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SYP-5

Names

[ CAS No. ]:
1384268-04-5

[ Name ]:
SYP-5

[Synonym ]:
(2E)-1-(5-Hydroxy-2,2-dimethyl-2H-chromen-6-yl)-3-(2-thienyl)-2-propen-1-one
2-Propen-1-one, 1-(5-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-3-(2-thienyl)-, (2E)-

Biological Activity

[Description]:

SYP-5 is a novel HIF-1 inhibitor, suppresses tumor cells invasion and angiogenesis.

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> HIF/HIF Prolyl-Hydroxylase
Research Areas >> Cancer

[Target]

HIF[1]


[In Vitro]

SYP-5 inhibits hypoxia-induced upregulation of HIF-1. SYP-5 inhibits HIF-1 and downstream gene expression in Hep3B and Bcap37 cells. SYP-5 inhibits tumor cell migration and invasion, as well as tumor angiogenesis, which are mediated by suppressing PI3K/AKT- and MAPK/ERK-dependent HIF-1 pathway. The proteins of vascular endothelial growth factor (VEGF) and matrix metalloproteinases (MMP)-2 that are targets of HIF-1, are down-regulated by SYP-5. SYP-5 displays significant inhibition on hypoxia-induced overexpression of VEGF and MMP2 in both cell lines. In the tube formation assay, SYP-5 suppresses angiogenesis induced by hypoxia and VEGF in vitro. SYP-5 also retards the Hep3B and Bcap37 cells migration and invasion induced by hypoxia and FBS. SYP-5 specifically inhibits hypoxic induction of luciferase expression in U251-HRE but not in U251-pGL3[1].

[Cell Assay]

The cells (1×105 cells/mL) are seeded into 96-well culture plates. After overnight ncubation, the cells are treated with various concentrations of SYP-5 (2, 10, 50 μM) for 24 h. Then 10μLMTT) solution (2.5 mg/mL in PBS) is added to each well, and the plates are incubated for additional 4 h at 37°C. After centrifugation (2500 rpm, 10 min), the medium containing MTT is aspirated, and 100 μL DMSO is added. The optical density of each well is measured at 570 nm with a SpectraMax Paradigm Reader[1].

[References]

[1]. Wang LH, et al. SYP-5, a novel HIF-1 inhibitor, suppresses tumor cells invasion and angiogenesis. Eur J Pharmacol. 2016 Nov 15;791:560-568.


[Related Small Molecules]

Dimethyloxalylglycine | PT-2385 | FG-4592 | PX-478 2HCl | BAY 87-2243 | Vadadustat | Daprodustat | Oltipraz | Chlorogenic acid | LW 6 | Molidustat | IOX2 | Paeoniflorin | KC7F2 | oroxylin A

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
502.0±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C18H16O3S

[ Molecular Weight ]:
312.383

[ Flash Point ]:
257.4±30.1 °C

[ Exact Mass ]:
312.082001

[ LogP ]:
6.34

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.649

[ Storage condition ]:
2-8℃


Related Compounds