Six new triterpenoid glycosides called julibrosides A1-A4,B1 and C1 were isolated from Albizziae Cortex, the dried stem bark of Albizzia julibrissin DURAZZ. Their structures were determined based on spectral and chemical evidence. Julibrosides B1 and C1 had new sapogenols, designated julibrogenin B and C, respectively, while julibrosides A3 included N-acetyl-D-glucosamine as a sugar component.

N-acetyl-d-glucosamine, Leguminosae, oleanene glycoside, Albizziae Cortex, Albizzia julibrissin, oleanene sapogenol, julibrogenin, julibroside

• Compound ID: 25560
  

  b-D-Glcp-(1-2)-+ | b-D-Xylp-(1-2)-b-D-Fucp-(1-6)-b-D-Glcp-(1-3)-Subst Subst = acacic acid 21,28-lactone = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])CC(C)(C)[C@](O6)([H])C[C@@](C6=O)5{16}[C@H](O)C[C@](C)4[C@@](C)3CC[C@@]12[H]

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  Structure type: oligomer ; 1095 [M+Na]+
  Trivial name: julibroside A1
  Compound class: saponin glycoside
  Reference(s) to other database(s): CCSD:28754, CBank-STR:12263
  
   
  
  Albizzia julibrissin
  CSDB ID 120088 (all data & tools)
• Compound ID: 25561
  

  b-D-Xylp-(1-2)-b-D-Fucp-(1-6)-b-D-Glcp-(1-3)-Subst Subst = acacic acid 21,28-lactone = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])CC(C)(C)[C@](O6)([H])C[C@@](C6=O)5{16}[C@H](O)C[C@](C)4[C@@](C)3CC[C@@]12[H]

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  Structure type: oligomer ; 933 [M+Na]+
  Trivial name: julibroside A2
  Compound class: saponin glycoside
  Reference(s) to other database(s): CCSD:28755, CBank-STR:10075
  
   
  
  Albizzia julibrissin
  CSDB ID 120089 (all data & tools)
• Compound ID: 25562
  

  b-D-Xylp-(1-2)-b-D-Fucp-(1-6)-b-D-GlcpNAc-(1-3)-Subst Subst = acacic acid 21,28-lactone = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])CC(C)(C)[C@](O6)([H])C[C@@](C6=O)5{16}[C@H](O)C[C@](C)4[C@@](C)3CC[C@@]12[H]

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  Structure type: oligomer ; 974 [M+Na]+
  Trivial name: julibroside A3
  Compound class: saponin glycoside
  Reference(s) to other database(s): CCSD:28756, CBank-STR:10082
  
   
  
  Albizzia julibrissin
  CSDB ID 120090 (all data & tools)
• Compound ID: 25563
  

  b-D-Glcp-(1-16)-+ | b-D-Glcp-(1-4)-b-D-Glcp-(1-3)-Subst Subst = acacic acid 21,28-lactone = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])CC(C)(C)[C@](O6)([H])C[C@@](C6=O)5{16}[C@H](O)C[C@](C)4[C@@](C)3CC[C@@]12[H]

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  Structure type: oligomer ; 979 [M+Na]+
  Trivial name: julibroside A4
  Compound class: saponin glycoside
  Reference(s) to other database(s): CCSD:28757, CBank-STR:7479
  
   
  
  Albizzia julibrissin
  CSDB ID 120091 (all data & tools)
• Compound ID: 25564
  

  b-D-Glcp-(1-16)-+ | b-D-Glcp-(1-4)-b-D-Glcp-(1-3)-Subst Subst = julibrogenin B = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])C[C@@](C)({30}CO)[C@@H]6C[C@@](C(O6)=O)5{16}[C@H](O)C[C@](C)4[C@@](C)3CC[C@@]12[H]

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  Structure type: oligomer ; 995 [M+Na]+
  Trivial name: julibroside B1
  Compound class: saponin glycoside
  Reference(s) to other database(s): CCSD:28758, CBank-STR:7478
  
   
  
  Albizzia julibrissin
  CSDB ID 120092 (all data & tools)
• Compound ID: 25565
  

  b-D-Glcp-(1-2)-+ | b-D-Xylp-(1-2)-b-D-Fucp-(1-6)-b-D-Glcp-(1-3)-Subst Subst = julibrogenin C = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])C[C@@](C)({30}C(O)=O)[C@@H]6C[C@@](C(O6)=O)5{16}[C@H](O)C[C@](C)4[C@@](C)3CC[C@@]12[H]

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  Structure type: oligomer ; 1125 [M+Na]+
  Trivial name: julibroside C1
  Compound class: saponin glycoside
  Reference(s) to other database(s): CCSD:28759, CBank-STR:12262
  
   
  
  Albizzia julibrissin
  CSDB ID 120093 (all data & tools)
• Compound ID: 25566
  

  b-D-Glcp-(1-2)-+ | b-D-Xylp-(1-2)-b-D-Fucp-(1-6)-b-D-Glcp-(1-3)-Subst30Me Subst = julibrogenin C = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])C[C@@](C)({30}C(O)=O)[C@@H]6C[C@@](C(O6)=O)5{16}[C@H](O)C[C@](C)4[C@@](C)3CC[C@@]12[H]

