Desoxo-narchinol A

Names

[ Name ]:
Desoxo-narchinol A

[Synonym ]:
1(4H)-Naphthalenone, 4a,5,6,7-tetrahydro-4-hydroxy-4a,5-dimethyl-, (4R,4aS,5R)-
(4R,4aS,5R)-4-Hydroxy-4a,5-dimethyl-4a,5,6,7-tetrahydro-1(4H)-naphthalenone

Biological Activity

[Description]:

Desoxo-narchinol A is an orally active and potent anti-inflammatory agent. Desoxo-narchinol A can be isolated from the roots and rhizomes of Nardostachys jatamansi. Desoxo-narchinol A can be used for septic shock and inflammatory diseases research[1][2][3].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Immunology/Inflammation >> NO Synthase

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Immunology/Inflammation >> COX

Signaling Pathways >> Immunology/Inflammation >> PGE synthase

[In Vitro]

Desoxo-narchinol A inhibits tissue injury and production of pro-inflammatory cytokines, such as IL-1β, IL-6, and TNF-α, in the liver and lung[2]. Desoxo-narchinol A (0-500 nM, 24 h) inhibits the production of inflammatory mediators, such as iNOS and its derivative NO, COX-2, PGE2, IL-1β, IL-6 and TNF-α and H3 protein acetylation in murine peritoneal macrophages[2]. Desoxo-narchinol A inhibits LPS-induced activation of p38 in murine macrophages[2].

[In Vivo]

Desoxo-narchinol A (0-0.5 mg/kg, IP, once) dramatically reduced mortality in a murine LPS-induced endotoxin shock model[2]. Desoxo-narchinol A (50 mg/kg, PO, once) shows the oral bioavailability of 18.1% in rats and 28.4% in mice[3]

[References]

[1]. Itokawa H, et al. Cytotoxic sesquiterpenes from Nardostachys chinensis. Chem Pharm Bull (Tokyo). 1993 Jun;41(6):1183-4.

[2]. Shin JY, et al. Anti-inflammatory effect of desoxo-narchinol-A isolated from Nardostachys jatamansi against lipopolysaccharide. Int Immunopharmacol. 2015 Dec;29(2):730-738.

[3]. Thapa SK, Upadhyay M, Kim TH, Shin S, Park SJ, Shin BS. Liquid Chromatography-Tandem Mass Spectrometry of Desoxo-Narchinol a and Its Pharmacokinetics and Oral Bioavailability in Rats and Mice. Molecules. 2019 May 28;24(11):2037.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
345.0±31.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₂H₁₆O₂

[ Molecular Weight ]:
192.25

[ Flash Point ]:
146.9±17.4 °C

[ Exact Mass ]:
192.115036

[ LogP ]:
1.95

[ Vapour Pressure ]:
0.0±1.7 mmHg at 25°C

[ Index of Refraction ]:
1.549

[ Storage condition ]:
2-8℃

Related Compounds

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