Arjunolic acid Chemical Properties

Melting point:

332-334 °C

Boiling point:

606.0±55.0 °C(Predicted)

Density 

1.19±0.1 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

form 

Powder

pka

4.62±0.70(Predicted)

color 

White to off-white

InChIKey

RWNHLTKFBKYDOJ-QBUVGUFVNA-N

SMILES

[C@@H]1(O)C[C@@]2([C@@]3([H])CC=C4[C@]5([C@](C(O)=O)(CCC(C)(C)C5)CC[C@@]4(C)[C@]3(C)CC[C@@]2([H])[C@](C)(CO)[C@H]1O)[H])C |&1:0,3,4,9,10,22,24,28,30,34,r|

Safety Information

WGK Germany 

3

Arjunolic acid Usage And Synthesis

Description

Arjunolic acid is a triterpene that has been found in T. arjuna and has diverse biological activities, including antioxidant, anticancer, and anti-inflammatory properties. It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; ) radicals in a cell-free assay when used at a concentration of 0.8 mM. Arjunolic acid (20 mg/kg for four days) prevents arsenic-induced decreases in the activity of superoxide dismutase (SOD1), catalase, GST, and glutathione reductase in mouse brain. It reduces tumor growth in an Ehrlich murine spontaneous adenocarcinoma model when administered at doses of 100 and 250 mg/kg for 20 days. Arjunolic acid reduces renal fibrosis and increases in kidney TNF-α and IL-1β levels induced by cisplatin in mice when administered at doses of 100 and 250 mg/kg per day for 10 days.

Uses

Arjunolic Acid is a naturally occurring terpenoid which displays anti-inflammatory activity as well as protective effects during chemical induced organ pathophysiology.

Definition

ChEBI: A pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by hydroxy groups at positions 2, 3 and 23 (the 2alpha,3beta stereoisomer). Isolated from Symplocos lancifolia and Juglans sinensi , it exhibits antioxidant and antimicrobial activities.

References

[1] MAHUA SINHA  Parames C S  Prasenjit Manna. Protective effect of arjunolic acid against arsenic-induced oxidative stress in mouse brain.[J]. Journal of Biochemical and Molecular Toxicology, 2008, 22 1: 15-26. DOI: 10.1002/jbt.20209
[2] NEHAL M. ELSHERBINY  Mohammed M H A G. Anti-tumor activity of arjunolic acid against Ehrlich Ascites Carcinoma cells in vivo and in vitro through blocking TGF-β type 1 receptor[J]. Biomedicine & Pharmacotherapy, 2016, 82: Pages 28-34. DOI: 10.1016/j.biopha.2016.04.046
[3] NEHAL M. ELSHERBINY  Mohammed M H A G  Mohamed A Eladl. Renal protective effects of arjunolic acid in a cisplatin-induced nephrotoxicity model[J]. Cytokine, 2016, 77: Pages 26-34. DOI: 10.1016/j.cyto.2015.10.010

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