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[ CAS No. 4773-96-0 ] {[proInfo.proName]}

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Chemical Structure| 4773-96-0
Chemical Structure| 4773-96-0
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Product Details of [ 4773-96-0 ]

CAS No. :4773-96-0 MDL No. :
Formula : C19H18O11 Boiling Point : -
Linear Structure Formula :- InChI Key :AEDDIBAIWPIIBD-ZJKJAXBQSA-N
M.W : 422.34 Pubchem ID :5281647
Synonyms :
NSC 248870;Alpizarin;Aphloiol;Alpizarine;Chinonin;Hedysarid;Chinomin
Chemical Name :1,3,6,7-Tetrahydroxy-2-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-9H-xanthen-9-one

Safety of [ 4773-96-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 4773-96-0 ]

* 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 [ 4773-96-0 ]

[ 4773-96-0 ] Synthesis Path-Downstream   1~78

  • 2
  • [ 92631-82-8 ]
  • [ 149-91-7 ]
  • [ 4773-96-0 ]
  • 3
  • 6′-O-acetyl mangiferin [ No CAS ]
  • [ 4773-96-0 ]
  • 4
  • [ 4773-96-0 ]
  • [ 3542-72-1 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; recorcinol; In water; for 6.0h;Reflux; To a solution of <strong>[4773-96-0]mangiferin</strong> (300 mg, 0.710 mmol) in 3 N HCl(10 mL) was added resorcinol (117 mg, 1.06 mmol) at ambient temperature. The reactionmixture was refluxed for 6 h and then cooled to ambient temperature. The reaction mixturewas slowly quenched with saturated NaHCO3 solution and stirred for 30 min. Thebrown precipitate was collected by filtration, washed with H2O, and then concentrated invacuo. The residue was purified by flash column chromatography on silica gel (gradient50% EtOAc in n-hexane to only EtOAc) to afford 131 mg (71%) of the crude norathyriol.After recrystallization with ethanol, pure norathyriol was obtained as a yellowish solid,mp. >320C (decomp.). The NMR spectral data were identical with those reported8: 1HNMR (800 MHz, DMSO-d6) d 13.16 (s, 1 H), 10.76 (bs, 1H), 7.37 (s, 1H), 6.85 (s, 1H),6.31 (d, 1H, J D 2.1 Hz), 6.14 (d, 1H, J D 2.1 Hz); 13C NMR (800 MHz, DMSO-d6) d178.9, 164.7, 162.6, 157.3, 154.0, 150.9, 143.7, 111.8, 108.0, 102.6, 101.6, 97.7, 93.6;LR-MS (FABC) m/z 261 (MCHC); HR-MS (FABC) calcd for C13H9O6 (MCHC)261.0394; found: 261.0399.
With hydrogenchloride; recorcinol; In water; at 150℃; for 6.0h;Green chemistry; Mangiferin in 3N HCl (10 mL, sigma-aldrich) solution(300 mg, 0.71 mmol, Xian Lyphar Biotech) with resorcinol(1.06 mmol, 1.5 equiv, TCI) was added and heated to reflux (150 C.) for 6 hours.After cooling the refluxed solution to room temperature (25 C.), saturated sodium bicarbonate (NaHCO 3) solution was slowly added to neutralize the mixed solution.The mixed solution was stirred for 30 minutes, then filtered and the solids washed with water.The dried solid was vacuum dried to give brown crude norathiol(crude norathyriol, yield: 71%, 131 mg) was obtained.Crude noratiriol was added to ethyl acetate (10 mL), heated, stirred for 30 minutes, cooled to room temperature (25 C.), and filtered. The solid was washed several times with ethyl acetate, and then the filtrate was concentrated to give noraritol.
  • 6
  • [ 108-24-7 ]
  • [ 4773-96-0 ]
  • [ 4706-56-3 ]
YieldReaction ConditionsOperation in experiment
78% With iodine; at 130℃; for 0.25h;Microwave irradiation; Mangiferin (3, 0.2 g, 0.5 mmol) and iodine (0.009 g, 0.07 mmol) were mixed in acetic anhydride (7 mL) and the reaction was kept under MW irradiation (400 W), at 130 C, for 15 min. After cooling, a saturated solution of sodium thiosulfate was added to convert iodine (dark yellow) into iodide (yellow). The crude product was extracted with CH2Cl2 and the organic layer was extracted with a saturated solution of NaHCO3 twice, dried with anhydrous Na2SO4, and filtered. The solvent was evaporated under reduced pressure and the oil obtained was dissolved in ethyl acetate. A yellow solid was obtained with petroleum ether 60-80 C corresponding to1,3,6,7-tetra-O-acetyl-2-C-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-9H-xanthen-9-one (7) (0.294 g, 0.39 mmol, 78 % yield); mp 143-147 C (petroleum ether 60-80 C).
