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6147-11-1 Usage

Description

α-Mangostin (6147-11-1) is a xanthone natural product that has historically been used in traditional folk medicine.1 It is a potent agonist of human STING (Stimulator of Interferon Genes) and also weakly activates mouse STING.2 Induces IFN-β production and repolarizes human monocyte-derived M2 macrophages to M1. Improves insulin secretion and protects INS-1 cells from streptozotocin-induced damage.3 Suppresses the metastasis of human renal carcinoma cells.4 Synergizes with kinase inhibitors in suppression of proliferation of SK-MEL-2 malignant melanoma cells.5

Chemical Properties

Yellow Crystalline Solid

Uses

Different sources of media describe the Uses of 6147-11-1 differently. You can refer to the following data:
1. It was isolated from Garcinia mangostana Linn (Guttiferae). It is an anti-inflammatory agent
2. antifungal, antilarval
3. α-Mangostin has been used:to study its protective effect against oxidative stress mediated-retinal cell deathto study its role as an antigenotoxic agent in DNA protection against oxidative damageto understand its anti-bacterial activity against Staphylococcus epidermidis?RP62A

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Biochem/physiol Actions

Xanthone derivative isolated from mangosteen (Garcinia mangostana). Antioxidant and anti-inflammatory. α-mangostin has been shown to induce apoptosis via the mitochondrial pathway, reduce cell proliferation and inhibit tumorigenesis.

References

1) Mohan et al. (2018), An anti-inflammatory molecular mechanism of action of α-mangostin, the major xanthone from the pericarp of Garcinia mangostana: an in silico, in vitro and in vivo approach; Food Funct., 9 3860 2) Zhang et al. (2018), Identification of α-Mangostin as an Agonist of Human STING; Chem. Med. Chem.,?13 2057 3) Lee et al. (2018), Alpha-Mangostin Improves Insulin Secretion and Protects INS-1 Cells from Streptozotocin-induced Damage; J. Mol. Sci., 19 E1484 4) Chen et al. (2017), Alpha-Mangostin Suppresses the Metastasis of Human renal Carcinoma Cells by Targeting MEK/ERK Expression and MMP-9 Transcription Activity; Cell Physiol. Biochem., 44 1460 5) Xia and Sun (2018), Synergistic inhibition of cell proliferation by combined targeting with kinase inhibitors and dietary xanthone is a promising strategy for melanoma treatment; Clin. Exp. Dermatol., 43 149

Check Digit Verification of cas no

The CAS Registry Mumber 6147-11-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,1,4 and 7 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 6147-11:
(6*6)+(5*1)+(4*4)+(3*7)+(2*1)+(1*1)=81
81 % 10 = 1
So 6147-11-1 is a valid CAS Registry Number.
InChI:InChI=1/C24H26O6/c1-12(2)6-8-14-16(25)10-19-21(22(14)27)23(28)20-15(9-7-13(3)4)24(29-5)17(26)11-18(20)30-19/h6-7,10-11,25-27H,8-9H2,1-5H3

6147-11-1 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Detail
  • TCI America

  • (M2793)  α-Mangostin  >97.0%(HPLC)

  • 6147-11-1

  • 10mg

  • 690.00CNY

  • Detail
  • TCI America

  • (M2793)  α-Mangostin  >97.0%(HPLC)

  • 6147-11-1

  • 100mg

  • 3,990.00CNY

  • Detail

6147-11-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name α-mangostin

1.2 Other means of identification

Product number -
Other names 1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-enyl)xanthen-9-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6147-11-1 SDS

6147-11-1Synthetic route

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Concentration; Reagent/catalyst; Solvent; Reflux;57.1%
With potassium hydroxide
dimethylmangostin
15404-76-9

dimethylmangostin

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
With 1-thiopropane; sodium hydride In N,N-dimethyl-formamide for 6h; Inert atmosphere; Reflux;60%
With sodium methylate In dimethyl sulfoxide for 6h; Reflux; Inert atmosphere;59.8%
1,3,6-tri-O-acetyl-α-mangostin
107389-90-2

