Capillary electrophoresis and hollow fiber liquid-phase microextraction for the enantioselective determination of albendazole sulfoxide after biotransformation of albendazole by an endophytic fungus

被引:18
作者
Carrao, Daniel B. [1 ]
Borges, Keyller B. [2 ]
Barth, Thiago [2 ]
Pupo, Monica T. [3 ]
Bonato, Pierina S. [2 ]
Moraes de Oliveira, Anderson R. [1 ]
机构
[1] Univ Sao Paulo, Fac Filosofia Ciencias & Letras Ribeirao Preto, Dept Quim, BR-14040901 Sao Paulo, Brazil
[2] Univ Sao Paulo, Fac Ciencias Farmaceut Ribeirao Preto, Dept Fis & Quim, BR-14040901 Sao Paulo, Brazil
[3] Univ Sao Paulo, Fac Ciencias Farmaceut Ribeirao Preto, Dept Ciencias Farmaceut, BR-14040901 Sao Paulo, Brazil
基金
巴西圣保罗研究基金会;
关键词
Albendazole sulfoxide; Biotransformation; Chiral separation; Endophytic fungus; Hollow fiber liquid-phase microextraction; STEREOSELECTIVE DETERMINATION; CEREBROSPINAL-FLUID; METABOLITES; PLASMA; ENANTIOMERS; INJECTION; LPME;
D O I
10.1002/elps.201000658
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Hollow fiber liquid-phase microextraction and CE were applied for the determination of albendazole sulfoxide (ASOX) enantiomers in liquid culture medium after a fungal biotransformation study. The analytes were extracted from 1 mL of liquid culture medium spiked with the internal standard (rac-hydroxychloroquine) and buffered with 0.50 mol/L phosphate buffer, pH 10. The analytes were extracted into 1-octanol impregnated in the pores of the hollow fiber, and into an acid acceptor solution inside the polypropylene hollow fiber. The electrophoretic separations were carried out in 0.05 mol/L tris(hydroxymethyl) aminomethane buffer, pH 9.3, containing 3.0% w/v sulfated-beta-CD (S-beta-CD) with a constant voltage of +15 kV and detection at 220 nm. The method was linear over the concentration range of 250-5000 ng/mL for each ASOX enantiomer. Within-day and between-day assay precision and accuracy for the analytes were studied at three concentration levels and the values of RSD% and relative error % were lower than 15%. The developed method was applied for the determination of ASOX after a biotransformation study employing the endophytic fungus Penicillium crustosum (VR4). This study showed that the endophytic fungus was able to metabolize the albendazole to ASOX enantioselectively. In addition, it was demonstrated that hollow fiber liquid-phase microextraction coupled to CE can be an excellent and environmentally friendly technique for the analysis of samples obtained in biotransformation studies.
引用
收藏
页码:2746 / 2756
页数:11
相关论文
共 38 条
[1]   Hollow fiber liquid-phase microextraction for the determination of trace amounts of rosiglitazone (anti-diabetic drug) in biological fluids using capillary electrophoresis and high performance liquid chromatographic methods [J].
Al Azzam, Khaldun M. ;
Makahleah, Ahmad ;
Saad, Bahruddin ;
Mansor, Sharif M. .
JOURNAL OF CHROMATOGRAPHY A, 2010, 1217 (23) :3654-3659
[2]   Liquid-phase microextraction techniques for simplifying sample treatment in capillary electrophoresis [J].
Arce, L. ;
Nozal, L. ;
Simonet, B. M. ;
Rios, A. ;
Valcarcel, M. .
TRAC-TRENDS IN ANALYTICAL CHEMISTRY, 2009, 28 (07) :842-853
[3]  
Azerad R, 1999, Adv Biochem Eng Biotechnol, V63, P169
[4]   Stereoselective determination of midodrine and desglymidodrine in culture medium: Application to a biotransformation study employing endophytic fungi [J].
Barth, Thiago ;
Pupo, Monica Tallarico ;
Borges, Keyller Bastos ;
Okano, Laura Tiemi ;
Bonato, Pierina Sueli .
ELECTROPHORESIS, 2010, 31 (09) :1521-1528
[5]   Determination of albendazole metabolites by direct injection of bovine plasma and multidimensional achiral-chiral high performance liquid chromatography [J].
Belaz, Katia Roberta A. ;
Cass, Quezia B. ;
Oliveira, Regina V. .
TALANTA, 2008, 76 (01) :146-153
[6]  
BONATO PS, 2007, J PHARM BIOMED ANAL, V44, P228
[7]   Stereoselective analysis of thioridazine-2-sulfoxide and thioridazine-5-sulfoxide:: An investigation of rac-thioridazine biotransformation by some endophytic fungi [J].
Borges, Keyller Bastos ;
Borges, Warley De Souza ;
Pupo, Monica Tallarico ;
Bonato, Pierina Sueli .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2008, 46 (05) :945-952
[8]   LC-MS-MS determination of ibuprofen, 2-hydroxyibuprofen enantiomers, and carboxyibuprofen stereoisomers for application in biotransformation studies employing endophytic fungi [J].
Borges, Keyller Bastos ;
Moraes de Oliveira, Anderson Rodrigo ;
Barth, Thiago ;
Polizel Jabor, Valquiria Aparecida ;
Pupo, Monica Tallarico ;
Bonato, Pierina Sueli .
ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 2011, 399 (02) :915-925
[9]   Stereoselective biotransformations using fungi as biocatalysts [J].
Borges, Keyller Bastos ;
Borges, Warley de Souza ;
Duran-Patron, Rosa ;
Pupo, Monica Tallarico ;
Bonato, Pierina Sueli ;
Collado, Isidro Gonzalez .
TETRAHEDRON-ASYMMETRY, 2009, 20 (04) :385-397
[10]  
Borges WD, 2009, CURR ORG CHEM, V13, P1137