Role of zwitterionic structures in the solid-phase extraction based method development for clean up of tetracycline and oxytetracycline from honey

被引:38
作者
Huq, Shahana [1 ]
Garriques, Michael [1 ]
Kallury, Krishna M. R. [1 ]
机构
[1] Phenomenex Inc, Torrance, CA 90501 USA
关键词
tetracyclines; honey; solid-phase extraction (SPE); LC/UV; LC/MS-MS; zwitterionic forms; effect on SPE;
D O I
10.1016/j.chroma.2006.09.025
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Solid-phase extraction (SPE) based sample clean up of tetracycline (TC) and oxytetracycline (OTC) from honey samples was evaluated using a neutral polymeric sorbent (strata-X), a weak cation exchange polymeric sorbent (strata-X-CW) and a combination of neutral and strong cation exchange sorbents (strata-X plus Strata-Screen-C or strata-X-C). Both TC and OTC are recovered in low yields from the strong cation exchange sorbents strata-X-C and Strata-Screen-C under basic (pH > 9) or acidic (pH >= 2) elution conditions. The cleanest extracts along with quantitative recoveries were obtained with strata-X-CW under either acidic or basic elution conditions, as demonstrated by analysis of eluates by both LC/UV and LC/MS-MS. On the other hand, the neutral sorbent (strata-X) was less efficient in eliminating the honey matrix constituents, since it could not retain the tetracyclines with the strong organic wash needed to remove other compounds. The differences in the elution behavior of the strong and weak cation exchange sorbents is rationalized on the basis of divergent deprotonation mechanisms of the tetracyclines, which exist in the zwitterionic structures under the SPE conditions. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:12 / 18
页数:7
相关论文
共 22 条
[1]   Quantitative determination of chlortetracycline content in animal plasma at controlled keto-enol tautomerism by liquid chromatography-electrospray ionization-tandem mass spectrometry [J].
Cherlet, M ;
Croubels, S ;
De Backer, P .
JOURNAL OF CHROMATOGRAPHY A, 2006, 1102 (1-2) :116-124
[2]   Tetracycline and its analogues as inhibitors of amyloid fibrils:: searching for a geometrical pharmacophore by theoretical investigation of their conformational behavior in aqueous solution [J].
Cosentino, U ;
Varí, MR ;
Saracino, AAG ;
Pitea, D ;
Moro, G ;
Salmona, M .
JOURNAL OF MOLECULAR MODELING, 2005, 11 (01) :17-25
[3]  
Crane E., 1980, BOOK HONEY
[4]   Importance of tautomers in the chemical behavior of tetracyclines [J].
Duarte, HA ;
Carvalho, S ;
Paniago, EB ;
Simas, AM .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1999, 88 (01) :111-120
[5]  
HUQ S, 2005, PITTC 2005 ORL FL MA
[6]  
HUQ S, 2003, E AN S 2003 SOM NJ N
[7]   Electrospray ionization mass spectrometry of tetracycline, oxytetracycline, chlorotetracycline, minocycline, and methacycline [J].
Kamel, AM ;
Brown, PR ;
Munson, B .
ANALYTICAL CHEMISTRY, 1999, 71 (05) :968-977
[8]   Analysis of tetracyclines in honey by high-performance liquid chromatography/tandem mass spectrometry [J].
Khong, SP ;
Hammel, YA ;
Guy, PA .
RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2005, 19 (04) :493-502
[9]   Quantitative analysis of oxytetracycline and its impurities by LC-MS-MS [J].
Lykkeberg, AK ;
Halling-Sorensen, B ;
Cornett, C ;
Tjornelund, J ;
Hansen, SH .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2004, 34 (02) :325-332
[10]   Rapid liquid chromatographic method for simultaneous determination of tetracyclines antibiotics and 6-Epi-doxycycline in pharmaceutical products using porous graphitic carbon column [J].
Monser, L ;
Darghouth, F .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2000, 23 (2-3) :353-362