Name Asiaticoside
Appearance White to off-white powder
CAS No. 16830-15-2
Formulae
Molecular Weight 959.12
Natural Resources
Bioactivities
Identification Melting point 235-238°
Optical rotation [α]20D-14° (EtOH)
1HNMR
Analytical Method
INSTRUMENT 10 × 10 cm silica gel 60 F254-covered plates with concentrating zone of 10 × 2.5 cm (Merck, Darmstadt, Germany) without a fluorescent indicator
MOBILE PHASE Ethyl acetate: methanol = 60: 40, v/v
DETECTION Spray with anisaldehyde solution, heated at 100-105°C and visualize under daylight.
INSTRUMENT Model Nanospace SI-2/3201 pump, 3002 UV detector
COLUMN Kinetex C18 column (100 × 2.1 mm I.D., 2.6 µm, Phenomenex, Torrance, CA, USA)
MOBILE PHASE 25% v/v acetonitrile
DETECTION UV λ203 nm
INSTRUMENT Agilent 1100
COLUMN Eclipse XDB-C18 reversed-phase column (4.6 mm × 250 mm, 5 µm, Agilent)
MOBILE PHASE Methanol: acetonitrile: acetic acid: 0.3% : water = 41: 11: 2: 46, v/v/v/v
DETECTION UV λ225 nm
INSTRUMENT Shisheido HPLC system (NANOSPACE, Shisheido, Tokyo, Japan) with SI-1/2001 pump, an automatic six-port switching valve (SI-2012), an autosampler (SI-1/2003) coupled to the degasser (SI-1/2009) and UV-Vis detector (SI-1/2002)
COLUMN Capcell Pak C18 UG120 (250 × 1.5 mm, 5 µm, Shisheido)
MOBILE PHASE A: 10 mM sodium phosphate (pH 6.86), B: 50% acetonitrile in deionized water (v/v)
DETECTION UV λ210 nm
Sample Preparation
METHOD 1
Extract Centella asiatica by 2000 mL of ethanol-water (70: 30, v/v) solution. Purify the extracts by membrane filtration and evaporate it to dryness. Add distilled water to get madecassoside and asiaticoside solutions.
Carry out dynamic adsorption and desorption on glass columns (12 mm × 50 mm) wet-packed with hydrated HPD100 resin. The bed volume (BV) of resin is 8 mL. Wash the column by distilled water with 4 BV, then elute it by ethanol-water (40: 60, v/v) solution after reaching adsorptive saturation, and the volume of each solution was 1 BV. Analyze each desorption solutions by HPLC to obtain asiaticoside. Concentrate the solution to dryness under vacuum.
Reference
[1] Kwon, H.-J., et al. (2011). "Determination of madecassoside and asiaticoside contents of C. asiatica leaf and C. asiatica-containing ointment and dentifrice by HPLC-coupled pulsed amperometric detection." Microchemical Journal 98(1): 115-120.
[2] Lin, X., et al. (2013). "Beneficial effects of asiaticoside on cognitive deficits in senescence-accelerated mice." Fitoterapia 87(0): 69-77.
[3] Paolino, D., et al. (2012). "Improved in vitro and in vivo collagen biosynthesis by asiaticoside-loaded ultradeformable vesicles." Journal of Controlled Release 162(1): 143-151.
[4] Shukla, A., et al. (1999). "In vitro and in vivo wound healing activity of asiaticoside isolated from Centella asiatica." Journal of Ethnopharmacology 65(1): 1-11.
[5] Xu, C.-L., et al. (2012). "Asiaticoside: Attenuation of neurotoxicity induced by MPTP in a rat model of Parkinsonism via maintaining redox balance and up-regulating the ratio of Bcl-2/Bax." Pharmacology Biochemistry and Behavior 100(3): 413-418.
[6] Liang, X., et al. (2008). "Antidepressant-like effect of asiaticoside in mice." Pharmacology Biochemistry and Behavior 89(3): 444-449.
[7] Chen, S. W., et al. (2006). "Anxiolytic-like effect of asiaticoside in mice." Pharmacology Biochemistry and Behavior 85(2): 339-344.
[8] Zhang, L., et al. (2010). "Protective effects of Asiaticoside on acute liver injury induced by lipopolysaccharide/D-galactosamine in mice." Phytomedicine 17(10): 811-819.
[9] Bonfill, M., et al. (2005). "Identification of triterpenoid compounds of Centella asiatica by thin-layer chromatography and mass spectrometry."
[10] Jia, G. and X. Lu (2008). "Enrichment and purification of madecassoside and asiaticoside from Centella asiatica extracts with macroporous resins." Journal of Chromatography A 1193(1–2): 136-141.
[11] Baek, M., et al. (1999). "Column-switching high-performance liquid chromatographic assay for determination of asiaticoside in rat plasma and bile with ultraviolet absorbance detection." Journal of Chromatography B: Biomedical Sciences and Applications 732(2): 357-363.
[12] Jia, G. and X. Lu (2008). "Enrichment and purification of madecassoside and asiaticoside from Centella asiatica extracts with macroporous resins." Journal of Chromatography A 1193(1–2): 136-141.
Link to Medicinal Plant Images Database

Permanent URL: https://sys01.lib.hkbu.edu.hk/cmed/pid/detail.php?code=P00004