  • 7
  • [ 102-92-1 ]
  • [ 4773-96-0 ]
  • 2-β-D-glucopyranosyl-7-cinnamoyloxy-1,3,6-trihydroxy-9H-xanthen-9-one [ No CAS ]
  • 8
  • [ 77-78-1 ]
  • [ 4773-96-0 ]
  • 2-β-D-tetrahydroxyglucopyranosyl-3,6,7-trimethoxy-1-hydroxy-9H-xanthen-9-one [ No CAS ]
  • 9
  • [ 102-92-1 ]
  • [ 4773-96-0 ]
  • 2-β-D-glucopyranosyl-1,3,6,7-tetrahydroxy-9H-xanthen-9-one [ No CAS ]
  • 10
  • [ 102-92-1 ]
  • [ 4773-96-0 ]
  • 2-β-D-tetracinnamoylglucopyranosyl-7-cynnamoyloxy-1,3,6-trihydroxy-9H-xanthen-9-one [ No CAS ]
  • 12
  • [ 92665-82-2 ]
  • [ 4773-96-0 ]
  • 13
  • [ 92631-85-1 ]
  • [ 4773-96-0 ]
  • 14
  • [ 92631-84-0 ]
  • [ 4773-96-0 ]
YieldReaction ConditionsOperation in experiment
Mangiferin is filtered-off, disintegrated and recrystallized from a mixture dioxane-water (1:1). There is obtained 0.1 kg of mangiferin. The yield of mangiferin is equal to 1% by weight of the starting stock.
Mangiferin is filtered-off, dried, disintegrated and recrystallized from a mixture dioxane-water (1:2). There are obtained 0.1 kg of mangiferin. The yield of mangiferin is 1.0% by weight of the starting feedstock.
Mangiferin is filtered-off, dried, disintegrated and recrystallized from a mixture dioxane-water (1:1) to give 0.1 kg of mangiferin. The yeld of mangiferin is equal to 1.0% by weight of the starting feedstock.
  • 16
  • [ 4773-96-0 ]
  • [ 929635-04-1 ]
YieldReaction ConditionsOperation in experiment
81.7% With sodium carbonate; In ethanol; water;Product distribution / selectivity; Example 2 : Preparation of sodium <strong>[4773-96-0]mangiferin</strong>; Mangiferin 42.2(0. lmol) is suspend in the mixture of water 100ml and ethanol 900ml in reactor ,mixing round adequately. Sodium carbonate 5.30g(0.05mol) is dissolved in water , the concentration is 0.1 %( w/v) . The solution of sodium carbonate is added slowly into the <strong>[4773-96-0]mangiferin</strong> suspended solution while mixing round until the solution is clear , then the reaction solution is filtrated, appropriate quantity actone is added into the reaction solution, mixing round adequately . A lot of deposition is come into being , the reaction solution is filtrated to get the depositon, the solid substance is heated up not excess 60 C to dry .the yellow substance is sodium <strong>[4773-96-0]mangiferin</strong>. Its weight is 34.5g, the productivity is 81.7%. The purity of sodium <strong>[4773-96-0]mangiferin</strong> is 95% detected by HPLC.Compound identify:13CNMR(DMSO-d6) (deltappm): 161.7(C-I), 106.9(C-2), 146.6(C-3), 93.2(C-4), 155.9 ( C-4a), 100.6(C-4b), 102.7(C-5), 153.7(C-6), 177.5(C - 9), 73.5(C-I '), 70.5(C-2'), 79.0(C-3'), 70.3(C-4') , 81.2(C-5'), 61.1(C-6'). <n="9"/>13CNMR data of <strong>[4773-96-0]mangiferin</strong> in reference document [ ^ic^g , fj§^>beta . M Ht^P M^Mepsilon^MfrM^f°&fe. MpsipsiM, 1997; 32 (6): 473-475] :13CNMR(DMSO-d6) (deltappm): 161.6(C-I), 107.3(C-2), 163.6(C-3), 93.9(C-4), 156.1 ( C-4a), 101.2(C-4b), 102.5(C-5), 153.6(C-6), 143.7(C-7), 108.1(C-8), 118.7(C-8a), 150.7(C-8b), 179.0(C - 9), 73.0(C-I '), 70.5(C-2'), 78.8(C-3'), 70.3(C-4') , 81.3(C-5'), 61.4(C-6').According to the reference literature of <strong>[4773-96-0]mangiferin</strong> structure identify [ ^TJC ^H , w&m. MpsipsiU, mi-, 32 (6): 473-475 ] , the sodium <strong>[4773-96-0]mangiferin</strong> 13CNMR data reveal: The chemical shift of C-3 displace to high-frequency magnetic field markedly, The chemical shift of C-2, C-4, C-4a, C-4b and C-9 displace to high-frequency magnetic field too.According the sodium <strong>[4773-96-0]mangiferin</strong> 13CNMR data and the process of sodium <strong>[4773-96-0]mangiferin</strong> preparation, we deduce the sodium is linked to the position C-3 hydroxy of <strong>[4773-96-0]mangiferin</strong> .
  • 17
  • [ 4773-96-0 ]
  • [ 1158716-92-7 ]
YieldReaction ConditionsOperation in experiment
78.1% With sodium hydrogencarbonate; In ethanol; water;Product distribution / selectivity; Example 3 : Preparation of sodium <strong>[4773-96-0]mangiferin</strong>; Mangiferin 42.2(0. lmol) is suspend in the mixture of water 900ml and ethanol 100ml in reactor, mixing round adequately. Sodium bicarbonate 9.24g(0.11mol) is dissolved in water ,the concentration is 5%( w/v) . The solution of sodium bicarbonate is added slowly into the <strong>[4773-96-0]mangiferin</strong> suspended solution while mixing round until the solution is clear , then the reaction solution is filtrated, appropriate quantity ethanol-ethyl acetate(l :1.5 v/v) is added into the reaction solution, mixing round adequately . A lot of deposition is come into being, the reaction solution is filtrated to get the depositon, the solid substance is heated up no excess 60 C to dry . The yellow substance is sodium <strong>[4773-96-0]mangiferin</strong>. Its weight is 32.96g, the productivity is 78.1%. The purity of sodium <strong>[4773-96-0]mangiferin</strong> is 92% detected by HPLC.
