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A2612 Sigma

Asiatic acid

≥98% (HPLC), from Centella asiatica

Synonym: 2α,23-Dihydroxyursolic acid, Dammarolic acid, NSC 166063

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Properties

Related Categories Cell Biology, Nutrition Research, Phytochemicals in Herbal Medicine or Traditional Chinese Medicine (TCM) More...
biological source   from Centella asiatica
assay   ≥98% (HPLC)
form   powder
storage condition   protect from light
color   white
mp   325-330 °C(lit.)
solubility   methanol: soluble1 mg/mL, clear, colorless
storage temp.   2-8°C

Description

Biochem/physiol Actions

Asiatic acid is commonly used in wound healing. Asiatic acid has antioxidant, anti-inflammatory and neuroprotective properties.

Application

Starting material for asiatic acid derivative synthesis for use as:
• Anticancer agents1
• Glycogen phosphorylase inhibitors2
• Hepatoprotectants3,4,5

Price and Availability

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Safety & Documentation

Safety Information

WGK Germany 
3

Documents

Certificate of Analysis

Protocols & Articles

Peer-Reviewed Papers

References

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1. Synthesis and characterization of derivatives of asiatic acid and primary study on anti-cancer activity L. Zhao, et al., Youji Huaxue 31, 646-652, (2011)

2. Synthesis and biological evaluation of asiatic acid derivatives as inhibitors of glycogen phosphorylases L. Zhang, et al., Chem. Biodivers. 6, 864-874, (2009)

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3. Modification of C2,3,23,28 functional groups on asiatic acid and evaluation of hepatoprotective effects B. Jeong, et al., Bull. Korean Chem. Soc. 28, 977-982, (2007)

4. Modification of C11, C28, C2,3,23 or C2,23,28 functional groups on asiatic acid and evaluation of hepatoprotective effects L. Zhao, et al., Bull. Korean Chem. Soc. 28, 970-976, (2007)

5. Modification of C2 functional group on asiatic acid and the evaluation of hepatoprotective effects B. Jeong, et al., Arch. Pharm. Res. 30, 282-289, (2007)

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Targeted inhibition of tumor proliferation, survival, and metastasis by pentacyclic triterpenoids: potential role in prevention and therapy of cancer. Shanmugam MK, Nguyen AH, Kumar AP, et al. Cancer Lett. 320(2), 158-70, (2012)

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Asiatic acid attenuates infarct volume, mitochondrial dysfunction, and matrix metalloproteinase-9 induction after focal cerebral ischemia. Lee KY, Bae ON, Serfozo K, Hejabian S, et al. Stroke 43, 1632-1638, (2012)

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Withanolide A and asiatic acid modulate multiple targets associated with amyloid-β precursor protein processing and amyloid-β protein clearance. Patil, S.P. et a. J. Nat. Prod. 73(7), 1196-1202, (2010)

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In vitro modulatory effects on three major human cytochrome P450 enzymes by multiple active constituents and extracts of Centella asiatica. Pan Y, Abd-Rashid BA, Ismail Z, et al. J. Ethnopharmacol. 130(2), 275-83, (2010)

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Asiatic acid inhibits pro-angiogenic effects of VEGF and human gliomas in endothelial cell culture models. CV. Kavitha, C. Agarwal, R. Agarwal, and G. Deep. PLoS ONE 8, (2011)

Antinociceptive Activities and the Mechanisms of Anti-Inflammation of Asiatic Acid in Mice. SS Huang, CS Chui, HJ Chen, WC Hou, MJ Sheu, YC Lin, PH Shie, GJ Huang. Evid. Based. Complement. Alternat. Med., (2011)

In vitro modulatory effects on three major human cyctochrome P450 enzymes by multiple active constituents and extracts of Centella asiatica. Pan Y, Abd-Rashid BA, Ismail Z, Ismail R, Mak JW, Pook PC, Er HM, Ong CE. J. Ethnopharmacol. 2, 275-83, (2010)

Contact dermatitis due to Centella asiatica. Gomes J, Pereira T, Vilarinho C, et al. Contact Dermatitis 62(1), 54-5, (2010)

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[Triterpenoids from leaves of Ilex cornuta]. Yao Z, Li J, Zhou S, et al. Zhongguo Zhong Yao Za Zhi 34(8), 999-1001, (2009)