1,3,6-tri-O-acetyl-α-mangostin

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Concentration; Reagent/catalyst; Solvent; Reflux;57.1%
With potassium hydroxide
6,8-dihydroxy-2-methoxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthen-3-yl acetate
31271-10-0

6,8-dihydroxy-2-methoxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthen-3-yl acetate

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Reflux;50.4%
1,3-dihydroxy-6-O-benzoyl-7-methoxy-2,8-bis(3-methyl-2-butenyl)-9-xanthone
1140525-42-3

1,3-dihydroxy-6-O-benzoyl-7-methoxy-2,8-bis(3-methyl-2-butenyl)-9-xanthone

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
With sodium hydroxide In water for 1h; Reflux;44%
[4,6-dihydroxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-[4,6-dihydroxy-3-methoxy-2-(3-methyl-but-2-enyl)-phenyl]-methanone
426820-49-7

[4,6-dihydroxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-[4,6-dihydroxy-3-methoxy-2-(3-methyl-but-2-enyl)-phenyl]-methanone

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Stage #1: [4,6-dihydroxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-[4,6-dihydroxy-3-methoxy-2-(3-methyl-but-2-enyl)-phenyl]-methanone With tetrachloromethane; triphenylphosphine In tetrahydrofuran at 20℃;
Stage #2: With silica gel
43%
3,6-di-O-benzoyl-α-mangostin
1449384-89-7

3,6-di-O-benzoyl-α-mangostin

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Reflux;40%
3,5-dihydroxyphenol
108-73-6

3,5-dihydroxyphenol

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 14 steps
1.1: 96 percent / NaH / dimethylformamide / 20 °C
2.1: nBuLi
2.2: 89 percent / tetrahydrofuran / 0 °C
3.1: nBuLi
3.2: 95 percent / tetrahydrofuran / 0 °C
4.1: 100 percent / CSA; MeOH / 60 °C
5.1: 100 percent / DMAP; Et3N / dimethylformamide / 20 °C
6.1: 78 percent / DIBAL-H / toluene / -78 °C
7.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
8.1: 65 percent / NaH / CH2Cl2 / 20 °C
9.1: 100 percent / TBAF / tetrahydrofuran / 0 °C
10.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
11.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
12.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
13.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
14.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
14.2: 43 percent / silica gel
View Scheme
2,4-bis(benzyloxy)phenol
6195-80-8

2,4-bis(benzyloxy)phenol

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: 84 percent / Br2 / CHCl3 / 20 °C
2.1: 80 percent / K2CO3 / dimethylformamide / 20 °C
3.1: 73 percent / 160 °C
4.1: 87 percent / K2CO3 / dimethylformamide / 20 °C
5.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C
6.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C
7.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
8.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
9.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
10.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
10.2: 43 percent / silica gel
View Scheme
2,4-dibenzyloxybenzaldehyde
13246-46-3

2,4-dibenzyloxybenzaldehyde

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1.1: mCPBA / CH2Cl2 / 20 °C
2.1: HCl / methanol / 20 °C
3.1: 84 percent / Br2 / CHCl3 / 20 °C
4.1: 80 percent / K2CO3 / dimethylformamide / 20 °C
5.1: 73 percent / 160 °C
6.1: 87 percent / K2CO3 / dimethylformamide / 20 °C
7.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C
8.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C
9.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
10.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
11.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
12.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
12.2: 43 percent / silica gel
View Scheme
1,3,5-tris(methoxymethoxy)benzene
120677-47-6

1,3,5-tris(methoxymethoxy)benzene

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 13 steps
1.1: nBuLi
1.2: 89 percent / tetrahydrofuran / 0 °C
2.1: nBuLi
2.2: 95 percent / tetrahydrofuran / 0 °C
3.1: 100 percent / CSA; MeOH / 60 °C
4.1: 100 percent / DMAP; Et3N / dimethylformamide / 20 °C
5.1: 78 percent / DIBAL-H / toluene / -78 °C
6.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
7.1: 65 percent / NaH / CH2Cl2 / 20 °C
8.1: 100 percent / TBAF / tetrahydrofuran / 0 °C
9.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
10.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
11.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
12.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
13.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
13.2: 43 percent / silica gel
View Scheme
2,4-Dihydroxybenzaldehyde
95-01-2