  • 18
  • [ 4773-96-0 ]
  • mangiferin calcium [ No CAS ]
YieldReaction ConditionsOperation in experiment
90.4 - 91.2% With calcium hydroxide; In dimethyl sulfoxide; glycerol;Product distribution / selectivity; Example 9: Preparation of <strong>[4773-96-0]mangiferin</strong> calcium <strong>[4773-96-0]mangiferin</strong> 4.2g(0.01mol) is dissolved into 50ml DMSO, calcium hydroxide 0.37g(0.005mol) is dissolved in 80g glycerol, calcium hydroxide solution is added slowly into <strong>[4773-96-0]mangiferin</strong> solution while mixing round, mixing round until it reacte completely. Appropriate quantity ethanol is added into the reaction solution, mixing <n="12"/>round adequately. A lot of deposition is come into being in solution. The reaction solution is filtrated to get the depositon . This deposition is heated up no excess 60 C to dry. The yellow green solid substance is <strong>[4773-96-0]mangiferin</strong> calcium. Its weight is 3.8g, the productivity is 90.4%. Example 10: Preparation of <strong>[4773-96-0]mangiferin</strong> calcium; <strong>[4773-96-0]mangiferin</strong> 4.2g(0.01mol)is dissolved into 80ml DMSO, calcium hydroxide 1.48g(0.02mol) is dissolved in 20Og glycerol, calcium hydroxide solution is added slowly into <strong>[4773-96-0]mangiferin</strong> solution while mixing round , mixing round until it reacte completely. Appropriate quantity ethanol is added into the reaction solution, mixing round adequately . A lot of deposition is come into being in solution. The reaction solution is filtrated to get the depositon. This deposition is heated up no excess 60 C to dry. The yellow green solid substance is <strong>[4773-96-0]mangiferin</strong> calcium. Its weight is 3.83g, the productivity is 91.2%.
82.1% With potassium hydrogencarbonate; In ethanol; water;Product distribution / selectivity; Example 5 : Preparation of potassium <strong>[4773-96-0]mangiferin</strong>; Mangiferin 42.2(0. lmol) is suspended in the mixture of water 400ml and ethanol 1600ml in reactor ,mixing round adequately. Potassium bicarbonate 10.0g(0. lmol) is dissolved in water , the concentration is 0.1%( w/v) . The solution of potassium bicarbonate is added slowly into the <strong>[4773-96-0]mangiferin</strong> suspended solution while mixing round until the solution is clear , then the reaction solution is filtrated, appropriate quantity ethanol-dichloroform (7:1 v/v) is added into the reaction solution, mixing round adequately . A lot of deposition is come into being , the reaction solution is filtrated to get the depositon, the solid substance is heated up no excess 60 C to dry .The yellow substance is potassium <strong>[4773-96-0]mangiferin</strong> . Its weight is 34.65g, the productivity is 82.1%. The purity of potassium <strong>[4773-96-0]mangiferin</strong> is 94% detected by HPLC.
  • 19
  • [ 584-08-7 ]
  • [ 4773-96-0 ]
  • [ 1158716-92-7 ]
  • [ 1158716-92-7 ]
YieldReaction ConditionsOperation in experiment
In methanol; water;Product distribution / selectivity; Example 4: Preparation of <strong>[4773-96-0]mangiferin</strong> monopotassiumMangiferin 42.2(0. lmol) is suspended in the mixture of water 200ml and methanol 1800ml in reactor, mixing round adequately. Potassium carbonate 6.9g(0.05mol) is dissolved in water ,the concentration is 0.2%( w/v ) . The solution of potassium carbonate is added slowly into the <strong>[4773-96-0]mangiferin</strong> suspended solution while mixing round until the solution is clear, then the reaction solution is filtrated, appropriate quantity ethanol- chloroform (4:1 v/v) is added into the reaction solution, mixing round adequately . A lot of deposition is come into being, the reaction solution is filtrated to get the depositon, the solid substance is heated up no excess <n="12"/>60 C to dry. The yellow substance is <strong>[4773-96-0]mangiferin</strong> monopotassium. Its weight is 3 Ig, the productivity is 73.4%. The purity of <strong>[4773-96-0]mangiferin</strong> monopotassium is 98.6% detected by HPLC.
  • 20
  • [ 144-55-8 ]
  • [ 4773-96-0 ]
  • [ 929635-04-1 ]
  • [ 929635-04-1 ]
YieldReaction ConditionsOperation in experiment
In ethanol; water;Product distribution / selectivity; Example 2: Preparation of <strong>[4773-96-0]mangiferin</strong> monosodiumMangiferin 42.2(0. lmol) is suspended in the mixture of water 1800ml and ethanol 600ml in reactor, mixing round adequately. Sodium bicarbonate 8.4g(0.1mol) is dissolved in water ,the concentration is 0.5%( w/v) . The solution of sodium bicarbonate is added slowly into the <strong>[4773-96-0]mangiferin</strong> suspended solution while mixing round until the solution is clear , then the reaction solution is filtrated, appropriate quantity ethanol-ethyl acetate(l :1.5 v/v) is added into the reaction solution, mixing round adequately . A lot of deposition is come into being, the reaction solution is filtrated to get the depositon, the solid substance is heated up no excess 60C to dry . The yellow substance is <strong>[4773-96-0]mangiferin</strong> monosodium. Its weight is 31.2g, the productivity is 74%. The purity of <strong>[4773-96-0]mangiferin</strong> monosodium is 98.6% detected by HPLC.