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Growth inhibition and induction of apoptosis in human cancerous HeLa cells by Maytenus procumbens. Momtaz S, Hussein AA, Ostad SN, et al. Food Chem. Toxicol. 51, 38-45, (2013)

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Efficacy of asiatic acid, a pentacyclic triterpene on attenuating the key enzymes activities of carbohydrate metabolism in streptozotocin-induced diabetic rats. Ramachandran V and Saravanan R Phytomedicine 20(3-4), 230-6, (2013)

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Asiatic acid protects primary neurons against C2-ceramide-induced apoptosis. Zhang X, Wu J, Dou Y, et al. Eur. J. Pharmacol. 679(1-3), 51-9, (2012)

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Asiatic acid inhibits liver fibrosis by blocking TGF-beta/Smad signaling in vivo and in vitro. Tang LX, He RH, Yang G, et al. PLoS ONE 7(2), e31350, (2012)

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Microbial transformation of asiatic acid by Alternaria longipes. He WN, Dai JG, Ye M, et al. J. Asian Nat. Prod. Res. 12(9), 760-4, (2010)

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A liquid chromatography/electrospray ionization tandem mass spectrometric method for quantification of asiatic acid from plasma: application to pharmacokinetic study in rats. Nair SN, Menon S, Shailajan S. Rapid Commun. Mass Spectrom. 26, 1899-1908, (2012)

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Induction of expression and functional activity of P-glycoprotein efflux transporter by bioactive plant natural products. Abuznait AH, Qosa H, O'Connell ND, et al. Food Chem. Toxicol. 49(11), 2765-72, (2011)

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Asiatic acid, a pentacyclic triterpene in Centella asiatica, attenuates glutamate-induced cognitive deficits in mice and apoptosis in SH-SY5Y cells. Xu MF, Xiong YY, Liu JK, et al. Acta Pharmacol. Sin. 33(5), 578-87, (2012)

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Mitochondria-dependent apoptosis of con A-activated T lymphocytes induced by asiatic acid for preventing murine fulminant hepatitis. Guo W, Liu W, Hong S, Liu H, et al PLoS ONE 7, e46018, (2012)

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Effects of asiatic acid on passive and active avoidance task in male Spraque-Dawley rats. Nasir MN, Habsah M, Zamzuri I, et al. J. Ethnopharmacol. 134(2), 203-9, (2011)

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Asiatic acid inhibits pro-angiogenic effects of VEGF and human gliomas in endothelial cell culture models. Kavitha CV, Agarwal C, Agarwal R, et al. PLoS ONE 6(8), e22745, (2011)

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Asiatic acid induces colon cancer cell growth inhibition and apoptosis through mitochondrial death cascade. Tang XL, Yang XY, Jung HJ, et al. Biol. Pharm. Bull. 32(8), 1399-405, (2009)

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Two new oxidation products obtained from the biotransformation of asiatic acid by the fungus Fusarium avenaceum AS 3.4594. Huang FX, Lin XH, He WN, et al. J. Asian Nat. Prod. Res. 14(11), 1039-45, (2012)

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Inhibitory effect of asiatic acid on acetylcholinesterase, excitatory post synaptic potential and locomotor activity. Nasir MN, Abdullah J, Habsah M, et al. Phytomedicine 19(3-4), 311-6, (2012)

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Effecting skin renewal: a multifaceted approach. Widgerow AD and Grekin SK J. Cosmet. Dermatol. 10(2), 126-30, (2011)

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Factors affecting the content of pentacyclic triterpenes in Centella asiatica raw materials. Puttarak P and Panichayupakaranant P Pharm. Biol. 50(12), 1508-12, (2012)

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Asiatic acid preserves beta cell mass and mitigates hyperglycemia in streptozocin-induced diabetic rats. Liu J, He T, Lu Q, et al. Diabetes. Metab. Res. Rev. 26(6), 448-54, (2010)

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Microbial transformation of asiatic acid. Guo FF, Feng X, Chu ZY, et al. J. Asian Nat. Prod. Res. 15(1), 15-21, (2013)

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Synthesis and antitumor activity evaluation of new asiatic acid derivatives. Meng YQ, Li YY, Li FQ, Song YL, et al. J. Asian Nat. Prod. Res. 14, 844-855, (2012)

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Efficacy of asiatic acid, a pentacyclic triterpene on attenuating the key enzymes activities of carbohydrate metabolism in streptozotocin-induced diabetic rats. Ramachandran V, Saravanan R. Phytomedicine, (2012)

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