Mangostin

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Mangostin
Mangostin structure.png
Names
Preferred IUPAC name
1,3,6-Trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one
Other names
alpha-mangostin
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.208.637 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/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 Yes check.svgY
    Key: GNRIZKKCNOBBMO-UHFFFAOYSA-N Yes check.svgY
  • 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
    Key: GNRIZKKCNOBBMO-UHFFFAOYAL
  • CC(=CCC1=C(C=C2C(=C1O)C(=O)C3=C(C(=C(C=C3O2)O)OC)CC=C(C)C)O)C
Properties
C24H26O6
Molar mass 410.466 g·mol−1
AppearanceYellow crystalline solid
Density 1.265 g/ml
Melting point 182 °C (360 °F; 455 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Mangostin is a natural xanthonoid, a type of organic compound isolated from various parts of the mangosteen tree (Garcinia mangostana). It is a yellow crystalline solid with a xanthone core structure.

Contents

Source

The rind of partially ripe mangosteen fruit yields mangostin and also the related compound β-mangostin. Researchers conducted the optimization steps in order to increase the yield of α-mangostin extraction from the pericarp of the mangosteen and was able to achieve 9.2 g/kg DW. [1] The rind of fully ripe fruits also contains the xanthonoids gartanin, 8-disoxygartanin, and normangostin.[ citation needed ]

Research

Mangostin and a variety of other xanthonoids from mangosteen have been investigated for biological properties including antioxidant, anti-bacterial, anti-inflammatory, and anticancer activities. [2]

In animal studies, mangostin has been found to be a central nervous system depressant which causes sedation, decreased motor activity, and ptosis. [3] [ better source needed ]

A derivative of mangostin, mangostin-3,6-di-O-glucoside, is a central nervous system depressant and causes a rise in blood pressure.[ citation needed ]

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<i>Garcinia cowa</i> Fruit tree

Garcinia cowa, commonly known as cowa fruit or cowa mangosteen is an evergreen plant with edible fruit native to Asia, India, Bangladesh, Myanmar, Malaysia, Vietnam, Laos, Cambodia, and southwest China. The tree is harvested from the wild for its edible fruits and leaves, which are used locally. Flowers are yellow, male & female flowers are separated.

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References

  1. Khaw, Kooi Yeong; Ong, Yong Sze; Goh, Bey-Hing (2020). "A Rapid Method for the Retrieval of Bioactive Xanthone from Garcinia Mangostana: A Case Study of α-Mangostin". Progress in Drug Discovery & Biomedical Science. 3 (1). doi: 10.36877/pddbs.a0000072 .
  2. Jung H, Su B, Keller W, Mehta R, Kinghorn A (2006). "Antioxidant xanthones from the pericarp of Garcinia mangostana (Mangosteen)". J. Agric. Food Chem. 54 (6): 2077–82. doi:10.1021/jf052649z. PMID   16536578.
  3. Shankaranarayan D, Gopalakrishnan C, Kameswaran L (1979). "Pharmacological profile of mangostin and its derivatives". Arch Int Pharmacodyn Ther. 239 (2): 257–269. PMID   314790.