Liquid chromatographic determination of 1-adamantanamine and 2-adamantanamine in human plasma after pre-column derivatization with o-phthalaldehyde and 1-thio-β-d-glucose

Higashi, Yasuhiko; Fujii, Youichi

doi:10.1016/j.jchromb.2003.10.062

Cited by 15 publications

(10 citation statements)

References 27 publications

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“…Our preliminary tests showed that RIM and MEM derivatives with o-phthalaldehyde and thiol agents co-eluted (Higashi and Fujii, 2004). Also, our previous results using LC assay after pre-column derivatization with dansyl chloride showed that AMA and 2-ADA derivatives exhibited the same retention times (Higashi et al, 2005a).…”

Section: Resultsmentioning

confidence: 59%

“…We have shown the simple and quantitative analysis of AMA by HPLC after pre-column derivatization with o-phthalaldehyde and 1-thio-β-d-glucose using 2-ADA as an internal standard (IS) (Higashi and Fujii, 2004). Also, we have developed an HPLC assay that simultaneously measures AMA and RIM after the derivatization with o-phthalaldehyde and 2-mercaptoethanol using 2-ADA as IS (Higashi et al, 2005a).…”

Section: Equipmentmentioning

confidence: 99%

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Simultaneous liquid chromatographic assay of amantadine and its four related compounds in phosphate-buffered saline using 4-fluoro-7-nitro-2,1,3-benzoxadiazole as a fluorescent derivatization reagent

Higashi

Nakamura

Matsumura

et al. 2006

Biomed. Chromatogr.

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Simultaneous HPLC assay of 1-adamantanamine hydrochloride (amantadine) and its four related compounds [2-adamantanamine hydrochloride (2-ADA), 1-adamantanmethylamine (ADAMA), 1-(1-adamantyl)ethylamine hydrochloride (rimantadine) and 3,5-dimethyl-1-adamantanamine hydrochloride (memantine)] in phosphate-buffered saline (pH 7.4) after pre-column derivatization with 4-fluoro-7-nitro-2,1,3-benzoxadiazole (NBD-F) was developed. Phosphate-buffered saline samples were mixed with borate buffer and NBD-F solution in acetonitrile at 60 degrees C for 5 min and injected into HPLC. Five derivatives were well separated from each other. The lower limits of detection of amantadine, 2-ADA, ADAMA, rimantadine and memantine were 0.008, 0.001, 0.0008, 0.0015 and 0.01 microg/mL, respectively. The coefficients of variation for intra- and inter-day assay were less than 6.4 and 8.2%, respectively. The method presented was applied to a binding study of these compounds to human alpha(1)-acid glycoprotein. While affinity constants and capacities for ADAMA, rimantadine and memantine were calculated by means of Scatchard plots, those for the others were not determined. ADAMA, rimantadine and memantine were bound with different affinities and capacities. These results indicate that NBD-F is a good candidate as a fluorescent reagent to simultaneously determine amantadine and its four related compounds by HPLC after pre-column derivatization. Our method can be applied to binding studies for protein.

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Section: Resultsmentioning

confidence: 59%

Section: Equipmentmentioning

confidence: 99%

Simultaneous liquid chromatographic assay of amantadine and its four related compounds in phosphate-buffered saline using 4-fluoro-7-nitro-2,1,3-benzoxadiazole as a fluorescent derivatization reagent

Higashi

Nakamura

Matsumura

et al. 2006

Biomed. Chromatogr.

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“…Therefore, derivation of AMA is commonly adopted before it is analyzed by HPLC, gas chromatography, capillary electrophoresis, potentiometry, and fluorometry. Several derivatizing reagents have been intensively studied for HPLC analysis of AMA, including o-phthalaldehyde and 1-thio-β-D-glucose, 11 (2-naphthoxy) acetyl chloride, 12 anthraquinone-2-sulfonyl chloride, 13 dansyl chloride, 14 1-fluoro-2,4-dinitrobenzene, 15 and 4-fluoro-7-nitro-2,1,3-benzoxadiazole (NBD-F). 16 Among those, NBD-F selectively reacts with the primary and secondary amino groups and has been successfully used for the analyses of many compounds.…”

Section: Introductionmentioning

confidence: 99%

Determination of Amantadine Residue in Honey by Solid‐phase Extraction and High‐performance Liquid Chromatography with Pre‐column Derivatization and Fluorometric Detection

et al. 2011

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Amantadine (AMA) is an anti-viral drug used in apiculture to protect honeybee against the sacbrood virus (Morator aetatulae). This study described a reliable high-performance liquid chromatographic (HPLC) method for analyzing AMA in honey using a solid-phase extraction (SPE) cartridge (Plexa PCX) for purification, 4-fluoro-7-nitro-2,1,3-benzoxadiazole (NBD-F) as a pre-column derivatization agent, and fluorometric detection (λ ex ＝470 nm, λ em ＝530 nm). The chromatographic separation was performed on an XDB C18 column (150×4.6 mm i.d.) using 0.1% trifluoroacetic acid/acetonitrile (35∶65, V/V) as the mobile phase at a flow rate of 1.0 mL•min -1 with a run time of 20 min. Under these optimal conditions, a linear relationship was observed in the range of 0.025-1.0 µg• mL -1 with a good correlation coefficient (0.998) and low limit of detection (0.0080 µg•g -1 ), the recoveries were all above 90%, and the intra-day and inter-day precision (RSD) ranged from 3.4%-5.1%.

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“…Considering the fact that, quite unexpectedly, even the orientation of the most remote OH groups of the sugar take part in the interaction [17], the role of the thiosugar structure in the resolution of derivatives cannot be predicted. Hence, the synthesis of novel thiosugars and testing of the chromatographic behaviour of their derivatives seem to be the only possibility for finding more effective derivatization agents.…”

Section: Introductionmentioning

confidence: 99%

Thiosugars – Derivatization agents for chiral resolution of homoleucines

Zahradníčková¹,

Jegorov²,

Trnka

et al. 2008

J of Separation Science

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Liquid chromatographic determination of 1-adamantanamine and 2-adamantanamine in human plasma after pre-column derivatization with o-phthalaldehyde and 1-thio-β-d-glucose

Cited by 15 publications

References 27 publications

Simultaneous liquid chromatographic assay of amantadine and its four related compounds in phosphate-buffered saline using 4-fluoro-7-nitro-2,1,3-benzoxadiazole as a fluorescent derivatization reagent

Simultaneous liquid chromatographic assay of amantadine and its four related compounds in phosphate-buffered saline using 4-fluoro-7-nitro-2,1,3-benzoxadiazole as a fluorescent derivatization reagent

Determination of Amantadine Residue in Honey by Solid‐phase Extraction and High‐performance Liquid Chromatography with Pre‐column Derivatization and Fluorometric Detection

Thiosugars – Derivatization agents for chiral resolution of homoleucines

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