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Cat. No. Name Size Price Add Cart
KI3225Andrographolides100 mg$120

Chemical Characteristic

Product NameAndrographolides
CAS No.5508-58-7
Molecular Weight 350.45
FormulaC20H30O5
Chemical Name(3E,4S)-3-[2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one
SmilesO1C(=O)/C(=C/CC2C(=C)CC[C@@H]3[C@]([C@@H](CC[C@@]23C)O)(C)CO)/[C@@H](C1)O
Chemical Structure

Biological activities

Andrographolide is a labdane diterpenoid that is the main bioactive component of the medicinal plant Andrographis paniculata.[1] Andrographolide has a strong anti-inflammatory activity and can be used in a variety of inflammatory conditions, including allergic lung inflammation.[2] Andrographolide is an inhibitor of interleukin-6 and suppresses tumor growth of prostate cancer cells. Andrographolide inhibits androgen receptor (AR) expression and induce the apoptosis of prostate cancer cell. Andrographolide prevents the nuclear translocation of AR and inhibits transactivation of AR?? target genes. Furthermore, andrographolide prevents the growth of castration-resistant C4-2 cell by reducing AR expression and activity.[3] In murine T-cells in vitro, andrographolide significantly attenuates the IFN-γ production induced by concanavaline A with an IC50 of 1.7 µM. Andrographolide also inhibits partially concanavaline A-induced IL-2 production and reduces concanavaline A-induced ERK1/2 phosphorylation in vitro. Moreover, andrographolide (50 and 100 µM) reduces the apoptosis induced by hydrocortisone and PMA in thymocytes.[4] In BEAS-2B cells, andrographolide significantly enhances nuclear factor erythroid-2-related factor 2 (Nrf2) accumulation, promotes binding to antioxidant response element (ARE) and total cellular glutathione level in response to cigarette smoke extract (CSE). In BEAS-2B cells, andrographolide also increases the expressions of ARE-regulated gene targets including glutamate-cysteine ligase catalytic (GCLC) subunit, GCL modifier (GCLM) subunit, glutathione peroxidase (GPx), glutathione reductase (GR) and heme oxygenase-1 in response to CSE. Andrographolide treatment can promotes inductions of GPx and GR activities in lungs from cigarette smoke-exposed mice.[5] In vivo, andrographolide shows hepatoprotective effect against galactosamine or paracetamol-induced hepatotoxicity in rats.[6]

Protocols

In vitro: Prior to use, andrographolide is dissolved in dimethylsulphoxide at 100 mM and then serially diluted in PBS to the appropriate concentration.[7]

References

[1]http://en.wikipedia.org/wiki/Andrographolide
[2] Abu-Ghefreh AA, et al. In vitro and in vivo anti-inflammatory effects of andrographolide. Int Immunopharmacol. 2009, 9(3): 313-318.
[3] Liu C, et al. Andrographolide targets androgen receptor pathway in castration-resistant prostate cancer. Genes Cancer. 2011, 2(2): 151-159.
[4] Burgos RA, et al. Andrographolide inhibits IFN-gamma and IL-2 cytokine production and protects against cell apoptosis. Planta Med. 2005, 71(5): 429-434.
[5] Guan SP, et al. Andrographolide protects against cigarette smoke-induced oxidative lung injury via augmentation of Nrf2 activity. Br J Pharmacol. 2013, 168(7): 1707-1718.
[6] Handa SS, et al. Hepatoprotective activity of andrographolide against galactosamine & paracetamol intoxication in rats. Indian J Med Res. 1990, 92: 284-292.
[7] Chiou WF, et al. Mechanisms of suppression of inducible nitric oxide synthase (iNOS) expression in RAW 264.7 cells by andrographolide. Br J Pharmacol. 2000, 129(8): 1553-1560.

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