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Asperulosidic acid

Names

[ CAS No. ]:
25368-11-0

[ Name ]:
Asperulosidic acid

[Synonym ]:
asuperlosidic acid
(1S,4aS,5S,7aS)-7-Acetoxymethyl-5-hydroxy-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-1,4a,5,7a-tetrahydro-cyclopenta[c]pyran-4-carboxylic acid
Asperulosidinsaeure

Biological Activity

[Description]:

Asperulosidic Acid (ASPA), a bioactive iridoid glycoside, is extracted from the herbs of Hedyotis diffusa Willd. Asperulosidic Acid (ASPA) has anti-tumor, anti-oxidant, and anti-inflammatory activities[1].ASPA is related to the inhibition of inflammatory cytokines (TNF-α, IL-6) and mediators via suppression of the NF-κB and mitogen-activated protein kinase (MAPK) signaling pathways[2].

[Related Catalog]:

Research Areas >> Cancer
Research Areas >> Inflammation/Immunology
Signaling Pathways >> MAPK/ERK Pathway >> ERK
Signaling Pathways >> Stem Cell/Wnt >> ERK

[In Vitro]

Asperulosidic Acid (ASPA) (40-160 μg/mL; pre- 1 hour) significantly down-regulates the mRNA levels of TNF-α and IL-6 in LPS-induced RAW 264.7 cells compared with the group treated with LPS alone [1]. Asperulosidic Acid (ASPA) (40-160 μg/mL; pre- 1 hour) decreases IκB-α phosphorylation in a concentration-dependent manner, decreases Erk1/2 phosphorylation at all concentration levels, but there was no effect on p-p38 [1]. RT-PCR[2] Cell Line: RAW 264.7 cells Concentration: 40 μg/mL, 80 μg/mL, and 160 μg/mL Incubation Time: Pre-treatment 1 hour Result: Decreased TNF-α and IL-6 mRNA expression. Western Blot Analysis[2] Cell Line: RAW 264.7 cells Concentration: 40 μg/mL, 80 μg/mL, and 160 μg/mL Incubation Time: Pre-treatment 1 hour Result: Decreased IκB-α phosphorylation and Erk1/2 phosphorylation.

[References]

[1]. Xianyuan L , et al. Anti-renal fibrosis effect of asperulosidic acid via TGF-β1/smad2/smad3 and NF-κB signaling pathways in a rat model of unilateral ureteral obstruction. Phytomedicine. 2019 Feb;53:274-285.

[2]. He J, et al. Asperuloside and Asperulosidic Acid Exert an Anti-Inflammatory Effect via Suppression of the NF-κB and MAPK Signaling Pathways in LPS-Induced RAW 264.7 Macrophages. Int J Mol Sci. 2018 Jul 12;19(7). pii: E2027.

Chemical & Physical Properties

[ Density]:
1.64±0.1 g/cm3

[ Molecular Formula ]:
C18H24O12

[ Molecular Weight ]:
432.37600

[ Exact Mass ]:
432.12700

[ PSA ]:
192.44000

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
Freely soluble (160 g/L) (25 ºC)

Safety Information

[ RIDADR ]:
NONH for all modes of transport

Articles

Identification of the absorbed components and metabolites of Zhi-Zi-Da-Huang decoction in rat plasma by ultra-high performance liquid chromatography coupled with quadrupole-time-of-flight mass spectrometry.

J. Pharm. Biomed. Anal. 111 , 277-87, (2015)

Zhi-Zi-Da-Huang decoction (ZZDHD), consisting of Gardenia jasminoides Ellis, Rheum palmatum L., Citrus aurantium L. and Sojae Semen Praeparatum, is a widely used traditional Chinese medicine preparati...


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