β-mangostin - CAS 20931-37-7
Catalog number: 20931-37-7
Category: Inhibitor
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Molecular Formula:
C25H28O6
Molecular Weight:
424.49
COA:
Inquire
Targets:
Interleukin Related | TNF-alpha
Description:
Beta-mangostin, a natural product extracted from the fruits of Garcinia mangostana, can reduced the levels of TNF-α and IL-1β in peritoneal fluid.
Purity:
>98%
Appearance:
Solid powder
Synonyms:
1,6-dihydroxy-3,7-dimethoxy-2,8-bis(3-methylbut-2-enyl)xanthen-9-one beta-Mangostin 20931-37-7 CHEMBL261706 Q-100264 1,6-dihydroxy-3,7-dimethoxy-2,8-bis(3-methylbut-2-enyl)-9H-xanthen-9-one 1,6-DIHYDROXY-3,7-DIMETHOXY-2,8-BIS(3-METHYLBUT-2-EN-1-YL)-9H-XAN
Solubility:
Soluble in DMSO
Storage:
Store in a cool and dry place and at 0 - 4℃ for short term (days to weeks) or -61℃ for long term (months to years).
MSDS:
Inquire
Quality Standard:
Enterprise Standard
Shelf Life:
2 years
Quantity:
Milligrams-Grams
Boiling Point:
616.5±55.0 °C | Condition: Press: 760 Torr
Melting Point:
175.5 °C
Density:
1.212±0.06 g/cm3
InChIKey:
YRKKJHJIWCRNCW-UHFFFAOYSA-N
InChI:
1S/C25H28O6/c1-13(2)7-9-15-18(29-5)12-20-22(23(15)27)24(28)21-16(10-8-14(3)4)25(30-6)17(26)11-19(21)31-20/h7-8,11-12,26-27H,9-10H2,1-6H3
Canonical SMILES:
CC(=CCC1=C(C=C2C(=C1O)C(=O)C3=C(C(=C(C=C3O2)O)OC)CC=C(C)C)OC)C
1.Antimalarial xanthones from Garcinia cowa.
Likhitwitayawuid K;Phadungcharoen T;Krungkrai J Planta Med. 1998 Feb;64(1):70-2.
Five xanthones from the bark of Garcinia cowa, namely 7-O-methylgarcinone E (1), cowanin (2), cowanol (3), cowaxanthone (4), and beta-mangostin (5), were found to possess in vitro antimalarial activity against Plasmodium falciparum with IC50 values ranging from 1.50 to 3.00 micrograms/ml. Complete 1H- and 13C-NMR assignments of these compounds are also reported.
2.Xanthones induce cell-cycle arrest and apoptosis in human colon cancer DLD-1 cells.
Matsumoto K;Akao Y;Ohguchi K;Ito T;Tanaka T;Iinuma M;Nozawa Y Bioorg Med Chem. 2005 Nov 1;13(21):6064-9.
We investigated the antiproliferative effects of four structurally similar prenylated xanthones, alpha-mangostin, beta-mangostin, gamma-mangostin, and methoxy-beta-mangostin, in human colon cancer DLD-1 cells. These xanthones differ in the number of hydroxyl and methoxy groups. Except for methoxy-beta-mangostin, the other three xanthones strongly inhibited cell growth at 20 microM and their antitumor efficacy was correlated with the number of hydroxyl groups. Hoechst 33342 nuclear staining and nucleosomal DNA-gel electrophoresis revealed that the antiproliferative effects of alpha- and gamma-mangostin, but not that of beta-mangostin, were associated with apoptosis. It was also shown that their antiproliferative effects were associated with cell-cycle arrest by affecting the expression of cyclins, cdc2, and p27; G1 arrest was by alpha-mangostin and beta-mangostin, and S arrest by gamma-mangostin. These findings provide a relevant basis for the development of xanthones as an agent for cancer prevention and combination therapy with anti-cancer drugs.
3.Garcixanthone A, a new cytotoxic xanthone from the pericarps of Garcinia mangostana.
Ibrahim SRM;Mohamed GA;Elfaky MA;Al Haidari RA;Zayed MF;El-Kholy AA;Khedr AIM J Asian Nat Prod Res. 2018 Jan 7:1-7. doi: 10.1080/10286020.2017.1423058. [Epub ahead of print]
A new prenylated xanthone, garcixanthone A (5), together with eight known compounds, mangostanaxanthones I (1) and II (2), garcinone E (3), β-mangostin (4), 8-hydroxycudraxanthone G (6), garcinone C (7), cudraxanthone G (8), and (-)-epicatechin (9) were isolated from the EtOAc-soluble fraction of the air-dried pericarps of Garcinia mangostana (family Clusiaceae). Their structures were verified on the basis of spectroscopic data interpretation as well as comparison with the literature. The cytotoxic and antimicrobial activities of the new compound were assessed using sulforhodamine B (SRB) and agar disk diffusion assays, respectively. Compound 5 showed significant cytotoxic potential against epithelial lung carcinoma (A549) and breast carcinoma (MCF7) cell lines with IC;50;s 3.0 and 4.2 μM, respectively, compared to doxorubicin (0.74 and 0.41 μM, respectively).
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Chemical Structure

CAS 20931-37-7 β-mangostin

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