  • 21
  • [ 497-19-8 ]
  • [ 4773-96-0 ]
  • [ 929635-04-1 ]
  • [ 929635-04-1 ]
YieldReaction ConditionsOperation in experiment
In ethanol; water;Product distribution / selectivity; Example 3: Preparation of <strong>[4773-96-0]mangiferin</strong> monosodiumMangiferin 42.2(0. lmol) is suspend in the mixture of water 1800ml and ethanol 900ml in reactor ,mixing round adequately. Sodium carbonate 5.30g(0.05mol) is dissolved in water , the concentration is 0.5%( w/v ) . The solution of sodium carbonate is added slowly into the <strong>[4773-96-0]mangiferin</strong> suspended solution while mixing round until the solution is clear , then the reaction solution is filtrated, appropriate quantity actone is added into the reaction solution, mixing round adequately . A lot of deposition is come into being , the reaction solution is filtrated to get the depositon, the solid substance is heated up not excess 60C to dry .the yellow substance is <strong>[4773-96-0]mangiferin</strong> monosodium. Its weight is 31.4g, the productivity is 74.5%. The purity of <strong>[4773-96-0]mangiferin</strong> monosodium is 98.5% detected by HPLC.
  • 22
  • calcium hydroxide [ No CAS ]
  • [ 4773-96-0 ]
  • mangiferin calcium [ No CAS ]
YieldReaction ConditionsOperation in experiment
In dimethyl sulfoxide; glycerol;Product distribution / selectivity; Example 12: Preparation of <strong>[4773-96-0]mangiferin</strong> calcium <strong>[4773-96-0]mangiferin</strong> 4.2g(0.01mol) is dissolved into 50ml DMSO, calcium hydroxide 0.37g(0.005mol) is dissolved in 8Og glycerol, calcium hydroxide solution is added slowly into <strong>[4773-96-0]mangiferin</strong> solution while mixing round, mixing round until it reacte completely. Appropriate quantity ethanol is added into the reaction solution, mixing round adequately. A lot of deposition is come into being in solution. The reaction solution is filtrated to get the depositon . This deposition is heated up no excess 600C to dry. The yellow green solid substance is <strong>[4773-96-0]mangiferin</strong> calcium. Its weight is 3.8g, the productivity is 90.4%. The purity of <strong>[4773-96-0]mangiferin</strong> monopotassium is 71.2% detected by HPLC. Example 13: Preparation of <strong>[4773-96-0]mangiferin</strong> calcium <strong>[4773-96-0]mangiferin</strong> 4.2g(0.01mol)is dissolved into 80ml DMSO, calcium hydroxide 1.48g(0.02mol) is dissolved in 20Og glycerol, calcium hydroxide solution is added slowly into <strong>[4773-96-0]mangiferin</strong> solution while mixing round , mixing round until it reacte completely. Appropriate quantity ethanol is added into the reaction solution, mixing round adequately . A lot of deposition is come into being in solution. The reaction solution is filtrated to get the depositon. This deposition is heated up no excess 60 C to dry. The yellow green solid substance is <strong>[4773-96-0]mangiferin</strong> calcium. Its weight is 3.83g, the productivity is 91.2%. The purity of <strong>[4773-96-0]mangiferin</strong> monopotassium is 63.8% detected by HPLC.
  • 23
  • [ 298-14-6 ]
  • [ 4773-96-0 ]
  • [ 1158716-92-7 ]
  • [ 1158716-92-7 ]
YieldReaction ConditionsOperation in experiment
In methanol; water;Product distribution / selectivity; Example 5: Preparation of <strong>[4773-96-0]mangiferin</strong> monopotassiumMangiferin 42.2(0. lmol) is suspended in the mixture of water 1000ml and methanol 1000ml in reactor ,mixing round adequately. Potassium bicarbonate 10.0g(0. lmol) is dissolved in water , the concentration is 0.1 %( w/v) . The solution of potassium bicarbonate is added slowly into the <strong>[4773-96-0]mangiferin</strong> suspended solution while mixing round until the solution is clear , then the reaction solution is filtrated, appropriate quantity ethanol-dichloroform (7: 1 v/v) is added into the reaction solution, mixing round adequately . A lot of deposition is come into being , the reaction solution is filtrated to get the depositon, the solid substance is heated up no excess 60 C to dry .The yellow substance is <strong>[4773-96-0]mangiferin</strong> monopotassium . Its weight is 31.7g, the productivity is 75%. The purity of <strong>[4773-96-0]mangiferin</strong> monopotassium is 98.7% detected by HPLC.
  • 24
  • [ 4773-96-0 ]
  • [ 1158716-92-7 ]
  • [ 1158716-92-7 ]
YieldReaction ConditionsOperation in experiment
In methanol; water;Product distribution / selectivity; Example 6: Preparation of <strong>[4773-96-0]mangiferin</strong> monosodiumMangiferin 42.2(0. lmol) is suspended in the mixture of water 1800ml and methanol 900ml in reactor ,mixing round adequately. Sodium carbonate 5.30g(0.05mol) is dissolved in water , the concentration is 5%( w/v) . The solution of sodium carbonate is added slowly into the <strong>[4773-96-0]mangiferin</strong> suspended solution while mixing round until the solution is clear , then the reaction solution is filtrated, appropriate quantity ethyl acetate is added into the reaction solution, mixing round adequately . A lot of deposition is come into being , the reaction solution is filtrated to get the depositon, the solid substance is heated up no excess 60C to dry .The yellow substance is <strong>[4773-96-0]mangiferin</strong> monopotassium . Its weight is 32.3g, the productivity is76.5%. The purity of <strong>[4773-96-0]mangiferin</strong> monopotassium is 98.5% detected by HPLC.
