5-Hydroxy-4-methoxycanthin-6-one - CAS 18110-86-6
Catalog number: 18110-86-6
Not Intended for Therapeutic Use. For research use only.
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5-Hydroxy-4-methoxycanthin-6-one isolated from the barks of Picrasma quassioides (D.Don) Benn. It exhibited significant cytotoxic activity against CNE2 cell line.
Yellow powder
Quality Standard:
Enterprise Standard
1.515 g/cm3
1.New Canthin-6-one Alkaloids from Quassia amara.
Barbetti P;Grandolini G;Fardella G;Chiappini I;Mastalia A Planta Med. 1990 Apr;56(2):216-7.
From the wood of QUASSIA AMARA L. (Simarubaceae) two new canthin-6-one alkaloids have been isolated and their structures determined as 3-methyl-4-methoxy-5-hydroxycanthin-2,6-dione ( 1) and 4-methoxy-5-hydroxycanthin-6-one 3-, N-oxide ( 2) by spectroscopic and chemical methods. 3-Methylcanthin-5,6-dione ( 3) has been also isolated and identified for the first time from this source.
2.Preparation and purification of canthinone and β-carboline alkaloids from Picrasma quassioides based on bioautography and mass-spectrometry-directed autopurification system.
Yang N;Shi Y;Xiong A;Zhou Y;Gu L;Wang R;Yang L;Wang Z J Sep Sci. 2018 Aug;41(15):3014-3021. doi: 10.1002/jssc.201800127. Epub 2018 Jul 3.
Picrasma quassioides (D. Don) Benn. is a widely used traditional Chinese medicine for anti-inflammation and antibiosis. Canthinone and β-carboline alkaloids are the main characteristic constituents that possess diverse pharmacological effects, such as anti-inflammatory and anti-infectious properties. In this study, bioautography in thin-layer chromatography indicated that the antiradical activity compound may be alkaloids. Then, a simple, fast, and efficient method was established for the separation and purification of two types of alkaloids from P. quassioides by mass-spectrometry-directed autopurification system. Eight alkaloids were isolated and purified in this one-step methodology. Among them, five compounds (3, 95.1%, 58.8 mg; 4, 98.4%, 71.7 mg; 6, 97.8%, 365.4 mg; 7, 97.7%, 172.7 mg; 8, 98.2%, 180.3 mg) were obtained in large amounts with extremely high purities. Then, the antiradical activities of the isolates showed that 4-methoxy-5-hydroxycanthin-6-one (6) exhibited obvious 1,1-diphenyl-2-picryl-hydrazyl free radical scavenging activity with an IC;50; value of 84.037 μM. This study offers a new method for the preparation of targeted bioactive alkaloids in P. quassioides. This work also provides a reference for the separation of other targeted chemical components with potential activities from traditional Chinese herbal medicines.
3.Preparative isolation and purification of alkaloids from Picrasma quassiodes (D. Don) Benn. by high-speed countercurrent chromatography.
Zhao W;He J;Zhang Y;Ito Y;Su Q;Sun W J Liq Chromatogr Relat Technol. 2012;35(11):1597-1606. Epub 2012 Jun 22.
By using a two-phase solvent system composed of n-hexane-ethyl acetate-methanol-water (2:2:2:2, v/v/v/v), a high-speed counter-current chromatography technique was successfully used for isolation and purification of three alkaloids from Picrasma quassiodes (D. Don) Benn. for the first time. A total of 22.1 mg of 3-methylcanthin-2,6-dione, 4.9 mg of 4-methoxy-5-hydroxycanthin-6-one and 1.2 mg of 1-mthoxycarbonyl-β-carboline were obtained from 100 mg of crude extract of Picrasma quassiodes (D. Don) Benn. in less than 5 h, with purities of 89.30%, 98.32% and 98.19%, respectively. The target compounds were identified by ESI-MS, (1)H NMR and (13)C NMR.
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