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  Structure type: oligomer ; 1139 [M+Na]+
  Trivial name: julibroside C1
  Compound class: saponin glycoside
  
   
  
  Albizzia julibrissin
  CSDB ID 220093 (all data & tools)

E-Senegasaponins a, b, and c were isolated from Senegae Radix, the root of Polygala senega L. var. latifolia TORREY et GRAY, together with their Z-isomers of the 4"-methoxycinnamoyl moiety, Z-senegasaponins a, b, and c. The structures of E-senegasaponins a and b and Z-senegasaponins a and b have been elucidated on the basis of chemical and physicochemical evidence, and the geometrical isomeric structure of the 4"-methoxycinnamoyl group in each saponin was found to show tautomer-like behavior in methanol solution or under irradiation with fluorescent lamps. E and Z-Senegasaponins a and b were found to exhibit potent inhibitory effects on alcohol absorption and hypoglycemic activity in the oral D-glucose tolerance tests in rats, and some structure-activity relationships of the acylated bisdesmoside-type saponins were clarified.

hypoglycemic activity, Polygala senega var. latifolia, E-senegasaponin, Z-senegasaponin, Senegae Radix, alcohol absorption inhibitor

• Compound ID: 25298
  

  b-D-Glcp-(1-3)-+ | a-L-Rhap-(1-3)-+ | | | b-D-Apif-(1-3)-+ | | | | | b-D-Galp-(1-4)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Subst | pCoum4Me-(9-4)-+ pCoum = p-coumaric acid; Subst = presenegenin = SMILES C[C@@]12CC[C@@H]3[C@@](C{2}[C@H](O){3}[C@H](O)[C@]3({23}C(O)=O)C)(C)[C@H]1CC=C4[C@@]2({27}CO)CC[C@]5({28}C(O)=O)[C@H]4CC(C)(C)CC5

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  Structure type: oligomer
  C80H120O39
  Trivial name: onjisaponin A, senegin IV
  Compound class: saponin glycoside
  Reference(s) to other database(s): CCSD:4829, CBank-STR:3856
  
   
  
  Polygala senega var. latifolia
  CSDB ID 120684 (all data & tools)
• Compound ID: 25309
  

  b-D-Glcp-(1-3)-+ | a-L-Rhap-(1-3)-+ | | | b-D-Galp-(1-4)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Subst | pCoum4Me-(9-4)-+ pCoum = p-coumaric acid; Subst = presenegenin = SMILES C[C@@]12CC[C@@H]3[C@@](C{2}[C@H](O){3}[C@H](O)[C@]3({23}C(O)=O)C)(C)[C@H]1CC=C4[C@@]2({27}CO)CC[C@]5({28}C(O)=O)[C@H]4CC(C)(C)CC5

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  Structure type: oligomer
  C75H112O35
  Trivial name: onjisaponin B, senegin III
  Compound class: saponin glycoside
  Reference(s) to other database(s): CCSD:4825, CBank-STR:3588
  
   
  
  Polygala senega var. latifolia
  CSDB ID 120683 (all data & tools)
• Compound ID: 27038
  

  b-D-Glcp-(1-3)-+ | pCoum4Me-(9-4)-+ | | | b-D-Apif-(1-3)-+ | | | | | b-D-Galp-(1-4)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Subst pCoum = trans-p-coumaric acid acid; Subst = presenegenin = SMILES C[C@@]12CC[C@@H]3[C@@](C{2}[C@H](O){3}[C@H](O)[C@]3({23}C(O)=O)C)(C)[C@H]1CC=C4[C@@]2({27}CO)CC[C@]5({28}C(O)=O)[C@H]4CC(C)(C)CC5

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  Structure type: oligomer ; 1557 [M-H]-
  C74H109O35
  Trivial name: E-senegasaponin a
  Compound class: saponin glycoside
  Reference(s) to other database(s): CCSD:4768, CBank-STR:3059
  
   
  
  Polygala senega var. latifolia
  CSDB ID 120676 (all data & tools)
• Compound ID: 27039
  

  b-D-Glcp-(1-3)-+ | Subst1-4Me-(9-4)-+ | | | b-D-Apif-(1-3)-+ | | | | | b-D-Galp-(1-4)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Subst Subst1 = cis-p-coumaric acid = SMILES O={9}C(O)/C=C\c1cc{4}c(O)cc1; Subst = presenegenin = SMILES C[C@@]12CC[C@@H]3[C@@](C{2}[C@H](O){3}[C@H](O)[C@]3({23}C(O)=O)C)(C)[C@H]1CC=C4[C@@]2({27}CO)CC[C@]5({28}C(O)=O)[C@H]4CC(C)(C)CC5

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  Structure type: oligomer ; 1557 [M-H]-
  C74H109O35
  Trivial name: Z-senegasaponin a
  Compound class: saponin glycoside
  Reference(s) to other database(s): CCSD:4774, CBank-STR:3096
  
