Chebulinic acid

Catalogue number C104419
Chemical nameChebulinic acid
CAS Number18942-26-2
SynonymsEutannin; beta-D-Glucopyranose, cyclic 2,4-ester with 3-(6-carboxy-2,3,4-trihydro-xyphenyl)-4-hydroxy-1,2,4-butanetricarboxylic acid, 1,3,6-tris(3,4,5-trihydroxybenzoate)
Molecular WeightC41H32O27
Formula956.7
Purity98%
Physical DescriptionPowder
SolventChloroform, Dichloromethane,DMSO
StorageStored at 2-8°C, Protected from air and light, refrigerate or freeze
Applications

Antioxidant.


Shows anti-HIV activity.

Chebulinic Acid is natural inhibitors of vascular endothelial growth factor-A mediated angiogenesis.


Chebulinic acid had inhibitory effect on erythroid differentiation likely through changing transcriptional activation of differentiation relative genes, which suggests that chebulinic acid or other tannins might influence the efficiency of some anti-tumor drugs-induced differentiation or the hematopoiesis processes.

 

Chebulinic acid was evaluated against cold restraint (CRU), aspirin (AS), alcohol (AL) and pyloric ligation (PL) induced gastric ulcer models in rats. Potential anti-ulcer activity of chebulinic acid was observed against CRU (62.9%), AS (55.3%), AL (80.67%) and PL (66.63%) induced ulcer models. The reference drug omeprazole (10 mg/kg, p.o.) showed 77.73% protection against CRU, 58.30% against AS and 70.80% against PL model. Sucralfate, another reference drug (500 mg/kg, p.o.) showed 65.67% protection in AL induced ulcer model. Chebulinic acid significantly reduced free acidity (48.82%), total acidity (38.29%) and upregulated mucin secretion by 59.75% respectively. Further, chebulinic acid significantly inhibited H(+) K(+)-ATPase activity in vitro with IC50 of 65.01 μg/ml as compared to the IC50 value of omeprazole (30.24 μg/ml) confirming its anti-secretory activity.


Chebulinic acid exerts non-specific inhibitory actions in vascular preparations. Its inhibitory effect on cardiac contraction was reversible and three orders of magnitude more potent than that on vascular contraction. Hypotensive effect of chebulinic acid is probably mediated via the decrease in cardiac output resulting from reduced left ventricular contraction.

References1. J.C.S. Perkin 1, 1982, 2535.
2. J. Nat. Prod., 1990, 53, 587.
3. Biochem. Pharmacol., 1992, 43, 2479.
4. PLoS ONE, 2012, 7(8), e43934.
5. Phytomedicine, 2013, 20(6), 506-511.
6. Clin Exp Pharmacol Physiol., 1996, 23(8), 747-750.
7. Acta Pharmacol Sin., 2004, 25(2), 231-238.
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Chebulinic acid
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