6147-11-1 Usage
Description
Mangostin, also known as α-Mangostin, is a xanthone natural product derived from Garcinia mangostana Linn (Guttiferae). It is a primary reference substance with assigned absolute purity and is known for its various biological activities, including anti-inflammatory, antifungal, and antilarval properties. Mangostin has been used in traditional folk medicine and has shown promising results in various studies, such as its protective effect against oxidative stress, antigenotoxic properties, and antibacterial activity.
Uses
Used in Pharmaceutical Industry:
Mangostin is used as an anti-inflammatory agent for its ability to reduce inflammation and alleviate pain.
Used in Antifungal Applications:
Mangostin is used as an antifungal agent to combat fungal infections and prevent their growth.
Used in Antilarval Applications:
Mangostin is used as an antilarval agent to control and prevent the growth of larvae in various settings.
Used in Oxidative Stress Protection:
Mangostin is used as a protective agent against oxidative stress-mediated retinal cell death, helping to maintain the health of retinal cells.
Used in DNA Protection:
Mangostin is used as an antigenotoxic agent to protect DNA against oxidative damage, reducing the risk of mutations and other DNA-related issues.
Used in Antibacterial Applications:
Mangostin is used as an antibacterial agent against Staphylococcus epidermidis, helping to fight bacterial infections.
Used in Insulin Secretion and Cell Protection:
Mangostin is used to improve insulin secretion and protect INS-1 cells from streptozotocin-induced damage, which can be beneficial for individuals with diabetes.
Used in Cancer Treatment:
Mangostin is used to suppress the metastasis of human renal carcinoma cells and synergize with kinase inhibitors in the suppression of proliferation of SK-MEL-2 malignant melanoma cells, potentially offering new treatment options for cancer patients.
Chemical Properties:
Mangostin is a yellow crystalline solid with a unique chemical structure that contributes to its various biological activities.
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
6147-11-1Relevant articles and documents
A preparing method and uses of mangostin and mangostin analogues
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, (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
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, (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.