A new β-1,3 glucan synthesis inhibitor, L-687,781 is produced by the cultivation of Dictyochaeta simplex ATCC 20960. Through NMR, mass spectroscopy, and degradation studies the structure of L-687,781 was determined to be , a novel member of the papulacandin family of antifungal agents. L-687,781 exhibits potent in vitro antifungal activity as well as anti-Pneumocystis activity in a rat model.

antifungal agent, papulacandin

• Compound ID: 20762
  

  Subst-(1-6)-b-D-Galp-(1-4)-a-D-Sugp-(3-1)-Subst1 Subst = 8-hydroxydeca-2E,4Z-dienoic acid = SMILES CCC(O)CC/C=C\C=C\{1}C(=O)O; Sug = Glc 1O,1C-derivative with 3,5-dihydroxybenzyl alcohol 1O,2C = SMILES OC[C@H]3O[C@]2(OCc1cc(O)cc(O)c12)[C@H](O){3}[C@@H](O){4}[C@@H]3O; Subst1 = 7-hydroxy-8,14-dimethylhexadeca-2E,4E,8E,10E-tetraenoic acid = SMILES CCC(C)CC/C=C/C=C(C)/{7}C(O)C/C=C/C=C/{1}C(=O)O

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  Structure type: oligomer ; 902
  Compound class: papulacandin
  
   
  
  Dictyochaeta simplex ATCC 20960
  CSDB ID 46697 (all data & tools)
• Compound ID: 20763
  

  b-D-Galp-(1-4)-a-D-Sugp Sug = Glc 1O,1C-derivative with 3,5-dihydroxybenzyl alcohol 1O,2C = SMILES OC[C@H]3O[C@]2(OCc1cc(O)cc(O)c12)[C@H](O){3}[C@@H](O){4}[C@@H]3O

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  Structure type: oligomer
  Compound class: papulacandin
  
   
  
  Dictyochaeta simplex ATCC 20960
  CSDB ID 46698 (all data & tools)
• Compound ID: 20764
  

  Subst-(1-6)-b-D-Galp-(1-4)-a-D-Sugp-(3-1)-Subst1 Subst = 2E,4E-decadienoic acid = SMILES CCCCC/C=C/C=C/{1}C(=O)O; Sug = Glc 1O,1C-derivative with 3,5-dihydroxybenzyl alcohol 1O,2C = SMILES OC[C@H]3O[C@]2(OCc1cc(O)cc(O)c12)[C@H](O){3}[C@@H](O){4}[C@@H]3O; Subst1 = 7-hydroxy-8,14-dimethylhexadeca-2E,4E,8E,10E-tetraenoic acid = SMILES CCC(C)CC/C=C/C=C(C)/{7}C(O)C/C=C/C=C/{1}C(=O)O

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  Structure type: oligomer
  Trivial name: papulacandin A
  Compound class: glycoside, papulacandin
  
   
  
  Papularia sphaerosperma
  CSDB ID 46699 (all data & tools)
• Compound ID: 20765
  

  Subst-(1-6)-b-D-Galp-(1-4)-a-D-Sugp-(3-1)-Subst1 Subst = (2E,4Z,6E)-8-hydroxydeca-2,4,6-trienoic acid = SMILES CCC(O)/C=C/C=C\C=C\{1}C(=O)O; Sug = Glc 1O,1C-derivative with 3,5-dihydroxybenzyl alcohol 1O,2C = SMILES OC[C@H]3O[C@]2(OCc1cc(O)cc(O)c12)[C@H](O){3}[C@@H](O){4}[C@@H]3O; Subst1 = 7-hydroxy-8,14-dimethylhexadeca-2E,4E,8E,10E-tetraenoic acid = SMILES CCC(C)CC/C=C/C=C(C)/{7}C(O)C/C=C/C=C/{1}C(=O)O

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  Structure type: oligomer
  Trivial name: papulacandin B
  Compound class: glycoside, papulacandin
  
   
  
  Papularia sphaerosperma
  CSDB ID 46700 (all data & tools)
• Compound ID: 20766
  

  Subst-(1-6)-b-D-Galp-(1-4)-a-D-Sugp-(3-1)-Subst1 Subst = (2E,4E,6E)-8-hydroxydeca-2,4,6-trienoic acid = SMILES CCC(O)/C=C/C=C/C=C/{1}C(=O)O; Sug = Glc 1O,1C-derivative with 3,5-dihydroxybenzyl alcohol 1O,2C = SMILES OC[C@H]3O[C@]2(OCc1cc(O)cc(O)c12)[C@H](O){3}[C@@H](O){4}[C@@H]3O; Subst1 = 7-hydroxy-8,14-dimethylhexadeca-2E,4E,8E,10E-tetraenoic acid = SMILES CCC(C)CC/C=C/C=C(C)/{7}C(O)C/C=C/C=C/{1}C(=O)O

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  Structure type: oligomer
  Trivial name: papulacandin C
  Compound class: glycoside, papulacandin
  
   
  
  Papularia sphaerosperma
  CSDB ID 46701 (all data & tools)
• Compound ID: 20767
  

  a-D-Sugp-(3-1)-Subst Sug = Glc 1O,1C-derivative with 3,5-dihydroxybenzyl alcohol 1O,2C = SMILES OC[C@H]3O[C@]2(OCc1cc(O)cc(O)c12)[C@H](O){3}[C@@H](O){4}[C@@H]3O; Subst = 7-hydroxy-8,14-dimethylhexadeca-2E,4E,8E,10E-tetraenoic acid = SMILES CCC(C)CC/C=C/C=C(C)/{7}C(O)C/C=C/C=C/{1}C(=O)O

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  Structure type: monomer
  Trivial name: papulacandin D
  Compound class: glycoside, papulacandin
  
   
  
  Papularia sphaerosperma
  CSDB ID 46702 (all data & tools)
• Compound ID: 20768
  

  Subst2-(1-3)-+ | Subst1-(1-6)-b-D-Galp-(1-4)-b-D-Glcp-(1C-2)-Subst Subst1 = stillingic acid = SMILES CCCCC/C=C\C=C\{1}C(=O)O; Subst2 = 7-hydroxytetradeca-2E,4E,8E,10E-tetraenoic acid = SMILES CCC/C=C/C=C/{7}C(O)C/C=C/C=C/{1}C(=O)O; Subst = 3,5-dihydroxybenzyl alcohol = SMILES OCc1{7}cc(O)cc(O){2}c1

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  Structure type: oligomer
  Trivial name: chaeticandin
  
   
  
  Monochaetia dimorphospora
  CSDB ID 46703 (all data & tools)