  • 25
  • [ 108-05-4 ]
  • [ 4773-96-0 ]
  • 6′-O-acetyl mangiferin [ No CAS ]
  • 26
  • [ 123-20-6 ]
  • [ 4773-96-0 ]
  • [ 1231632-28-2 ]
  • 27
  • [ 3050-69-9 ]
  • [ 4773-96-0 ]
  • [ 1231632-30-6 ]
  • 28
  • [ 818-44-0 ]
  • [ 4773-96-0 ]
  • [ 1231632-32-8 ]
  • 29
  • [ 4704-31-8 ]
  • [ 4773-96-0 ]
  • [ 1231632-33-9 ]
  • 30
  • [ 2146-71-6 ]
  • [ 4773-96-0 ]
  • [ 1231632-36-2 ]
  • 31
  • [ 1239694-50-8 ]
  • [ 4773-96-0 ]
  • 32
  • C19H18O11*C42H70O35 [ No CAS ]
  • [ 4773-96-0 ]
  • [ 7585-39-9 ]
  • 33
  • [ 4773-96-0 ]
  • [ 7585-39-9 ]
  • C19H18O11*C42H70O35 [ No CAS ]
  • 34
  • [ 4773-96-0 ]
  • mangiferin 2',3,3',4',6,6',7-O-heptasulfate [ No CAS ]
  • 35
  • [ 4773-96-0 ]
  • [ 1314004-00-6 ]
  • 36
  • [ 4773-96-0 ]
  • C19H14O23S4(4-)*4Na(1+) [ No CAS ]
  • 37
  • [ 4773-96-0 ]
  • C19H11O32S7(7-)*7Na(1+) [ No CAS ]
  • 38
  • [ 4773-96-0 ]
  • [ 57-50-1 ]
  • β-D-fructofuranosyl(2→6)mangiferin [ No CAS ]
  • β-D-difructofuranosyl(2→6)mangiferin [ No CAS ]
  • β-D-trifructofuranosyl(2→6)mangiferin [ No CAS ]
  • 39
  • [ 4773-96-0 ]
  • [ 57-50-1 ]
  • β-D-fructofuranosyl(2→6)mangiferin [ No CAS ]
  • C31H38O21 [ No CAS ]
YieldReaction ConditionsOperation in experiment
158.5 g; 39.1 g With Arthrobacter nicotianae XM6 fructosylating enzyme liquor; In aq. phosphate buffer; at 30℃; for 360.0h;pH 6.86;Enzymatic reaction; Add 600 mL of supernatant enzyme liquor into a 5 L fermenting tank with total volume of 3000 mL of 1/15 mol/L phosphate buffer (pH6.86) containing 62.7 g/L of <strong>[4773-96-0]mangiferin</strong> (purchased from Nanjing Zelang Medical Science and Technology Co., Ltd.), 200 g/L of cane sugar, for <strong>[4773-96-0]mangiferin</strong> glycosylating reaction at 30 C. and 300 rpm, after 360 hours, heat it for 2 hours at 45 C. to terminate the transformation reaction. The transformed liquid is determined with HPLC as: containing monofructosyl-beta-(2,6)-<strong>[4773-96-0]mangiferin</strong> of 63.0 g/L, and bifructosyl-beta-(2,6)-<strong>[4773-96-0]mangiferin</strong> of 15.7 g/L, so the fructosylated <strong>[4773-96-0]mangiferin</strong> transformation rate is as high as 87%. As shown in FIG. 1, it is <strong>[4773-96-0]mangiferin</strong> with a retaining time of 14.781 min, monofructosyl-beta-(2,6)-<strong>[4773-96-0]mangiferin</strong> with a retaining time of 8.951 min and bifructosyl-beta-(2,6)-<strong>[4773-96-0]mangiferin</strong> with a retaining time of 5.541 min.The said transformed liquid containing fructosylated <strong>[4773-96-0]mangiferin</strong> is absorbed with AB-8 macroporous resin (with a chromatographic column of 40×600 mm, at a flow rate of 10 mL/min), then the remaining glycosyl donor is washed off with pH44.5 distilled water (the pH regulated with glacial acetic acid) at a volume 10 times the column bed volume, followed by gradient elution with 5%-30% methanol solution, to obtain fructosylated <strong>[4773-96-0]mangiferin</strong> (with purity >97%), and finally the pigment and <strong>[4773-96-0]mangiferin</strong> are washed off with 100% methanol.The fructosylated <strong>[4773-96-0]mangiferin</strong> with purity >97% is dried by rotary evaporation at 45 C. or freezing, to obtain monofructosyl-beta-(2,6)-<strong>[4773-96-0]mangiferin</strong> powder or crystal of 158.5 g, and bifructosyl-beta-(2,6)-<strong>[4773-96-0]mangiferin</strong> powder or crystal of 39.1 g.
