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Structure type: monomer ; 419.2052 [M+Na]+
C₂₁H₃₂O₇
Trivial name: phenolic glucoside, 2-(hydroxymethyl)-6-(3-methylbut-2-en-1-yl)-3-propylphenyl-O-β-D-glucoside
Compound class: glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192

• Article ID: 9214
  Wen H, Zang Y, Zhu Q, Ouyang S, Luo J, Luo N, Zhu H, Zhang Y "Two new phenolic glucosides from marine-derived fungus Aspergillus sp." - Natural Product Research 2020 (2020) ID 1851226
  

  Two new phenolic glucosides, including a new O-glycoside (1) and a new C-glycoside (2), were isolated from a marine-derived fungus Aspergillus sp. The structures of new compounds were elucidated through interpretations of spectroscopic evidence and high-resolution electrospray ionization mass spectrometry. The hexose unit of 1 was identified as β-D-glucose by comparison with an authentic sample via HPLC after acid hydrolysis and derivatization. All compounds were evaluated for their ability to inhibit LPS-induced NO production in RAW264.7 macrophages, but none of them displayed significant activity.

  glucoside, Aspergillus sp., phenolic

  NCBI PubMed ID: 33289426
  Publication DOI: 10.1080/14786419.2020.1851226
  Journal NLM ID: 101167924
  Publisher: Milton Park, UK : Taylor & Francis Health Sciences
  Correspondence: Zhu H ; Zhang Y
  Institutions: Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, China, School of Pharmaceutical Sciences, Gannan Medical University, Ganzhou, China, Guangdong Microbial Culture Collection Center (GDMCC), Guangdong Institute of Microbiology, Guangdong Academy of Sciences, Guangzhou, China, Jiangxi University of Traditional Chinese Medicine, Nanchang, China
  Methods: 13C NMR, 1H NMR, NMR-2D, IR, HPLC, UV, extraction, optical rotation measurement, CC, cell growth, RNA sequencing, HR-ESI-MS, evaporation, ECD, anti-inflammatory assays
  
   
  
  Aspergillus
  CSDB ID 50587 (all data & tools)
• Article ID: 9574
  Wen H, Zang Y, Zhu Q, Ouyang S, Luo J, Luo N, Zhu H, Zhang Y "Two new phenolic glucosides from marine-derived fungus Aspergillus sp" - Natural Product Research 36(13) (2022) 3255-3261
  

  Two new phenolic glucosides, including a new O-glycoside (1) and a new C-glycoside (2), were isolated from a marine-derived fungus Aspergillus sp. The structures of new compounds were elucidated through interpretations of spectroscopic evidence and high-resolution electrospray ionization mass spectrometry. The hexose unit of 1 was identified as β-D-glucose by comparison with an authentic sample via HPLC after acid hydrolysis and derivatization. All compounds were evaluated for their ability to inhibit LPS-induced NO production in RAW264.7 macrophages, but none of them displayed significant activity.

  glucoside, phenolic, Aspergillus sp

  NCBI PubMed ID: 33289426
  Publication DOI: 10.1080/14786419.2020.1851226
  Journal NLM ID: 101167924
  Publisher: Milton Park, UK : Taylor & Francis Health Sciences
  Correspondence: H. Zhu ; Y. Zhang
  Institutions: Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, China, School of Pharmaceutical Sciences, Gannan Medical University, Ganzhou, China, Guangdong Microbial Culture Collection Center (GDMCC), Guangdong Institute of Microbiology, Guangdong Academy of Sciences, Guangzhou, China, Jiangxi University of Traditional Chinese Medicine, Nanchang, China
  Methods: 13C NMR, 1H NMR, NMR-2D, HPLC, UV, extraction, optical rotation measurement, CC, fermentation, HR-ESI-MS, ECD, anti-inflammatory assays
  
   
  
  Aspergillus
  CSDB ID 51675 (all data & tools)

Show legend Show as text

Structure type: monomer ; 419.2038 [M+Na]+
C₂₁H₃₂O₇
Trivial name: insphenol A
Compound class: glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192

• Article ID: 9415
  Chi L-P, Li X-M, Wan Y-P, Li Y-H, Li X, Wang B-G "Two new phenol derivatives from the cold seep-derived fungus Aspergillus insuetus SD-512" - Chemistry and Biodiversity 18(10) (2021) ID e2100512
  

  Two new phenol derivatives, namely insphenol A (1) and acetylpeniciphenol (2), along with seven known analogs (3-9), were isolated from the deep-sea cold seep-derived fungus, Aspergillus insuetus SD-512. The structures of 1 and 2 were established by extensive interpretation of NMR and mass spectroscopic data. The absolute configuration of 1 was determined by the combination of coupling constant analysis and acid hydrolysis. Among the isolated compounds, insphenol A (1) represents the first example of isopentenyl phenol derivative with a unique 1-glycosylation from the species Aspergillus insuetus. The isolated new compounds were evaluated for antibacterial activities against six human or aquatic pathogens, while compound 2 exhibited inhibitory effect against Edwardsiella tarda, Vibrio alginolyticus, and V. vulnificus, with MIC values of 4, 8, and 8 μg/mL, respectively.

  antibacterial activity, marine natural products, Aspergillus insuetus, cold seep-derived fungus

  NCBI PubMed ID: 34347345
  Publication DOI: 10.1002/cbdv.202100512
  Journal NLM ID: 101197449
  Publisher: Verlag Helvetica Chimica Acta
  Correspondence: Li X ; Wang B-G
  Institutions: University of Chinese Academy of Sciences, Beijing, China, Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Qingdao, China, Laboratory of Marine Biology and Biotechnology, Qingdao National Laboratory for Marine Science and Technology, Qingdao, China, Center for Ocean Mega-Science, Chinese Academy of Sciences, Qingdao, China
  Methods: 13C NMR, 1H NMR, NMR-2D, IR, acid hydrolysis, HPLC, UV, extraction, optical rotation measurement, CC, HR-ESI-MS, antibacterial assay, derivatization, PTLC, VLC
  
   
  
  Aspergillus insuetus SD-512
  CSDB ID 40905 (all data & tools)