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Chemical Structure| 11027-63-7 Chemical Structure| 11027-63-7
Chemical Structure| 11027-63-7

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Agnuside, a natural product isolated and purified from the herbs of Vitex negundo L., has anti-arthritic activity. Agnuside shows inhibition of vascular permeability and leukocyte migration in vivo.

Synonyms: Agnoside

4.5 *For Research Use Only! Not for Human Use. We Do Not Sell to Patients.

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Product Details of Agnuside

CAS No. :11027-63-7
Formula : C22H26O11
M.W : 466.44
SMILES Code : O[C@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)[C@@H]1O[C@H]2[C@@]3([H])[C@@]([C@H](O)C=C3COC(C4=CC=C(O)C=C4)=O)([H])C=CO2
Synonyms :
Agnoside
English Name :((1S,4aR,5S,7aS)-5-Hydroxy-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-7-yl)methyl 4-hydroxybenzoate
MDL No. :MFCD00210471

Safety of Agnuside

Application In Synthesis of Agnuside

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 11027-63-7 ]

[ 11027-63-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 2635-84-9 ]
  • [ 11027-63-7 ]
  • [ 1105707-85-4 ]
YieldReaction ConditionsOperation in experiment
55% With Candida antarctica lipase B In tetrahydrofuran; N,N-dimethyl-formamide for 46h; Molecular sieve; Enzymatic reaction; regioselective reaction; 2.2 Preparation of acylated analogues of Agnuside and Negundoside General procedure: Substrate (Agnuside or Negundoside, 0.1 mmol) was dissolved in dry organic solvent (THF/DMF) in the presence of the lipase (C. antarctica lipase B, 20% weight equivalent), an acyl donor (p-nitrophenylalkanoate, 0.2 mmol), pre-activated molecular sieves (4 Ao) and left for shaking on digital shaker at 120 rpm [14]. The reaction was monitored by TLC and terminated when the highest conversion was achieved. The acylated product was purified by flash chromatography and the structure was determined by MS and NMR spectra (1H, 13C and by comparison with spectra of their respective substrate).
  • 2
  • [ 11027-63-7 ]
  • [ 1956-10-1 ]
  • [ 1105707-86-5 ]
YieldReaction ConditionsOperation in experiment
55% With Candida antarctica lipase B In tetrahydrofuran; N,N-dimethyl-formamide for 48h; Molecular sieve; Enzymatic reaction; regioselective reaction; 2.2 Preparation of acylated analogues of Agnuside and Negundoside General procedure: Substrate (Agnuside or Negundoside, 0.1 mmol) was dissolved in dry organic solvent (THF/DMF) in the presence of the lipase (C. antarctica lipase B, 20% weight equivalent), an acyl donor (p-nitrophenylalkanoate, 0.2 mmol), pre-activated molecular sieves (4 Ao) and left for shaking on digital shaker at 120 rpm [14]. The reaction was monitored by TLC and terminated when the highest conversion was achieved. The acylated product was purified by flash chromatography and the structure was determined by MS and NMR spectra (1H, 13C and by comparison with spectra of their respective substrate).
 

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