2,4-Dihydroxybenzaldehyde

Me-X (X=Br or Cl)

Me-X (X=Br or Cl)

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 13 steps
1.1: 96 percent / K2CO3 / dimethylformamide / 20 °C
2.1: mCPBA / CH2Cl2 / 20 °C
3.1: HCl / methanol / 20 °C
4.1: 84 percent / Br2 / CHCl3 / 20 °C
5.1: 80 percent / K2CO3 / dimethylformamide / 20 °C
6.1: 73 percent / 160 °C
7.1: 87 percent / K2CO3 / dimethylformamide / 20 °C
8.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C
9.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C
10.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
11.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
12.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
13.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
13.2: 43 percent / silica gel
View Scheme
4,6-dihydroxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde
426820-54-4

4,6-dihydroxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
2.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
3.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
4.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
5.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
5.2: 43 percent / silica gel
View Scheme
formic acid 2,4-bis-benzyloxy-phenyl ester

formic acid 2,4-bis-benzyloxy-phenyl ester

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1.1: HCl / methanol / 20 °C
2.1: 84 percent / Br2 / CHCl3 / 20 °C
3.1: 80 percent / K2CO3 / dimethylformamide / 20 °C
4.1: 73 percent / 160 °C
5.1: 87 percent / K2CO3 / dimethylformamide / 20 °C
6.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C
7.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C
8.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
9.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
10.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
11.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
11.2: 43 percent / silica gel
View Scheme
1,3,5-tris-methoxymethoxy-2-(3-methyl-but-2-enyl)-benzene
426820-42-0

1,3,5-tris-methoxymethoxy-2-(3-methyl-but-2-enyl)-benzene

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1.1: nBuLi
1.2: 95 percent / tetrahydrofuran / 0 °C
2.1: 100 percent / CSA; MeOH / 60 °C
3.1: 100 percent / DMAP; Et3N / dimethylformamide / 20 °C
4.1: 78 percent / DIBAL-H / toluene / -78 °C
5.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
6.1: 65 percent / NaH / CH2Cl2 / 20 °C
7.1: 100 percent / TBAF / tetrahydrofuran / 0 °C
8.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
9.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
10.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
11.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
12.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
12.2: 43 percent / silica gel
View Scheme
2,4,6-trihydroxy-3-(3-methyl-but-2-enyl)-benzoic acid ethyl ester

2,4,6-trihydroxy-3-(3-methyl-but-2-enyl)-benzoic acid ethyl ester

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: 100 percent / DMAP; Et3N / dimethylformamide / 20 °C
2.1: 78 percent / DIBAL-H / toluene / -78 °C
3.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
4.1: 65 percent / NaH / CH2Cl2 / 20 °C
5.1: 100 percent / TBAF / tetrahydrofuran / 0 °C
6.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
7.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
8.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
9.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
10.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
10.2: 43 percent / silica gel
View Scheme
2,4-bis-benzyloxy-5-bromo-phenol
426820-51-1

2,4-bis-benzyloxy-5-bromo-phenol

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: 80 percent / K2CO3 / dimethylformamide / 20 °C
2.1: 73 percent / 160 °C
3.1: 87 percent / K2CO3 / dimethylformamide / 20 °C
4.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C
5.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C
6.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
7.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
8.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
9.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
9.2: 43 percent / silica gel
View Scheme
1-Allyloxy-2,4-bis-benzyloxy-5-bromo-benzene
426820-39-5

1-Allyloxy-2,4-bis-benzyloxy-5-bromo-benzene

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: 73 percent / 160 °C
2.1: 87 percent / K2CO3 / dimethylformamide / 20 °C
3.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C
4.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C
5.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
6.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
7.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
8.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
8.2: 43 percent / silica gel
View Scheme
(3,5-bis-benzyloxy-2-bromo-6-methoxy-phenyl)-acetaldehyde
426820-52-2

