Shipping to United States We Offer Worldwide Shipping
Login Wishlist

beta-Mangostin

$480

  • Brand : BIOFRON

  • Catalogue Number : AV-H04074

  • Specification : 98%

  • CAS number : 20931-37-7

  • Formula : C25H28O6

  • Molecular Weight : 424.49

  • PUBCHEM ID : 5495925

  • Volume : 20mg

Available on backorder

Quantity
Checkout Bulk Order?

Catalogue Number

AV-H04074

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

-20℃

Molecular Weight

424.49

Appearance

White powder

Botanical Source

Garcinia mangostana. L /From Garcinia mangostana (mangosteen) and Cratoxylum formosum ssp. pruniforum

Structure Type

Xanthones

Category

Standards;Natural Pytochemical;API

SMILES

CC(=CCC1=C(C=C2C(=C1O)C(=O)C3=C(O2)C=C(C(=C3CC=C(C)C)OC)O)OC)C

Synonyms

1,6-Dihydroxy-3,7-dimethoxy-2,8-bis(3-methyl-2-buten-1-yl)-9H-xanthen-9-one/x1182/9H-Xanthen-9-one, 1,6-dihydroxy-3,7-dimethoxy-2,8-bis(3-methyl-2-buten-1-yl)-/9H-Xanthen-9-one, 1,6-dihydroxy-3,7-dimethoxy-2,8-bis(3-methyl-2-butenyl)-/1,6-Dihydroxy-3,7-dimethoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one/β-Mangostin//beta-Mangostin

IUPAC Name

1,6-dihydroxy-3,7-dimethoxy-2,8-bis(3-methylbut-2-enyl)xanthen-9-one

Applications

beta-Mangostin is a natural product.

Density

1.2±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

208.3±25.0 °C

Boiling Point

616.5±55.0 °C at 760 mmHg

Melting Point

175-176ºC

InChl

InChl Key

YRKKJHJIWCRNCW-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:20931-37-7) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

30258745

Abstract

The structure-activity relationships of 31 xanthones were analyzed by using the ferric reducing antioxidant power (FRAP) assay to determine their electron?transfer (ET) potential. It was proven that the ET potential of xanthones was dominated by four moieties (i.e. hydroquinone moiety, 5,6?catechol moiety, 6,7?catechol moiety, and 7,8?catechol moiety) and was only slightly affected by other structural features, including a single phenolic OH group, the resorcinol moiety, the transannular dihydroxy moiety, a methoxy group, a sugar residue, an isoprenyl group, a cyclized isoprenyl group, and an isopentanol group. The results could be used to predict the ET potentials of other antioxidant xanthones.

KEYWORDS

antioxidants, electron transfer, fused-ring systems, structure-activity relationships, xanthones

Title

Structure-Activity Relationship and Prediction of the Electron?Transfer Potential of the Xanthones Series

Author

Prof. Xican Li,corresponding author 1 , 2 Qian Jiang, 1 , 2 Ban Chen, 1 , 2 Xiaoling Luo, 1 and Prof. Dongfeng Chencorresponding author 3 , 4

Publish date

2018 Sep;

PMID

29110583

Abstract

Xanthones are phytochemical compounds found in a number of fruits and vegetables. Characteristically, they are noted to be made of diverse properties based on their biological, biochemical, and pharmacological actions. Accordingly, the apoptosis mechanisms induced by beta-mangostin, a xanthone compound isolated from Cratoxylum arborescens in the human promyelocytic leukemia cell line (HL60) in vitro, were examined in this study. The 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay was done to estimate the cytotoxicity effect of β-mangostin on the HL60 cell line. Acridine orange/propidium iodide and Hoechst 33342 dyes and Annexin V tests were conducted to detect the apoptosis features. Caspase-3 and caspase-9 activities; reactive oxygen species; real-time polymerase chain reaction for Bcl-2, Bax, caspase-3, and caspase-9 Hsp70 genes; and western blot for p53, cytochrome c, and pro- and cleavage-caspase-3 and caspase-9 were assessed to examine the apoptosis mechanism. Cell-cycle analysis conducted revealed that β-mangostin inhibited the growth of HL60 at 58 ?M in 24 h. The administration of β-mangostin with HL60 caused cell morphological changes related to apoptosis which increased the number of early and late apoptotic cells. The β-mangostin-catalyzed apoptosis action through caspase-3, caspase-7, and caspase-9 activation overproduced reactive oxygen species which downregulated the expression of antiapoptotic genes Bcl-2 and HSP70. Conversely, the expression of the apoptotic genes Bax, caspase-3, and caspase-9 were upregulated. Meanwhile, at the protein level, β-mangostin activated the formation of cleaved caspase-3 and caspase-9 and also upregulated the p53. β-mangostin arrested the cell cycle at the G0/G1 phase. Overall, the results for β-mangostin showed an antiproliferative effect in HL60 via stopping the cell cycle at the G0/G1 phase and prompted the intrinsic apoptosis pathway.

KEYWORDS

Apoptosis; HL60 cell line; beta-mangostin; intrinsic pathway; leukemia; xanthones

Title

Beta-mangostin from Cratoxylum arborescens activates the intrinsic apoptosis pathway through reactive oxygen species with downregulation of the HSP70 gene in the HL60 cells associated with a G0/G1 cell-cycle arrest.

Author

Omer FAA1, Hashim NBM1,2, Ibrahim MY1, Dehghan F3, Yahayu M4, Karimian H1, Salim LZA1, Mohan S5.

Publish date

2017 Nov;

PMID

28716025

Abstract

BACKGROUND:
Beta-mangostin (BM) is a xanthone-type of natural compound isolated from Cratoxylum arborescens. This study aimed to examine the apoptosis mechanisms induced by BM in a murine monomyelocytic cell line (WEHI-3) in vitro and in vivo.

METHODS:
A WEHI-3 cell line was used to evaluate the cytotoxicity of BM by MTT. AO/PI and Hoechst 33342 dyes, Annexin V, multiparametric cytotoxicity 3 by high content screening (HCS); cell cycle tests were used to estimate the features of apoptosis and BM effects. Caspase 3 and 9 activities, ROS, western blot for Bcl2, and Bax were detected to study the mechanism of apoptosis. BALB/c mice injected with WEHI-3 cells were used to assess the apoptotic effect of BM in vivo.

RESULTS:
BM suppressed the growth of WEHI-3 cells at an IC50value of 14 ± 3 μg/mL in 24 h. The ROS production was increased inside the cells in the treated doses. Both caspases (9 and 3) were activated in treating WEHI-3 cells at 24, 48 and 72 h. Different signs of apoptosis were detected, such as cell membrane blebbing, DNA segmentation and changes in the asymmetry of the cell membrane. Another action by which BM could inhibit WEHI-3 cells is to restrain the cell cycle at the G1/G0 phase. In the in vivo study, BM reduced the destructive effects of leukaemia on the spleen and liver by inducing apoptosis in leukaemic cells.

CONCLUSION:
BM exerts anti-leukaemic properties in vitro and in vivo.

Title

Beta-mangostin demonstrates apoptogenesis in murine leukaemia (WEHI-3) cells in vitro and in vivo.

Author

Omer FAA1, Hashim NM2,3, Ibrahim MY4, Aldoubi AF5, Hassandarvish P6, Dehghan F7, Nordin N8, Karimian H4, Salim LZA4, Abdulla MA9, Al-Jashamy K10, Mohan S11.

Publish date

2017 Jul 17;