  • 43
  • [ 4773-96-0 ]
  • C40H36BO22 [ No CAS ]
  • 44
  • [ 4773-96-0 ]
  • [ 21794-66-1 ]
  • 45
  • [ 11113-50-1 ]
  • [ 4773-96-0 ]
  • C38H32BO22 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In methanol; at 20℃; for 1.0h; Referred to as formula II takes 4.22g (0.01mol) and 1.24g (0.02mol) of boric acid were dissolved in 200ml of anhydrous methanol was stirred at room temperature for 1 hour. To the reaction mixture was added 1.76g (0.02mol) of potassium carbonate, 3.60g (0.04mol) of dimethyl carbonate, and the mixture was heated to 60 , after stirring for 10 hours the reaction was allowed to cool, the reaction solution was concentrated to a yellow solid was precipitated, filtered , washed with deionized water and dried to obtain 4.09g yellow powder, is a compound of formula IV, yield was 91.9%.
  • 46
  • [ 67-56-1 ]
  • [ 4773-96-0 ]
  • mangiferdiol [ No CAS ]
  • mangiferinol [ No CAS ]
  • isomangiferinol [ No CAS ]
YieldReaction ConditionsOperation in experiment
40.7 mg; 5.9 mg; 14.1 mg Irradiation; A sample solution of <strong>[4773-96-0]mangiferin</strong> (500 mg) in MeOH(300 mL) in chapped vials was irradiated with 50 kGy(absorbed dose). The dried irradiated sample were successivelymonitored by reversed-phase HPLC analysisand showed significant enhanced inhibitory activitywith an IC50 value of 107.1 ± 2.1 mug/mL against NOproduction in LPS-stimulated RAW 264.7 macrophagecells using a previously reported method.9) A part ofirradiated sample (300 mg) was directly subjected tocolumn chromatography over a YMC GEL ODS AQ120-50S column (1.5 cm i.d. × 40 cm) with H2O containingincreasing amounts of MeOH in a stepwisegradient to yield pure new compounds 2 (40.7 mg, tR7.2 min), 3 (5.9 mg, tR 9.5 min), and 4 (14.1 mg,tR 10.3 min) (Fig. 1). Reversed-phase HPLC analysiswas carried out on a YMC-Pack ODS A-302 column(4.6 mm i.d. × 150 mm; YMC Co., Ltd.) and the solventsystem consisted of a linear gradient that startedwith MeCN in 0.1% HCOOH/H2O (detection: UV280 nm; flow rate: 1.0 ml/min; at 40 C), increased to50% MeCN over 15 min, and then increased to 100%MeCN over 20 min.
  • 47
  • copper(II) nitrate trihydrate [ No CAS ]
  • [ 7732-18-5 ]
  • [ 4773-96-0 ]
  • C19H20CuO13*5H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
46% With triethylamine; In ethanol; at 65℃; for 5.0h;pH 7.5; H-MF (0.2 mmol,0.085 g) was dissolved in ethanol (10 mL) and water (6 mL) and the solution was adjusted to pH 7.5 by addition of triethylamine,yielding a clear yellow solution. Cu(NO3)2·3H2O (0.2 mmol,0.049 g), dissolved in 6 mL ethanol, was added dropwise to thissolution. The mixed solution was stirred at 65 C for 5 hours, and 1precipitated as a green powder. The product was filtered and washedwith anhydrous ethanol before being dried in vacuo overnight.Yield: 46%; m.p.: >300 C decomposed; main IR peaks (KBr,cm-1): 3419 (s, vO-H), 3078 (m, vAr-H), 1611 (vs, vC=O), 1588 (vs, vC=C),1085 (m, vC-O-C), 618 (w, rW(H2O)), 520 (w, vCu-O); Anal. calcd forC19H30CuO18: C, 37.41; H, 4.96; found: C, 37.36; H, 4.90%; ESI-MS:m/z (-MS) 500.18 [Cu(MF)(OH)-H]-, 421.11 [MF]-; Solubility:0.8 g/100 g H2O.
  • 48
  • zinc(II) nitrate hexahydrate [ No CAS ]
  • [ 7732-18-5 ]
  • [ 4773-96-0 ]
  • C19H20O13Zn*4H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
40% With triethylamine; In methanol; ethanol; at 65℃; for 6.0h;pH 7.5; H-MF (0.2 mmol,0.085 g) was dissolved in methanol (10 mL) and water (4 mL) andthe solution was adjusted to pH 7.5 by addition of triethylamine,yielding a clear yellow solution. Zn(NO3)2·6H2O (0.2 mmol,0.060 g) dissolved in ethanol (6 mL) was added dropwise to thissolution. The mixed solution was stirred at 65 C for 6 hours, anda yellow precipitate formed. The product was filtered and washedwith anhydrous methanol before being dried in vacuo. Yield:40%; m.p.: >300 C decomposed; main IR peaks (KBr, cm-1):3394 (s, vO-H), 3078 (m, vAr-H), 1610 (vs, vC=O), 1565 (vs, vC=C),1081 (m, vC-O-C), 610 (w, rW(H2O)), 515 (w, vZn-O); Anal. calcd forC19H28ZnO17: C, 38.43; H, 4.75; found; C, 38.39; H, 4.67%; ESIMS:m/z (-MS) 519.00 [Zn(MF)(OH)(H2O)-H]-, 421.13 [MF]-;Solubility: 0.25 g/100 g H2O.