(3,5-bis-benzyloxy-2-bromo-6-methoxy-phenyl)-acetaldehyde

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C
2.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
3.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
4.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
5.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
5.2: 43 percent / silica gel
View Scheme
2-allyl-4,6-bis-benzyloxy-3-bromo-phenol
426820-56-6

2-allyl-4,6-bis-benzyloxy-3-bromo-phenol

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: 87 percent / K2CO3 / dimethylformamide / 20 °C
2.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C
3.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C
4.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
5.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
6.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
7.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
7.2: 43 percent / silica gel
View Scheme
3-Allyl-1,5-bis-benzyloxy-2-bromo-4-methoxy-benzene
426820-40-8

3-Allyl-1,5-bis-benzyloxy-2-bromo-4-methoxy-benzene

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C
2.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C
3.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
4.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
5.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
6.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
6.2: 43 percent / silica gel
View Scheme
2,4,6-tris-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzoic acid ethyl ester
426820-43-1

2,4,6-tris-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzoic acid ethyl ester

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1.1: 100 percent / CSA; MeOH / 60 °C
2.1: 100 percent / DMAP; Et3N / dimethylformamide / 20 °C
3.1: 78 percent / DIBAL-H / toluene / -78 °C
4.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
5.1: 65 percent / NaH / CH2Cl2 / 20 °C
6.1: 100 percent / TBAF / tetrahydrofuran / 0 °C
7.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
8.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
9.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
10.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
11.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
11.2: 43 percent / silica gel
View Scheme
1,5-Bis-benzyloxy-2-bromo-4-methoxy-3-(3-methyl-but-2-enyl)-benzene
426820-41-9

1,5-Bis-benzyloxy-2-bromo-4-methoxy-3-(3-methyl-but-2-enyl)-benzene

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
2.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
3.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
4.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
4.2: 43 percent / silica gel
View Scheme
4,6-bis-benzyloxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde
426820-47-5

4,6-bis-benzyloxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
2.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
3.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
4.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
4.2: 43 percent / silica gel
View Scheme
4,6-bis-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-3-(3-methyl-but-2-enyl)-benzaldehyde
426820-45-3

4,6-bis-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-3-(3-methyl-but-2-enyl)-benzaldehyde

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: 65 percent / NaH / CH2Cl2 / 20 °C
2.1: 100 percent / TBAF / tetrahydrofuran / 0 °C
3.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
4.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
5.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
6.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
7.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
7.2: 43 percent / silica gel
View Scheme
4,6-bis-(tert-butyl-dimethyl-silanyloxy)-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde
426820-46-4

4,6-bis-(tert-butyl-dimethyl-silanyloxy)-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: 100 percent / TBAF / tetrahydrofuran / 0 °C
2.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
3.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
4.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
5.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
6.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
6.2: 43 percent / silica gel
View Scheme
[2,4,6-tris-(tert-butyl-dimethyl-silanyloxy)-3-(3-methyl-but-2-enyl)-phenyl]-methanol
426820-44-2

[2,4,6-tris-(tert-butyl-dimethyl-silanyloxy)-3-(3-methyl-but-2-enyl)-phenyl]-methanol

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
2.1: 65 percent / NaH / CH2Cl2 / 20 °C
3.1: 100 percent / TBAF / tetrahydrofuran / 0 °C
4.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
5.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
6.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
7.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
8.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
8.2: 43 percent / silica gel
View Scheme
2,4,6-tris-(tert-butyl-dimethyl-silanyloxy)-3-(3-methyl-but-2-enyl)-benzoic acid ethyl ester

2,4,6-tris-(tert-butyl-dimethyl-silanyloxy)-3-(3-methyl-but-2-enyl)-benzoic acid ethyl ester

