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Protosappanin A

Names

[ CAS No. ]:
102036-28-2

[ Name ]:
Protosappanin A

[Synonym ]:
6H-Dibenz(b,d)oxocin-7(8H)-one,3,10,11-trihydroxy
3,10,11-Trihydroxy-6H-dibenzo[b,d]oxocin-7(8H)-one
Sappanol B
6H-Dibenz(b,d)oxocin-7(8H)-one, 3,10,11-trihydroxy-
6H-Dibenz[b,d]oxocin-7(8H)-one, 3,10,11-trihydroxy-

Biological Activity

[Description]:

Protosappanin A (PTA), an immunosuppressive ingredient and major biphenyl compound isolated from Caesalpinia sappan L, suppresses JAK2/STAT3-dependent inflammation pathway through down-regulating the phosphorylation of JAK2 and STAT3[1].

[Related Catalog]:

Signaling Pathways >> Stem Cell/Wnt >> STAT
Signaling Pathways >> JAK/STAT Signaling >> JAK
Signaling Pathways >> Epigenetics >> JAK
Signaling Pathways >> Stem Cell/Wnt >> JAK
Signaling Pathways >> JAK/STAT Signaling >> STAT
Research Areas >> Inflammation/Immunology

[Target]

JAK2

STAT3


[In Vitro]

Protosappanin A (PTA: 12.5, 25, 50 μM, 24 hours) significantly inhibits the production of TNF-α and IL-1β in LPS-activated BV2 microglia. And the mRNA expressions of IL-6, IL-1β, and MCP-1 are reduced by PTA in a dose-dependent manner in BV2 microglial cell line[1]. Protosappanin A (PTA: 12.5, 25, 50 μM, 24 hours) suppresses JAK2/STAT3-dependent inflammation pathway through down-regulating the phosphorylation of JAK2 and STAT3, as well as STAT3 nuclear translocation against LPS treatment[1]. Protosappanin A (PTA: 12.5, 25, 50 μM, 24 hours) shows obvious effect on disturbing the interaction of transmembrane protein CD14 with Toll-like receptor-4, resulting in the inhibition of NF-κB-dependent oxidative and nitrative stress in LPS-induced BV2 microglia[2]. Western Blot Analysis[1] Cell Line: Murine BV2 microglial cell line. Concentration: 12.5, 25, 50 μM. Incubation Time: 24 hours. Result: Inhibits the releases of NO, TNF-α and IL-1β in LPS-induced BV2 cells. Attenuated IL-6, IL-1β and MCP-1 gene expressions in the LPS-induced BV2 cells. Suppressed JAK2/STAT3 pathway activation in the LPS-induced BV2 cells.

[References]

[1]. Wang LC, et al. Protosappanin A exerts anti-neuroinflammatory effect by inhibiting JAK2-STAT3 pathway in lipopolysaccharide-induced BV2 microglia. Chin J Nat Med. 2017 Sep;15(9):674-679.

[2]. Zeng KW, et al. Protosappanin A inhibits oxidative and nitrative stress via interfering the interaction of transmembrane protein CD14 with Toll-like receptor-4 in lipopolysaccharide-induced BV-2 microglia. Int Immunopharmacol, 2012, 14(4): 558- 569.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
613.1±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C15H12O5

[ Molecular Weight ]:
272.25

[ Flash Point ]:
238.8±25.0 °C

[ Exact Mass ]:
272.068481

[ PSA ]:
86.99000

[ LogP ]:
1.20

[ Vapour Pressure ]:
0.0±1.8 mmHg at 25°C

[ Index of Refraction ]:
1.689

Precursor & DownStream


Related Compounds