a 6/6/6 ring system.•Stereuin A exhibited significant neurite outgrowth-promoting activity in vivo.•Stereuin F showed antimicrobial activity against S. aureus with an IC50 of 5.2 μg/mL.