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: 78 percent / DIBAL-H / toluene / -78 °C
2.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
3.1: 65 percent / NaH / CH2Cl2 / 20 °C
4.1: 100 percent / TBAF / tetrahydrofuran / 0 °C
5.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
6.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
7.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
8.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
9.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
9.2: 43 percent / silica gel
View Scheme
[4,6-bis-benzyloxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-[4,6-bis-benzyloxy-3-methoxy-2-(3-methyl-but-2-enyl)-phenyl]-methanone
426820-55-5

[4,6-bis-benzyloxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-[4,6-bis-benzyloxy-3-methoxy-2-(3-methyl-but-2-enyl)-phenyl]-methanone

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
2.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
2.2: 43 percent / silica gel
View Scheme
[4,6-bis-benzyloxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-[4,6-bis-benzyloxy-3-methoxy-2-(3-methyl-but-2-enyl)-phenyl]-methanol
426820-48-6

[4,6-bis-benzyloxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-[4,6-bis-benzyloxy-3-methoxy-2-(3-methyl-but-2-enyl)-phenyl]-methanol

α-mangostin
6147-11-1

α-mangostin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
2.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
3.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
3.2: 43 percent / silica gel
View Scheme
garcinone D
107390-08-9

garcinone D

A

α-mangostin
6147-11-1

α-mangostin

B

ethanolic KOH-solution

ethanolic KOH-solution

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine / 2 h / 100 °C
2: POCl3/Py / Ambient temperature
3: 5percent methanolic KOH
View Scheme
α-mangostin
6147-11-1

α-mangostin

1,3,6-trihydroxy-2,8-diisopentyl-7-methoxy-9H-xanthene-9-one
182317-42-6

1,3,6-trihydroxy-2,8-diisopentyl-7-methoxy-9H-xanthene-9-one

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol for 12h;99%
With palladium 10% on activated carbon; hydrogen In methanol for 12h;99%
With palladium on activated charcoal; hydrogen In methanol for 6h;98%
α-mangostin
6147-11-1

α-mangostin

acetic anhydride
108-24-7

acetic anhydride

6,8-dihydroxy-2-methoxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthen-3-yl acetate
31271-10-0

6,8-dihydroxy-2-methoxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthen-3-yl acetate

Conditions
ConditionsYield
With triethylamine In toluene at 20℃; for 2h;99%
With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 3.5h;47.3%
morpholine
110-91-8

morpholine

formaldehyd
50-00-0

formaldehyd

α-mangostin
6147-11-1

α-mangostin

1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-4-(morpholinomethyl)-9H-xanthen-9-one

1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-4-(morpholinomethyl)-9H-xanthen-9-one

Conditions
ConditionsYield
In benzene Mannich Aminomethylation; Reflux;94%
α-mangostin
6147-11-1

α-mangostin

3,4-dihydro-5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methyl-2-butenyl)-2H,6H-pyrano[3,2-b]xanthen-6-one
19275-46-8

3,4-dihydro-5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methyl-2-butenyl)-2H,6H-pyrano[3,2-b]xanthen-6-one

Conditions
ConditionsYield
With polyphosphoric acid; air In N,N-dimethyl-formamide at 130℃; for 2h;91%
With toluene-4-sulfonic acid In benzene Reflux;70%
With toluene-4-sulfonic acid In benzene Reflux;70%
α-mangostin
6147-11-1

α-mangostin

ethylene dibromide
106-93-4

ethylene dibromide

3,6-bis(2-bromoethoxy)-1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

3,6-bis(2-bromoethoxy)-1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 24h; Reflux;89%
With potassium carbonate In acetone for 20h; Reflux;75%
α-mangostin
6147-11-1

α-mangostin

ethyl isocyanate
109-90-0

ethyl isocyanate

1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthene-3,6-diyl bis(ethylcarbamate)

1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthene-3,6-diyl bis(ethylcarbamate)

Conditions
ConditionsYield
With triethylamine In acetonitrile at 85℃; for 5h;87%
(Z)-2-methyl-2-butenoic anhydride
94487-74-8

