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Dehydromiltirone

Names

[ CAS No. ]:
116064-77-8

[ Name ]:
Dehydromiltirone

[Synonym ]:
dehydromiltirone
2-isopropyl-8,8-dimethyl-7.8-dihydrophenanthrene-3,4-dione
1,2-didehydromiltirone

Biological Activity

[Description]:

Dehydromiltirone (1,2-Didehydromiltirone) is a diterpenoid quinone with an anti-inflammatory effect. Dehydromiltirone prevents liver injury by modifying the MAPK and NF-κB signaling pathways, reducing neuroinflammatory responses, and inhibiting platelet aggregation. Dehydromiltirone can be used for osteoporosis research[1][2].

[Related Catalog]:

Signaling Pathways >> MAPK/ERK Pathway >> p38 MAPK
Research Areas >> Inflammation/Immunology

[In Vitro]

Dehydromiltirone (100 μg/mL; 24 h) 抑制 Kupffer 细胞中的 p38 和 NF-κB 信号[1]。 Dehydromiltirone 抑制破骨细胞相关基因的表达，包括 NFATc1、CTSK、c-Fos、Acp5 和 MMP9；以及MAPK信号通路的 P38、ERK 和 JNK 的磷酸化；以及 NF-κB 信号通路中 IκB-α 的降解。Dehydromiltirone 通过降低相关基因的表达来发挥抗破骨细胞生成作用，最终在体外抑制骨吸收[2]。 Western Blot Analysis[1] Cell Line: Kupffer cells Concentration: 100 μg/mL Incubation Time: For 24 h Result: Significantly decreased p38 and p-p38 levels, NF-κBp65, IκB, and c-fos protein levels.

[In Vivo]

Dehydromiltirone (50-200 mg/kg，口服；每天；连续五天) 保护肝脏免受 CCl4 诱导的损伤。Dehydromiltirone 可减少促炎细胞因子 TNF-α、IL-1 和 IL-6 的增加，表明它具有减轻肝脏炎症的作用[1]。 Animal Model: Rat model of acute liver injury[1] Dosage: 50 mg/kg, 100 mg/kg, and 200 mg/kg Administration: p.o.; daily; for five consecutive days Result: Protected liver from CCl4-induced damage.

[References]

[1]. Shuqiang Yue, et al. Salvia miltiorrhiza compounds protect the liver from acute injury by regulation of p38 and NFκB signaling in Kupffer cells. Pharm Biol. 2014 Oct;52(10):1278-85.  

[2]. Wei Deng, et al. Dehydromiltirone inhibits osteoclast differentiation in RAW264.7 and bone marrow macrophages by modulating MAPK and NF-κB activity. Front Pharmacol. 2022 Sep 21;13:1015693.  

Chemical & Physical Properties

[ Density]:
1.116g/cm3

[ Boiling Point ]:
423.8ºC at 760mmHg

[ Molecular Formula ]:
C19H20O2

[ Molecular Weight ]:
280.36100

[ Flash Point ]:
180.5ºC

[ Exact Mass ]:
280.14600

[ PSA ]:
34.14000

[ LogP ]:
4.18590

[ Vapour Pressure ]:
2.17E-07mmHg at 25°C

[ Index of Refraction ]:
1.57

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds