New phenolic mono- and digalactopyranosides (1 and 2), their aglycone KS-501a (3), and a new phenolic 4-O-methylglucopyranoside (4) were isolated from the filamentous fungus Acremonium sp. BCC 14080. Structures of these compounds were elucidated by extensive MS and NMR spectroscopic analyses. Compound 1 displayed anti-HSV-1 activity with an IC(50) value of 7.2 μM. Compound 3 exhibited activity against Plasmodium falciparum K1 with an IC(50) value of 9.9 μM.

acid, assay, Acremonium sp. BCC 14080, substances

NCBI PubMed ID: 18363379
Publication DOI: 10.1021/np070689m
Journal NLM ID: 7906882
Publisher: American Society of Pharmacognosy
Correspondence: taridapornbiotec.or.th (Taridaporn Bunyapaiboonsri)
Institutions: National Center for Genetic Engineering and Biotechnology (BIOTEC), Thailand Science Park, Klong Luang, Pathumthani, Thailand
Methods: 13C NMR, 1H NMR, NMR-2D, IR, PCR, DNA techniques, acid hydrolysis, biological assays, HPLC, UV, ESI-TOF-MS
 

• Compound ID: 18133
  

  b-D-Galp-(1-2)-Subst Subst = 3-heptyl-5-hydroxyphenyl 6-heptyl-2,6-dihydroxybenzoate = SMILES O{53}C1=CC(OC(C2=C(CCCCCCC)C={4}C(O)C={2}C2O)=O)=CC(CCCCCCC)=C1

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  Structure type: monomer ; 627.3152 [M+Na]+
  C33H48O10
  Trivial name: phenolic glycoside
  
   
  
  Acremonium sp. BCC 14080
  CSDB ID 41770 (all data & tools)
• Compound ID: 18134
  

  b-D-Galp-(1-6)-b-D-Galp-(1-2)-Subst Subst = 3-heptyl-5-hydroxyphenyl 6-heptyl-2,6-dihydroxybenzoate = SMILES O{53}C1=CC(OC(C2=C(CCCCCCC)C={4}C(O)C={2}C2O)=O)=CC(CCCCCCC)=C1

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  Structure type: oligomer ; 789.3688 [M+Na]+
  C39H58O15
  Trivial name: phenolic glycoside
  
   
  
  Acremonium sp. BCC 14080
  CSDB ID 41981 (all data & tools)
• Compound ID: 18135
  

  b-D-Glcp4Me-(1-1)-Subst Subst = 5-heptylresorcinol = SMILES O{1}C1=CC(CCCCCCC)=C{3}C(O)=C1

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  Structure type: monomer ; 407.2044 [M+Na]+
  C20H32O7
  Trivial name: phenolic glycoside
  
   
  
  Acremonium sp. BCC 14080
  CSDB ID 41982 (all data & tools)