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Structure type: oligomer ; 1381.2 [M+Na]+
Trivial name: beciumecine 1
Compound class: triterpenoid glycoside
Contained glycoepitopes: IEDB_114701,IEDB_136105,IEDB_142488,IEDB_146664,IEDB_167188,IEDB_174332,IEDB_225177,IEDB_885823,IEDB_983931,SB_192

• Article ID: 11392
  Burger I, Burger BV, Albrecht CF, Spies HSC, Sandor P "Triterpenoid saponins from Becium grandiflorum var. obovatum" - Phytochemistry 49(7) (1998) 2087-2095
  

  Two new triterpenoid saponins, beciumecine 1 and 2, were isolated from the root bark of Becium grandiflorum var. obovatum and their structures established as 3-O-(beta-D-glucopyranosyl) terminolic acid 28-O-beta-D-apiofuranosyl(1-3)-[alpha-L-rhamnopy-anosyl (1-3)-beta-D-xylopyranosyl(1-4)]-alpha-L-rhamnopyranosyl (1-2)-alpha-L-arabinopyranoside and 3-O-(beta-D-glucopyranosyl) 24-hydroxyterminolic acid 28-O-alpha-L-rhamnopyranosyl(1-3)-beta-D-xylopyranosyl(1-4)-alpha-L- rhamnopyranosyl(1-2)-alpha-L-arabinopyranoside, respectively.

  triterpenoid saponins, Lamiaceae, Becium grandiflorum var. obovatum

  NCBI PubMed ID: 9883595
  Publication DOI: 10.1016/s0031-9422(98)00413-0
  Journal NLM ID: 0151434
  Publisher: Elsevier
  Institutions: Laboratory for Ecological Chemistry, University of Stellenbosch, Stellenbosch, South Africa, Department of Pharmacology, Medical School, University of Stellenbosch, Tygerberg, South Africa, Varian NMR Applications Laboratory, Darmstadt, Germany
  Methods: 13C NMR, 1H NMR, GC-MS, optical rotation measurement, TOCSY, CC, HMBC, DEPT, LC, COSY, NOESY, HSQC, extraciton, HSQC-TOCSY, TOF-MALDI
  
   
  
  Becium grandiforum var. obovatum
  CSDB ID 61586 (all data & tools)

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Structure type: monomer
Trivial name: chebuloside II
Compound class: glycoside, triterpenoid glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192

• Article ID: 11980
  Adnyana IK, Tezuka Y, Awale S, Banskota AH, Tran KQ, Kadota S "Quadranosides VI-XI, six new triterpene glucosides from the seeds of Combretum quadrangulare" - Chemical and Pharmaceutical Bulletin 48(8) (2000) 1114-1120
  

  Six new triterpene glucosides, quadranosides VI-XI (1-6), belonging to three different [ursane- (1-4), oleanane- (5) and lupane-type (6)] triterpene classes, have been isolated from a MeOH extract of the seeds of Combretum quadrangulare KURZ (Combretaceae), together with nine known compounds, rosamutin (7), 28-O-β-D-glucopyranosyl-6β,23-dihydroxytormentic acid (8), arjunetin (9), arjunglucoside II (10), combreglucoside (11), chebuloside II (12), vitexin (13), (+)-catechin (14) and (-)-epigallocatechin (15). The structures of these compounds were elucidated by spectroscopic analysis.

  Combretaceae, Combretum quadrangulare, triterpene glucoside, quadranoside, Vietnamese folk medicine, Tram bau

  NCBI PubMed ID: 10959573
  Publication DOI: 10.1248/cpb.48.1114
  Journal NLM ID: 0377775
  Publisher: Pharmaceutical Society Of Japan
  Correspondence: kadota@ms.toyama-mpu.ac.jp
  Institutions: Institute of Natural Medicine, Toyama Medical and Pharmaceutical University, Toyama, Japan, National University Ho Chi Minh City, Ho Chi Minh City, Vietnam
  Methods: 13C NMR, 1H NMR, NMR-2D, IR, TLC, acid hydrolysis, GC, HPLC, extraction, optical rotation measurement, CC, derivatization, antitumor activity assay, evaporation, HR-FAB-MS
  
   
  
  Combretum quadrangulare
  CSDB ID 64622 (all data & tools)
• Article ID: 11981
  Adnyana IK, Tezuka Y, Banskota AH, Tran KQ, Kadot S "Hepatoprotective constituents of the seeds of Combretum quadrangulare" - Biological and Pharmaceutical Bulletin 23(11) (2000) 1328-1332
  

  Hepatoprotective effect of MeOH, MeOH-H2O (1:1) and H2O extracts of Combretum quadrangulare seeds were examined on D-galactosamine (D-GalN)/tumor necrosis factor-α(TNF-α)-induced cell death in primary cultured mouse hepatocytes. The MeOH extract showed the strongest inhibitory effect on D-GalN/TNF-α-induced cell death (IC50, 56.4 μg/ml). Moreover, the MeOH extract also significantly lowered the serum glutamic pyruvic transaminase (sGPT) level on D-GalN/lipopolysaccharide (LPS)-induced liver injury in mice. Bioguided separation of the MeOH extract led to the isolation of 38 compounds of various classes including triterpene glucosides, lignans and catechin derivatives. Among the isolated triterpene glucosides, lupane-type (1-3; IC50, 63.1, 59.8 and 76.2 μM, respectively) and ursane-type (11, mixture of 12 and 14; IC50, 30.2 and 34.6 μM, respectively) compounds exhibited strong hepatoprotective activity. 1-O-Galloyl-6-O-(4-hydroxy-3,5-dimethoxy)benzoyl-β-D-glucose (26; IC50, 7.2 μM), methyl gallate (28; IC50, 19.9 μM), and (-)-epicatechin (31; IC50, 71.2 μM) also had a potent hepatoprotective effect on D-GalN/TNF-α-induced cell death in primary cultured mouse hepatocytes.

  hepatoprotective effect, catechin, Combretum quadrangulare, triterpene glucoside, Vietnamese medicinal plant, 1-O-Galloyl-6-O-(4-hydroxy-3, 5-dimethoxy)benzoyl-β-D-glucose

  NCBI PubMed ID: 11085361
  Publication DOI: 10.1248/bpb.23.1328
  Journal NLM ID: 9311984
  Publisher: Pharmaceutical Society of Japan
  Correspondence: kadota@ms.toyama-mpu.ac.jp
  Institutions: Institute of Natural Medicine, Toyama Medical and Pharmaceutical University, Toyama, Japan, National University Ho Chi Minh City, Ho Chi Minh City, Vietnam
  Methods: biological assays, extraction, CC, cell viability assay, MTT, hepatoprotective activity assay
  
   
  
  Combretum quadrangulare
  CSDB ID 64644 (all data & tools)