  • 49
  • [ 4291-69-4 ]
  • [ 4773-96-0 ]
  • 50
  • [ 604-69-3 ]
  • [ 4773-96-0 ]
  • 51
  • [ 80300-30-7 ]
  • [ 4773-96-0 ]
  • 52
  • [ 533-73-3 ]
  • [ 4773-96-0 ]
  • 53
  • [ 156862-15-6 ]
  • [ 4773-96-0 ]
  • 54
  • 1-bromo-2,4,5-tris(methoxymethoxy)benzene [ No CAS ]
  • [ 4773-96-0 ]
  • 55
  • [ 115130-39-7 ]
  • [ 4773-96-0 ]
  • 56
  • [ 28244-94-2 ]
  • [ 4773-96-0 ]
  • 57
  • 2,4,6-tri-O-benzyl-3-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)benzaldehyde [ No CAS ]
  • [ 4773-96-0 ]
  • 58
  • C74H76O15 [ No CAS ]
  • [ 4773-96-0 ]
  • 59
  • 2,4,6-tribenzyloxy-3-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2′,4′,5′-tris(methoxymethoxy)benzophenone [ No CAS ]
  • [ 4773-96-0 ]
  • 60
  • 2,4,6-tribenzyloxy-3-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2′,4′,5′-trihydroxybenzophenone [ No CAS ]
  • [ 4773-96-0 ]
  • 61
  • 2,4,6-tribenzyloxy-3-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2′-hydroxy-4′,5′-bis(methoxymethoxy)benzophenone [ No CAS ]
  • [ 4773-96-0 ]
  • 62
  • 1,3-di-O-benzyl-2-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-6,7-di-O-methoxymethylxanthone [ No CAS ]
  • [ 4773-96-0 ]
  • 63
  • 1,6,7-trihydroxy-2-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-3-O-benzylxanthone [ No CAS ]
  • [ 4773-96-0 ]
  • 64
  • [ 1152-39-2 ]
  • [ 4773-96-0 ]
  • 65
  • [ 131531-76-5 ]
  • [ 4773-96-0 ]
  • 66
  • [ 4773-96-0 ]
  • mangiferin-6-O-potassium salt [ No CAS ]
YieldReaction ConditionsOperation in experiment
60.2% With potassium carbonate; In water; dimethyl sulfoxide; at 60℃; 1700 ml 10 water was added into a reactor and 0.05 mol 11 potassium carbonate was dissolved in water to yield a solution of potassium carbonate having a concentration of 0.8% (w/v). 0.1 mol 4 <strong>[4773-96-0]mangiferin</strong> (42.2 g) was dissolved in 42 ml 12 DMSO (the ratio of <strong>[4773-96-0]mangiferin</strong> to DMSO was 1:1 (w/v)) then heated to yield potassium carbonate, and stirred sufficiently at 60 C. to for complete reaction. The resulted solution was filtrated. When the temperature of resulted solution fell to 40 C., 2 times volume 6 acetone was added and the solution was stirred sufficiently. Subsequently, a lot of precipitate was produced. The resulted solution was filtrated to yield the precipitate and the 13 precipitate was washed adequately by ethanol. Then the precipitate was vacuum dried at 50 C. and crushed to yield 25.3 g faint-yellow <strong>[4773-96-0]mangiferin</strong>-6-O-sodium salt powder. The productivity was 60.2%, and the purity of the product was 98.3% as detected by HPLC.
  • 67
  • [ 4773-96-0 ]
  • mangiferin-6-O-sodium salt [ No CAS ]
YieldReaction ConditionsOperation in experiment
50.5% With sodium hydrogencarbonate; In water; dimethyl sulfoxide; at 85℃; 1700 ml water was added in a reactor and 0.1 mol sodium bicarbonate was dissolved in water to yield a solution of sodium bicarbonate having a concentration of 0.5% (w/v). 0.1 mol <strong>[4773-96-0]mangiferin</strong> (42.2 g) was dissolved in 85 ml DMSO (the ratio of <strong>[4773-96-0]mangiferin</strong> to DMSO is 1:2 (w/v)), heated and dissolved to yield a <strong>[4773-96-0]mangiferin</strong> solution. The 4 <strong>[4773-96-0]mangiferin</strong> solution was added slowly to the solution of 5 sodium bicarbonate, and stirred sufficiently at 85 C. for complete reaction. Then, the resulted solution was filtrated. When the temperature of resulted solution fell to the room temperature, 2 times volume 6 acetone was added to the solution and stirred sufficiently. Subsequently, a lot of precipitation was produced. The resulted solution was filtrated to yield the precipitate and the 7 precipitate was washed adequately by ethanol. Then, the precipitate was vacuum dried at 40 C. and crushed to yield 21.3 g faint-yellow <strong>[4773-96-0]mangiferin</strong>-6-O-sodium salt powder. The productivity was 50.5%, and the purity of the product was 98.6% as detected by HPLC. The data of the <strong>[4773-96-0]mangiferin</strong>-6-O-sodium salt is as follows: 1HNMR (400 MHz, DMSO-d6) delta: 4.60 (H-1?), 6.01 (H-5), 6.10 (H-4), 6.96 (H-8); 13CNMR (400 MHz, DMSO-d6) (deltappm): 162.43 (C-1), 106.82 (C-2), 161.56 (C-3), 93.50 (C-4), 157.12 (C-4a), 101.06 (C-4b), 99.53 C-5), 161.56 (C-6), 147.08 (C-7), 103.75 (C-8), 106.83 (C-8a), 154.28 (C-8b), 176.63 (C-9), 73.67 (C-1?), 70.24 (C-2?), 79.19 (C-3?), 70.24 (C-4?), 81.05 (C-5?), 60.97 (C-6?).