(Z)-2-methyl-2-butenoic anhydride

α-mangostin
6147-11-1

α-mangostin

C34H38O8

C34H38O8

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃;85.3%
α-mangostin
6147-11-1

α-mangostin

9-hydroxycalabaxanthone
35349-68-9

9-hydroxycalabaxanthone

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 40℃; for 5h;85%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 40℃; for 5h;85%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene at 80℃; for 3h;82%
α-mangostin
6147-11-1

α-mangostin

acetic anhydride
108-24-7

acetic anhydride

A

6,8-dihydroxy-2-methoxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthen-3-yl acetate
31271-10-0

6,8-dihydroxy-2-methoxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthen-3-yl acetate

B

1,3,6-tri-O-acetyl-α-mangostin
107389-90-2

1,3,6-tri-O-acetyl-α-mangostin

Conditions
ConditionsYield
With pyridine at 70℃; for 2h;A 84.3%
B 12.4%
With dmap In dichloromethane at 20℃; for 24h; Cooling;
α-mangostin
6147-11-1

α-mangostin

Isopropyl isocyanate
1795-48-8

Isopropyl isocyanate

1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthene-3,6-diyl bis(isopropylcarbamate)

1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthene-3,6-diyl bis(isopropylcarbamate)

Conditions
ConditionsYield
With triethylamine In acetonitrile at 85℃; for 5h;83%
α-mangostin
6147-11-1

α-mangostin

acetic anhydride
108-24-7

acetic anhydride

A

3-O-acetyl-α-mangostin

3-O-acetyl-α-mangostin

B

6,8-dihydroxy-2-methoxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthen-3-yl acetate
31271-10-0

6,8-dihydroxy-2-methoxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthen-3-yl acetate

Conditions
ConditionsYield
With pyridine at 60℃; for 1h;A 11%
B 81%
α-mangostin
6147-11-1

α-mangostin

1,10-dibromodecane

1,10-dibromodecane

3,6-bis((10-bromodecyl)oxy)-1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

3,6-bis((10-bromodecyl)oxy)-1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 24h; Reflux;81%
α-mangostin
6147-11-1

α-mangostin

benzyl bromide
100-39-0

benzyl bromide

3,6-di-O-benzyl α-mangostin
1193121-18-4

3,6-di-O-benzyl α-mangostin

Conditions
ConditionsYield
With potassium carbonate In acetone for 24h; Reflux;80%
With potassium carbonate In acetone at 40℃; for 4h;
α-mangostin
6147-11-1

α-mangostin

methyl iodide
74-88-4

methyl iodide

dimethylmangostin
15404-76-9

dimethylmangostin

Conditions
ConditionsYield
With potassium carbonate In acetone at 60 - 65℃; for 24h;80%
With potassium carbonate In acetone at 40℃; for 4h;
1,8-dibromooctane

1,8-dibromooctane

α-mangostin
6147-11-1

α-mangostin

3,6-bis((8-bromooctyl)oxy)-1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

3,6-bis((8-bromooctyl)oxy)-1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 24h; Reflux;78%
α-mangostin
6147-11-1

α-mangostin

A

1,3,6-trihydroxy-2-(3-methyl-2-butenyl)-7-methoxy-8-(2,3-dihydroxy-3-methylbutyl)xanthone

1,3,6-trihydroxy-2-(3-methyl-2-butenyl)-7-methoxy-8-(2,3-dihydroxy-3-methylbutyl)xanthone

B

1,3,6-trihydroxy-2-(2,3-dihydroxy-3-methylbutyl)-7-methoxy-8-(3-methyl-2-butenyl)xanthone

1,3,6-trihydroxy-2-(2,3-dihydroxy-3-methylbutyl)-7-methoxy-8-(3-methyl-2-butenyl)xanthone

