Isolation of Achyrobichalcone from Achyrocline satureioides by High-Speed Countercurrent Chromatography

被引:12
|
作者
Carini, Juliana P. [1 ]
Leitao, Gilda G. [2 ]
Schneider, Paulo H. [3 ]
Santos, Cristiane C. [2 ]
Costa, Fernanda N. [2 ]
Holzschuh, Maribete H. [1 ]
Klamt, Fabio [4 ]
Bassani, Valquiria L. [1 ]
机构
[1] Univ Fed Rio Grande do Sul, Fac Farm, Programa Posgrad Ciencias Farmaceut, Porto Alegre, RS, Brazil
[2] Univ Fed Rio de Janeiro, Nucleo Pesquisas Prod Nat, BR-21941590 Rio De Janeiro, RJ, Brazil
[3] Univ Fed Rio Grande do Sul, Inst Quim, Porto Alegre, RS, Brazil
[4] Univ Fed Rio Grande do Sul, ICBS, Dept Bioquim, Porto Alegre, RS, Brazil
关键词
Achyrobichalcone; Achyrocline satureioides; biflavonoid; flavonoid; high-speed countercurrent chromatography (HSCCC); isolation; semi-preparative isolation; FLAVONOIDS; SEPARATION; QUERCETIN; STABILITY; PLANT; DC;
D O I
10.2174/1389201015666141110143019
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Achyrobichalcone is a biflavonoid recently found in Achyrocline satureioides. This substance has unprecedented chemical structure and occurrence, but resembles other bioactive bichalcones, which have important pharmacological properties, such as anticancer activity. The major challenge for evaluation of the physicochemical and biological properties of this new molecule is the isolation step, which affects the purity and yield of the isolated product. Thus, the objective of this work was to develop a semi-preparative method for achyrobichalcone isolation from Achyrocline satureioides by high-speed countercurrent chromatography. The high-speed countercurrent chromatography separation was achieved in two steps. In the first step, an enriched fraction of achyrobichalcone from the freeze-dried extract was obtained, using the solvent system hexane-ethyl acetate-methanol-water 0.8:1:0.8:1, v/v. The purification of achyrobichalcone from the enriched fractions was achieved by further high-speed countercurrent chromatography fractionation with hexane-ethyl acetate-methanol-water 0.9:0.9:0.8:1, v/v. The final isolated product was obtained using preparative thin layer chromatography and crystallization procedure. A yellow semi-crystalline solid with purity close to 90% was obtained as the final product. The mass recovery of achyrobichalcone isolation was near 67%. The structural identification from spectroscopic and chromatographic techniques confirmed the achyrobichalcone structure. This is the first report of achyrobichalcone isolation on a semi-preparative scale by high-speed countercurrent chromatography. This method afforded achyrobichalcone in good yield and purity for further biopharmaceutical studies.
引用
收藏
页码:66 / 71
页数:6
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