   
  
  Polygala senega var. latifolia
  CSDB ID 120677 (all data & tools)
• Compound ID: 27040
  

  b-D-Apif-(1-3)-+ b-D-Glcp-(1-3)-+ | | b-D-Galp-(1-4)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Subst Subst = presenegenin = SMILES C[C@@]12CC[C@@H]3[C@@](C{2}[C@H](O){3}[C@H](O)[C@]3({23}C(O)=O)C)(C)[C@H]1CC=C4[C@@]2({27}CO)CC[C@]5({28}C(O)=O)[C@H]4CC(C)(C)CC5

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  Structure type: oligomer ; 1397 [M-H]-
  C64H101O33
  Trivial name: desacylsenegasaponin a
  Compound class: saponin glycoside
  Reference(s) to other database(s): CCSD:4787, CBank-STR:3226
  
   
  
  Polygala senega var. latifolia
  CSDB ID 120678 (all data & tools)
• Compound ID: 27041
  

  b-D-Glcp-(1-3)-+ | pCoum4Me-(9-4)-+ | | | b-D-Galp-(1-4)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Subst2 pCoum = trans-p-coumaric acid; Subst2 = presenegenin = SMILES C[C@@]12CC[C@@H]3[C@@](C{2}[C@H](O){3}[C@H](O)[C@]3({23}C(O)=O)C)(C)[C@H]1CC=C4[C@@]2({27}CO)CC[C@]5({28}C(O)=O)[C@H]4CC(C)(C)CC5

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  Structure type: oligomer ; 1449 [M+Na]+
  C69H102O31
  Trivial name: E-senegasaponin b
  Compound class: saponin glycoside
  Reference(s) to other database(s): CCSD:4794, CBank-STR:3395
  
   
  
  Polygala senega var. latifolia
  CSDB ID 120679 (all data & tools)
• Compound ID: 27042
  

  b-D-Glcp-(1-3)-+ | Subst1-4Me-(9-4)-+ | | | b-D-Galp-(1-4)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Subst2 Subst1 = cis-p-coumaric acid = SMILES O={9}C(O)/C=C\c1cc{4}c(O)cc1; Subst2 = presenegenin = SMILES C[C@@]12CC[C@@H]3[C@@](C{2}[C@H](O){3}[C@H](O)[C@]3({23}C(O)=O)C)(C)[C@H]1CC=C4[C@@]2({27}CO)CC[C@]5({28}C(O)=O)[C@H]4CC(C)(C)CC5

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  Structure type: oligomer ; 1449 [M+Na]+
  C69H102O31
  Trivial name: Z-senegasaponin b
  Compound class: saponin glycoside
  Reference(s) to other database(s): CCSD:4802, CBank-STR:3396
  
   
  
  Polygala senega var. latifolia
  CSDB ID 120680 (all data & tools)
• Compound ID: 27043
  

  b-D-Glcp-(1-3)-+ | b-D-Galp-(1-4)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Subst Subst = presenegenin = SMILES C[C@@]12CC[C@@H]3[C@@](C{2}[C@H](O){3}[C@H](O)[C@]3({23}C(O)=O)C)(C)[C@H]1CC=C4[C@@]2({27}CO)CC[C@]5({28}C(O)=O)[C@H]4CC(C)(C)CC5

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  Structure type: oligomer ; 1265 [M-H]-
  C59H93O29
  Trivial name: desacylsenegasaponin b
  Compound class: saponin glycoside
  Reference(s) to other database(s): CCSD:4803, CBank-STR:3408
  
   
  
  Polygala senega var. latifolia
  CSDB ID 120681 (all data & tools)
• Compound ID: 27044
  

  b-D-Glcp-(1-3)-+ | Fer4Me-(9-4)-+ | | | b-D-Galp-(1-4)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Subst Fer = trans-ferulic acid; Subst = presenegenin = SMILES C[C@@]12CC[C@@H]3[C@@](C{2}[C@H](O){3}[C@H](O)[C@]3({23}C(O)=O)C)(C)[C@H]1CC=C4[C@@]2({27}CO)CC[C@]5({28}C(O)=O)[C@H]4CC(C)(C)CC5

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  Structure type: oligomer
  Trivial name: senegin II
  Compound class: saponin glycoside
  Reference(s) to other database(s): CCSD:4814, CBank-STR:3411
  
   
  
  Polygala senega var. latifolia
  CSDB ID 120682 (all data & tools)
• Compound ID: 27045
  

  b-D-Glcp-(1-3)-Subst Subst = presenegenin = SMILES C[C@@]12CC[C@@H]3[C@@](C{2}[C@H](O){3}[C@H](O)[C@]3({23}C(O)=O)C)(C)[C@H]1CC=C4[C@@]2({27}CO)CC[C@]5({28}C(O)=O)[C@H]4CC(C)(C)CC5

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  Structure type: monomer
  Trivial name: tenuifolin
  Compound class: saponin glycoside
  
   
  
  Polygala senega var. latifolia
  CSDB ID 220684 (all data & tools)