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Structure type: monomer ; 477 [M+H]+
C₂₃H₂₄O₁₁
Trivial name: cirsimarin
Compound class: flavonol glycoside
Contained glycoepitopes: IEDB_142488,IEDB_144998,IEDB_146664,IEDB_983931,SB_192

• Article ID: 11130
  Hasrat JA, Pieters L, Claeys M "Adenosine-1 active ligands: Cirsimarin, a flavone glycoside from Microtea debilis" - Journal of Natural Products 60(6) (1997) 638-641
  

  Several plants collected through different approaches were screened on distinct receptors using ligand-binding studies as bioassay. Extracts of Microtea debilis showed high activity on adenosine A(1) receptors. Bioassay-guided fractionation using ligand-binding studies resulted in the isolation of an adenosine A(1) active ligand, cirsimarin (cirsimaritin 4'-O-glucoside). GTP did not influence the radioligand inhibition curve of cirsimarin, indicating that this compound is acting as an antagonist at the adenosine-A(1) receptors. The use of this plant against ''proteinuria'' in traditional medicine in Suriname (South America) may be explained by the adenosine A(1) antagonistic action of cirsimarin. A series of flavonoids was tested in the same assay, but they were less active. No structure-activity relationship could be observed.

  NCBI PubMed ID: 9214739
  Publication DOI: 10.1021/np970025k
  Journal NLM ID: 7906882
  Publisher: American Society of Pharmacognosy
  Institutions: Department of Pharmaceutical Sciences, University of Antwerp, Universiteitsplein 1, B-2610, Antwerp, Belgium
  Methods: 13C NMR, 1H NMR, FAB-MS, TLC, acid hydrolysis, biological assays, UV, extraction
  
   
  
  Microtea debilis
  CSDB ID 60254 (all data & tools)

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Structure type: oligomer
Trivial name: abrusin, abrusin 2''-b-D-apiofuranoside
Compound class: C-glycoside

• Article ID: 11318
  Ma CM, Nakamura N, Hattori M "Saponins and C-glycosyl flavones from the seeds of Abrus precatorius" - Chemical and Pharmaceutical Bulletin 46(6) (1998) 982-987
  

  Two new saponins, 3-O-[beta-D-glucuronopyranosyl-(1-->2)-beta-D-glucopyranosyl]hederagenin (named abrus-saponin I) and 3-O-[beta-D-glucuronopyranosyl-(1-->2)-beta-D-glucopyranosyl]oleanolic acid 28-beta-D-glucopyranosyI ester (abrus-saponin II), and three new flavones, 6-C-beta-D-glucopyranosyl-4',5-dihydroxy-7,8-dimethoxyflavone (precatorin I), 6-C-[beta-D-apiofuranosyl-(1-->2)-beta-D-glucopyranosyl]-4',5-dihydroxy-7,8-dimethoxyflavone (precatorin II), 6-C-[beta-D-apiofuranosyl-(1-->2)-beta-D-glucopyranosyl]4',5-dihydroxy-7-methoxyflavone (precatorin III), were isolated from the seeds of Abrus precatorius L. together with twelve known compounds including a naturally new saponin, 3-O-[beta-D-glucuronopyranosyl-(1-->2)-beta-D-glucopyranosyl]oleanolic acid. Their structures were determined on the basis of chemical and spectroscopic methods, In addition, the unusual NMR spectral behavior of the flavone C-glycosides is also discussed.

  saponin, Leguminosae, Abrus precatorius, C-glycosyl flavone

  Publication DOI: 10.1248/cpb.46.982
  Journal NLM ID: 0377775
  Publisher: Pharmaceutical Society Of Japan
  Institutions: Research Institute for Wakan-Yaku, Toyama Medical and Pharmaceutical University, Toyama, Japan
  Methods: 13C NMR, 1H NMR, methylation, IR, FAB-MS, acid hydrolysis, UV, extraction, optical rotation measurement, reversed-phase chromatography, HMBC, HMQC, COSY, HOHAHA, API-MS
  
   
  
  Abrus precatorius
  CSDB ID 61180 (all data & tools)