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Asiaticoside B Sale

(Synonyms: 积雪草苷 B) 目录号 : GC35406

A triterpenoid glycoside with anticancer activity

Asiaticoside B Chemical Structure

Cas No.:125265-68-1

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产品描述

Asiaticoside B is a triterpenoid glycoside that has been found in A. asiatica and has anticancer activity.1 It is cytotoxic to HepG2 and MCF-7 cancer cells with IC50 values of 9.74 and 8.32 ?M, respectively.

1.Gao, J., Huang, F., Zhang, J., et al.Cytotoxic cycloartane triterpene saponins from Actaea asiaticaJ. Nat. Prod.69(10)1500-1502(2006)

Chemical Properties

Cas No. 125265-68-1 SDF
别名 积雪草苷 B
分子式 C48H78O20 分子量 975.12
溶解度 DMF: 30 mg/ml,DMSO: 15 mg/ml,PBS (pH 7.2): 5 mg/ml 储存条件 4°C, protect from light
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1 mM 1.0255 mL 5.1276 mL 10.2551 mL
5 mM 0.2051 mL 1.0255 mL 2.051 mL
10 mM 0.1026 mL 0.5128 mL 1.0255 mL
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Research Update

Oleanane- and Ursane-Type Triterpene Saponins from Centella asiatica Exhibit Neuroprotective Effects

J Agric Food Chem 2020 Jul 1;68(26):6977-6986.PMID:32502339DOI:10.1021/acs.jafc.0c01476.

Six new pentacyclic triterpenoid saponins, centelloside F (1), centelloside G (2), 11-oxo-asiaticoside B (3), 11-oxo-madecassoside (4), 11(β)-methoxy Asiaticoside B (5), and 11(β)-methoxy madecassoside (6), along with seven known ones, asiaticoside (7), Asiaticoside B (8), madecassoside (9), centellasaponin A (10), isoasiaticoside (11), scheffoleoside A (12), and centelloside E (13), were separated from the 80% MeOH extract of the whole plant of Centella asiatica, which has been used as a medicinal plant and is now commercially available as a diatery supplement in many countries. Compounds 1 and 2, 3 and 4, and 5 and 6 are three pairs of isomers with oleanane- or ursane-type triterpenes as aglycones. The chemical structures of the new triterpene saponins were fully characterized by extensive analysis of their nuclear magnetic resonance and high-resolution electrospray ionization mass spectrometry data. The protective effects of compounds 1-13 on PC12 cells induced by 6-OHDA were screened, and compound 3 displayed the best neuroprotective effect, with 91.75% cell viability at the concentration of 100 μM. Moreover, compound 3 also attenuated cell apoptosis and increased the mRNA expression of antioxidant enzymes, including superoxide dismutase and catalase. Additionally, compound 3 activated the phosphatidylinositol 3-kinase/Akt pathway, including PDK1, Akt, and GSK-3β. These findings suggested that triterpene saponins from C. asiatica were worthy of further biological research to develop new neuroprotective agents.

New 9, 19-cycloartane triterpenoid from the root of Cimicifuga foetida

Chin J Nat Med 2014 Apr;12(4):294-6.PMID:24863355DOI:10.1016/S1875-5364(14)60057-1.

Aim: To study the 9, 19-cycloartane triterpenes from the roots of Cimicifuga foetida. Method: Chromatographic separations by silica gel, C18 reversed phase silica gel, and high-performance liquid chromatography (HPLC) were used. All of the structures were elucidated on the basis of spectroscopic analysis and chemical methods. Results: Five 9, 19-cycloartane triterpenes, (3β, 12β, 15α, 24R)-12, 2'-diacetoxy-24, 25-epoxy-15-hydroxy-16, 23-dione-3-O-α-L-arabinopyranoside (1), actein (2), 23-epi-26-deoxyactein (3), Asiaticoside B (4), and 12β-hydroxycimigenol (5) were isolated from the roots of Cimicifuga foetida. Conclusion: Compound 1 is a new triterpene with two acetoxy groups at C-2' and C-12.

Cytotoxic cycloartane triterpene saponins from Actaea asiatica

J Nat Prod 2006 Oct;69(10):1500-2.PMID:17067171DOI:10.1021/np060113h.

Three new 9,19-cycloartane triterpene glycosides, asiaticoside A (1), Asiaticoside B (2), and 25-O-ethylcimigenol-3-O-beta-D-xylopyranoside (3), together with cimiacemoside I (4), 25-O-acetylcimigenol-3-beta-O-D-xyloside (5), and 25-anhydrocimigenol-beta-O-D-xyloside (6) were isolated from the roots/rhizomes extract of Actaea asiatica, and their structures were established by spectroscopic methods (IR, HRESIMS, and NMR). Compounds 1-3, 5, and 6 had notable cytotoxicity against HepG2 and MCF-7 cancer cell lines.

Simultaneous analysis of five triterpenes in Centella asiatica by high performance liquid chromatography with cyclodextrins as the mobile phase additives

Sci Rep 2020 Oct 29;10(1):18577.PMID:33122688DOI:10.1038/s41598-020-75554-z.

Triterpenes are considered the major active components in Centella asiatica (L.) Urb. (C. asiatica), such as asiatic acid, madecassic acid, asiaticoside, madecassoside and Asiaticoside B. It is difficult to simultaneously determine five triterpenes because of madecassoside isomers (madecassoside and Asiaticoside B), and the great polarity difference between triterpene acid and triterpene glycoside. In this study, a simple high performance liquid chromatography method with isocratic elution employing cyclodextrins (CDs) as the mobile phase additives was developed to determine five triterpenes in C. asiatica. Various factors affecting triterpenes retention in the C18 column, such as the nature of CDs, γ-CD concentration, acetonitrile percentage and temperature, were studied. Experimental results showed that γ-CD, as an effective mobile phase additive, could markedly reduce the retention of triterpenes (especially asiatic acid and madecassic acid), and improve the separation for madecassoside and Asiaticoside B. The elution of five triterpenes could be achieved on an ODS C18 column within 30 min using the acetonitrile-0.2% phosphoric acid contained 4.0 mM γ-CD (20:80, v/v) mixture as the mobile phase. The retention modification of triterpenes may be attributed to the formation of the triterpenes-γ-CD inclusion complexes. The optimized method was successfully applied for simultaneous determination of five triterpenes in C. asiatica.

Medicinal foodstuffs. XXVII. Saponin constituents of gotu kola (2): structures of new ursane- and oleanane-type triterpene oligoglycosides, centellasaponins B, C, and D, from Centella asiatica cultivated in Sri Lanka

Chem Pharm Bull (Tokyo) 2001 Oct;49(10):1368-71.PMID:11605675DOI:10.1248/cpb.49.1368.

Ursane- and oleanane-type triterpene oligoglycosides, centellasaponins B, C, and D, were isolated from the aerial parts of Centella asiatica (L.) Urban cultivated in Sri Lanka together with madecassoside, asiaticoside, Asiaticoside B, and sceffoleoside A. The chemical structures of centellasaponins B, C, and D were determined on the basis of chemical and physicochemical evidence to be madecassic acid 28-O-beta-D-glucopyranosyl(1-->6)-beta-D-glucopyranoside, madasiatic acid 28-O-alpha-L-rhamnopyranosyl(1-->4)-beta-D-glucopyranosyl(1-->6)-beta-D-glucopyranoside, and 3beta,6beta,23-trihydroxyolean-12-en-28-oic acid 28-O-alpha-L-rhamnopyranosyl(1-->4)-beta-D-glucopyranosyl(1-->6)-beta-D-glucopyranoside, respectively.