  • 68
  • [ 4773-96-0 ]
  • [ 1609192-27-9 ]
  • 69
  • [ 4773-96-0 ]
  • 2-C-(2,3,4,6-O-tetraacetyl-β-D-glucosyl)-1,3,6-triallyloxy-7-acetoxyxanthone [ No CAS ]
  • 70
  • [ 4773-96-0 ]
  • 2-C-(2,3,4,6-O-tetraacetyl-β-D-glucosyl)-1,3,6-tri(p-methoxybenzyloxy)-7-acetoxyxanthone [ No CAS ]
  • 71
  • [ 4773-96-0 ]
  • 2-C-(2,3,4,6-O-tetraacetyl-β-D-glucosyl)-1,3,6-triallyloxy-7-hydroxyxanthone [ No CAS ]
  • 72
  • [ 4773-96-0 ]
  • 2-C-(2,3,4,6-O-tetraacetyl-β-D-glucosyl)-7-hydroxy-1,3,6-tri(p-methoxybenzyloxy)xanthone [ No CAS ]
  • 73
  • [ 4773-96-0 ]
  • 2-C-(2,3,4,6-O-tetraacetyl-β-D-glucosyl)-7-O-(2,3,4,6-O-tetraacetyl-β-D-glucosyl)-1,3,6-triallyloxyxanthone [ No CAS ]
  • 74
  • [ 4773-96-0 ]
  • [ 1609192-26-8 ]
  • 75
  • [ 108-24-7 ]
  • [ 4773-96-0 ]
  • 2-β-D-tetraacetoxyglucopyranosyl-1,6,7-triacetoxy-3-hydroxy-9H-xanthen-9-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
93.6% With sodium acetate; acetic acid; at 120℃; for 3.5h; <strong>[4773-96-0]mangiferin</strong> 5 g (11.84 mmol), sodium acetate 8.16 g (99.46 mmol, 8.4 eq) added to 20 ml acetic acid, heated to 120 C with stirring, to wherein the instillment second grade anhydride 10 ml (105.79 mmol, 8.9 eq), reflux reaction 3 h copolyesters of acetic anhydride 2 ml (21.16 mmol, 1.8 eq), continue to reaction 0.5 h. The end of the reaction the reaction liquid is poured into 200 ml ice water, stirring precipitated solid, filtered, the filter cake is dissolved in methylene chloride, saturated aqueous solution of sodium bicarbonate washing 3 times, washing 3 times, saturated sodium chloride aqueous solution washing 3 times, dried with anhydrous sodium sulfate, concentrated, pumping dry to get the yellow solid 7.94 g, yield 93.6%.
  • 76
  • [ 4773-96-0 ]
  • mangiferin-6-O-calcium salt [ No CAS ]
YieldReaction ConditionsOperation in experiment
74.5% 1680 ml of water was added into a reactor, and 0.1 mol of sodium hydrogen carbonate was added into the water to formulate a solution of the sodium hydrogen carbonate having a concentration of 0.5% (w/v); 0.1 mol of <strong>[4773-96-0]mangiferin</strong> (with the content of 95%) was added into 85 ml of DMSO (a ratio of the <strong>[4773-96-0]mangiferin</strong> to the DMSO was 1:2 (w/v)) and then heated and dissolved to formulate a solution of the <strong>[4773-96-0]mangiferin</strong>; the solution of the <strong>[4773-96-0]mangiferin</strong> was slowly added into the solution of the sodium hydrogen carbonate and sufficiently stirred, a temperature thereof was maintained at 85 C. for full reaction, and a resulted product was filtered for future use; 0.05 mol of anhydrous calcium chloride was weighed and added into 500 ml of water and dissolved therein, a solution of the calcium chloride was added into a reacted solution of the <strong>[4773-96-0]mangiferin</strong> and sufficiently stirred, the temperature was lowered to yield a precipitate, the temperature was then lowered to the room temperature, the precipitate was stood still overnight, and the reacted liquid was filtered; a resulted precipitate was added into hot water and dissolved therein, and then filtered, the temperature of a filtrate was lowered to yield a precipitate, the precipitate was then placed still at the room temperature overnight and filtered, the precipitate was vacuum dried at 60 C. and ground to yield the <strong>[4773-96-0]mangiferin</strong>-6-O-calcium salt in the form of a light yellow powder. A yield rate was 74.5%, and a sample purity was 99.5% through a high performance liquid chromatography (HPLC) measurement.
  • 77
  • [ 4773-96-0 ]
  • mangiferin-6-O-berberine salt [ No CAS ]
  • 78
  • [ 89415-43-0 ]
  • [ 4773-96-0 ]
  • C25H22BNO11 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With magnesium sulfate; In dichloromethane; at 20℃; The preparation method of <strong>[4773-96-0]mangiferin</strong> cholic acid derivative includes the following steps:(1) Mangiferin and p-aminophenylboronic acid are fed in 1: 1 equivalent amounts, using anhydrous magnesium sulfate as a catalyst, and reacting in an anhydrous organic solvent, and stirring and reacting at room temperature. The reaction process is detected by thin-layer chromatography; After the filtration, freeze-dry and recrystallize with DMSO to obtain the primary product;
Same Skeleton Products
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