C

1,3,6-trihydroxy-7-methoxy-2,8-bis(2,3-dihydroxy-3-methylbutyl)-9H-xanthen-9-one

1,3,6-trihydroxy-7-methoxy-2,8-bis(2,3-dihydroxy-3-methylbutyl)-9H-xanthen-9-one

Conditions
ConditionsYield
With osmium(VIII) oxide; 4-methylmorpholine N-oxide In water; acetone; tert-butyl alcohol at 20℃; for 24h;A 12%
B 10%
C 78%
With osmium(VIII) oxide; water; 4-methylmorpholine N-oxide In acetone; tert-butyl alcohol at 20℃; for 24h;A 12%
B 10%
C 78%
α-mangostin
6147-11-1

α-mangostin

allyl bromide
106-95-6

allyl bromide

3,6-bis(allyloxy)-1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthene-9-one

3,6-bis(allyloxy)-1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthene-9-one

Conditions
ConditionsYield
With potassium carbonate In acetone at 65℃; for 24h;78%
1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

α-mangostin
6147-11-1

α-mangostin

C32H40Br2O6
1427187-01-6

C32H40Br2O6

Conditions
ConditionsYield
With potassium carbonate In acetone for 24h; Reflux;76.5%
With potassium carbonate In acetone for 24h; Reflux;
With potassium carbonate In acetone for 24h; Reflux;
1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

4-hydroxybenzenesulphonamide
1576-43-8

4-hydroxybenzenesulphonamide

α-mangostin
6147-11-1

α-mangostin

C44H52N2O14S2

C44H52N2O14S2

Conditions
ConditionsYield
Stage #1: 1,4-dibromo-butane; α-mangostin With potassium carbonate In acetone for 24h; Reflux;
Stage #2: 4-hydroxybenzenesulphonamide
76.5%
α-mangostin
6147-11-1

α-mangostin

prenyl bromide
870-63-3

prenyl bromide

3,6-di-O-3,3-dimethylallyl α-mangostin
1193121-15-1

3,6-di-O-3,3-dimethylallyl α-mangostin

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; for 24h;76%
With potassium carbonate In acetone at 65℃; for 12h;15%
With potassium carbonate In acetone at 40℃; for 4h;
α-mangostin
6147-11-1

α-mangostin

4-bromobenzenesulfonyl chloride
98-58-8

4-bromobenzenesulfonyl chloride

C36H32Br2O10S2

C36H32Br2O10S2

Conditions
ConditionsYield
With potassium carbonate In dichloromethane at 20℃; for 24h;76%
piperidine
110-89-4

piperidine

formaldehyd
50-00-0

formaldehyd

α-mangostin
6147-11-1

α-mangostin

1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-4-(piperidin-1-ylmethyl)-9H-xanthen-9-one

1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-4-(piperidin-1-ylmethyl)-9H-xanthen-9-one

Conditions
ConditionsYield
In benzene Mannich Aminomethylation; Reflux;75%
α-mangostin
6147-11-1

α-mangostin

allyl bromide
106-95-6

allyl bromide

1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-3,6-dipropoxy-9H-xanthen-9-one

1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-3,6-dipropoxy-9H-xanthen-9-one

Conditions
ConditionsYield
Stage #1: α-mangostin; allyl bromide With potassium carbonate In acetone at 65℃; for 24h;
Stage #2: With palladium on activated charcoal; hydrogen In methanol at 20℃;
75%
α-mangostin
6147-11-1

α-mangostin

ethyl iodide
75-03-6

ethyl iodide

C28H34O6
189945-36-6

C28H34O6

Conditions
ConditionsYield
With potassium carbonate In acetone at 60 - 65℃; for 24h;75%
1,12-dibromododecane
3344-70-5

1,12-dibromododecane

α-mangostin
6147-11-1

α-mangostin

3,6-bis((12-bromododecyl)oxy)-1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

3,6-bis((12-bromododecyl)oxy)-1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 24h; Reflux;73%
bis-(dimethylamino)methane
51-80-9

bis-(dimethylamino)methane

α-mangostin
6147-11-1

α-mangostin

4-dimethylaminomethyl-1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

4-dimethylaminomethyl-1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Conditions
ConditionsYield
In benzene at 20℃; for 0.75h; Mannich Aminomethylation;73%
α-mangostin
6147-11-1

