γ-Mangostin
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| Category | Enzyme inhibitors |
| Catalog number | BBF-04088 |
| CAS | 31271-07-5 |
| Molecular Weight | 396.43 |
| Molecular Formula | C23H24O6 |
| Purity | 98% |
Ordering Information
| Catalog Number | Size | Price | Stock | Quantity |
|---|---|---|---|---|
| BBF-04088 | 25 mg | $376 | In stock |
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Add to cartDescription
gamma-Mangostin isolated from the fruit of Garcinia cambogia is an HIV protease inhibitor. gamma-Mangostin is cytotoxic to HL-60, SMMC-7721, A549, MCF-7, and SW480 cancer cells and BEAS-2B non-cancerous pulmonary epithelial cells in vitro (IC50s = 7.39, 6.57, 10.07, 5.33, 8.4, and 7.43 μM, respectively).
Specification
| Synonyms | Normangostin |
| Storage | Store at 2-8°C |
| IUPAC Name | 1,3,6,7-Tetrahydroxy-2,8-bis(3-methyl-2-butenyl)-9H-xanthen-9-one |
| Canonical SMILES | CC(=CCC1=C(C2=C(C=C1O)OC3=C(C2=O)C(=C(C(=C3)O)O)CC=C(C)C)O)C |
| InChI | InChI=1S/C23H24O6/c1-11(2)5-7-13-15(24)9-18-20(22(13)27)23(28)19-14(8-6-12(3)4)21(26)16(25)10-17(19)29-18/h5-6,9-10,24-27H,7-8H2,1-4H3 |
| InChI Key | VEZXFTKZUMARDU-UHFFFAOYSA-N |
Properties
| Appearance | Yellow Powder |
| Application | HIV protease inhibitor |
| Boiling Point | 663.4°C at 760 mmHg |
| Melting Point | 206-208 °C |
| Density | 1.306 g/cm3 |
| Solubility | methanol: soluble1mg/mL, colorless to yellow |
Reference Reading
1.Novel Mannich bases of α- and γ-mangostins: Synthesis and evaluation of antioxidant and membrane-protective activity.
Buravlev EV;Shevchenko OG;Anisimov AA;Suponitsky KY Eur J Med Chem. 2018 May 25;152:10-20. doi: 10.1016/j.ejmech.2018.04.022. Epub 2018 Apr 13.
A series of new C-4- and C-4/C-5-aminomethyl derivatives were synthesized on the basis of α- and γ-mangostins. A comparative evaluation of their chelating ability, radical scavenging activity and hemolytic activity, as well as antioxidant and membrane-protective properties, was carried out on the model of H;2;O;2;-induced hemolysis of mammalian red blood cells. It was shown that γ-mangostin and its C-4/C-5-derivatives were superior to α-mangostin and its derivatives in all the investigated parameters characterizing the antioxidant activity in the test systems used. Most of the synthesized Mannich bases at low concentrations were superior to the original α- and γ-mangostins in the ability to protect mammalian red blood cells under H;2;O;2;-induced oxidative stress conditions.
2.Cytotoxic prenylated xanthones from the pericarps of Garcinia mangostana.
Xu Z;Huang L;Chen XH;Zhu XF;Qian XJ;Feng GK;Lan WJ;Li HJ Molecules. 2014 Feb 6;19(2):1820-7. doi: 10.3390/molecules19021820.
Bioassay-guided fractionation of an ethanol extract of the pericarps of Garcinia mangostana led to the isolation of two new prenylated xanthones, named 1,3,7-trihydroxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methylbutyl)-xanthone (1) and 1,3,8-trihydroxy-2-(3-methyl-2-butenyl)-4-(3-hydroxy-3-methylbutanoyl)-xanthone (2), together with the five known compounds garcinones C (3) and D (4), gartanin (5), xanthone I (6), and γ-mangostin (7). Their structures were elucidated primarily based on MS and NMR data. Compounds 1-7 showed significant cytotoxic activities against various human cancer cell lines.
3.In vitro assays in natural products research - a matter of concentration and relevance to in vivo administration using resveratrol, α-mangostin/γ-mangostin and xanthohumol as examples.
Willson CM;Grundmann O Nat Prod Res. 2017 Mar;31(5):492-506. doi: 10.1080/14786419.2016.1190721. Epub 2016 May 27.
Herbal or botanical dietary supplements are an ever increasingly popular category of products in the United States and around the world. In vitro data can provide meaningful insight into the potential target and mechanism of action for a proposed active compound but may also be misused to promote a supplement to consumers with unverified health claims. In vitro data need to be considered alongside pharmacokinetic and pharmacodynamic data in preclinical animal and clinical human trials. While considerable activity of compounds and extracts in vitro may lead to further testing in vivo, in many instances, concentrations tested in cell lines or isolated targets are not achievable at the target site in vivo. Thus, whether the in vitro data are relevant to humans after oral administration is questionable. This review will discuss this discrepancy using in vitro and in vivo data of resveratrol, xanthones (α-mangostin and γ-mangostin) and xanthohumol.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
