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Key Documents

M6824

Sigma-Aldrich

gamma-Mangostin

≥98% (HPLC)

Sinonimo/i:

1,3,6,7-Tetrahydroxy-2,8-bis(3,3-dimethylallyl)xanthone, Demethylmangostin, Normangostin

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About This Item

Formula empirica (notazione di Hill):
C23H24O6
Numero CAS:
Peso molecolare:
396.43
Numero MDL:
Codice UNSPSC:
12352200
NACRES:
NA.25

Saggio

≥98% (HPLC)

Forma fisica

powder

Colore

off-white to yellow

Solubilità

methanol: 1 mg/mL, colorless to yellow

applicazioni

metabolomics
vitamins, nutraceuticals, and natural products

Temperatura di conservazione

2-8°C

Stringa SMILE

OC1=CC(OC2=CC(O)=C(CC=C(C)C)C(O)=C2C3=O)=C3C(CC=C(C)C)=C1O

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
VEZXFTKZUMARDU-UHFFFAOYSA-N

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Descrizione generale

The fruit hulls of mangosteen contain three major bioactive compounds namely, α-, β-, and γ-mangostin.

Applicazioni

γ-Mangostin has been used to study its inhibitory effect on Transthyretin (TTR) fibrillization, a homotetrameric protein involved in human hereditary amyloidosis.

Azioni biochim/fisiol

The xanthone derivatives, namely α-, β-, and γ-mangostin have various biological activities including antiproliferative and anti-inflammatory activity, enhancement of natural killer (NK) cell activity, and antiviral effect against human immunodeficiency virus (HIV). γ-Mangostin is also reported to inhibit cyclooxygenase (COX-2) activity and NO production, which in turn reduces the level of prostaglandin E2. It is found to induce cell death in human colon cancer cells.
Xanthone derivative isolated from the mangosteen hull (Garcinia mangostana). Exhibits antioxidant and anticancer properties. Mangosteen xanthones inhibit inflammation in human adipocytes which is important in understanding obesity-associated inflammation and the development of insulin resistance.

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Consigli di prudenza

Classi di pericolo

Acute Tox. 4 Oral

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

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Monrudee Sukma et al.
Journal of ethnopharmacology, 135(2), 450-454 (2011-03-29)
γ-Mangostin is a xanthone found in the fruit hulls of Garcinia mangostana L., which have long been used in Southeast Asia as a traditional medicine for the treatment of abdominal pain, dysentery, wound infections, fever and convulsions. Recent studies have
Hui-Fang Chang et al.
Molecules (Basel, Switzerland), 15(12), 8953-8966 (2010-12-09)
Gliomas are a common type of primary brain tumor with glioblastoma multiforme accounting for the majority of human brain tumors. In this paper, high grade human malignant glioblastomas (MGs) including U87 MG and GBM 8401 were used to evaluate the
Keigo Nakatani et al.
Molecular pharmacology, 66(3), 667-674 (2004-08-24)
We investigated the effect of gamma-mangostin purified from the fruit hull of the medicinal plant Garcinia mangostana on spontaneous prostaglandin E(2) (PGE(2)) genase release and inducible cyclooxy-2 (COX-2) gene expression in C6 rat glioma cells. An 18-h treatment with gamma-mangostin
N Chairungsrilerd et al.
British journal of pharmacology, 123(5), 855-862 (1998-04-16)
1. Intracerebronventricular (i.c.v.) injection of gamma-mangostin (10-40 nmol/mouse), a major compound of the fruit hull of Garcinia mangostana Lin., like ketanserin (10, 20 nmol/mouse, i.c.v.) inhibited 5-fluoro-alpha-methyltryptamine (5-FMT) (45 mg kg(-1), i.p.)-induced head-twitch response in mice in the presence or
S X Chen et al.
Planta medica, 62(4), 381-382 (1996-08-01)
The ethanol extract of Garcinia mangostana L. (Guttiferae) showed potent inhibitory activity against HIV-1 protease. The activity-guided purification of the extract resulted in the isolation of two active, known compounds. The chemical structures of the isolated compounds were established by

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