α-mangostin

A

3,4-dihydro-5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methyl-2-butenyl)-2H,6H-pyrano[3,2-b]xanthen-6-one
19275-46-8

3,4-dihydro-5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methyl-2-butenyl)-2H,6H-pyrano[3,2-b]xanthen-6-one

B

1-isomangostin
19275-44-6

1-isomangostin

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 0.5h; Reflux; Dean-Stark;A 65%
B 15%
α-mangostin
6147-11-1

α-mangostin

A

1-isomangostin hydrate
26063-95-6

1-isomangostin hydrate

B

3,4-dihydro-5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methyl-2-butenyl)-2H,6H-pyrano[3,2-b]xanthen-6-one
19275-46-8

3,4-dihydro-5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methyl-2-butenyl)-2H,6H-pyrano[3,2-b]xanthen-6-one

Conditions
ConditionsYield
With sulfuric acid In toluene at 40℃; for 4h; Inert atmosphere; Molecular sieve;A 63%
B 29%
1,4-Diiodobutane
628-21-7

1,4-Diiodobutane

α-mangostin
6147-11-1

α-mangostin

1,3,6-tris(4-iodobutoxy)-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

1,3,6-tris(4-iodobutoxy)-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 24h; Reflux;62%
With potassium carbonate In acetone for 24h; Reflux;62%

6147-11-1Relevant articles and documents

A preparing method and uses of mangostin and mangostin analogues

-

, (2017/04/22)

The invention belongs to the fields of innovative medicines and cosmetics and particularly relates to a preparing method and uses of mangostin shown as a formula (I) and mangostin analogues shown as a formula (II). Alpha-mangostin, beta-mangostin, gamma-mangostin and analogues thereof are respectively prepared through olefination and through controlling conditions for deprotection. According to the method, products are high in purity, operation is simple and convenient, yields are high, costs are low and the method is suitable for large-scale production. On one hand, the beta-mangostin, the gamma-mangostin, beta-methoxy-mangostin, and analogues thereof have ultraviolet absorption ability and ultraviolet light radiation preventing functions so that the beta-mangostin, the gamma-mangostin, the beta-methoxy-mangostin, and the analogues thereof can be adopted as a sun-screening agent separately or compounded with other sun-screening agents and applied into cosmetics; and on the other hand, the beta-mangostin, the gamma-mangostin, the beta-methoxy-mangostin, and the analogues thereof have activity of inhibiting acid sphingomyelinase so that the beta-mangostin, the gamma-mangostin, the beta-methoxy-mangostin, and the analogues thereof can be adopted as acid sphingomyelinase inhibitors and applied for preparation of medicines for preventing and treating acid sphingomyelinase related diseases mainly including cardio cerebrovascular diseases, neurological diseases, liver diseases, lung diseases, autoimmune diseases, infectious diseases and the like.

Mangostin the whole synthetic method

-

, (2016/12/01)

The invention belongs to the field of chemical synthesis and particularly relates to a novel synthesis method of mangostin as shown in the formula (I), wherein the mangostin as a natural effective component has favorable anti-tumor activity, cardiovascular activity, antioxidant activity, anti-inflammatory activity, antibacterial activity and other pharmacological activities. The novel synthesis method comprises the steps: with 1, 7-dihydroxyl-3, 6-dialkoxyl-9H-xanthenone as a raw material, sequentially carrying out nucleophilic substitution, Claisen rearrangement, alkylation, deprotection and the like to obtain alpha-mangostin, beta-mangostin, belt-mangostin-OMe and gamma-mangostin. The novel synthesis method is simple in step and suitable for industrial production.

Garcinone-D, a New Xanthone from Garcinia mangostana Linn.

Sen, A. K.,Sarkar, K. K.,Majumder, P. C.,Banerji, N.

, p. 1157 - 1158 (2007/10/02)

Garcinone-D, another new minor xanthone has been isolated from the fruit hulls of Garcinia mangostana Linn.It has been assigned structure (I) on the basis of spectral data and chemical correlation.

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