HPLC-Fluorescent Analysis of Memantine: An Investigation on Fluorescent Derivative Formation
Memantine is an N-methyl-D-aspartate receptor antagonist recommended for treatment of Alzheimer’s disease. Due to the lack of chromophores/fluorophores in memantine molecule, this work focuses on a novel procedure for memantine-fluorescent derivative formation enabling it to be monitored by a fluore...
Saved in:
| Main Authors: | , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Wiley
2015-01-01
|
| Series: | Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2015/672183 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1849690197080408064 |
|---|---|
| author | Pornpan Prapatpong Thanayu Techa-In Wantaporn Padungpuak Sawanya Buranaphalin Leena Suntornsuk |
| author_facet | Pornpan Prapatpong Thanayu Techa-In Wantaporn Padungpuak Sawanya Buranaphalin Leena Suntornsuk |
| author_sort | Pornpan Prapatpong |
| collection | DOAJ |
| description | Memantine is an N-methyl-D-aspartate receptor antagonist recommended for treatment of Alzheimer’s disease. Due to the lack of chromophores/fluorophores in memantine molecule, this work focuses on a novel procedure for memantine-fluorescent derivative formation enabling it to be monitored by a fluorescence detector. 4-(N-Chloroformylmethyl-N-methyl)amino-7-N,N-dimethylaminosulphonyl 2,1,3-benzoxadiazole (DBD-COCl) was chosen as a fluorescent probe since the carbonyl chloride of DBD-COCl could easily react with the amine on memantine to form the fluorescent derivative. The derivatization was achieved at 5 : 1 of DBD-COCl and memantine, at 60°C for 50 min. Structure elucidation from mass spectrometry and infrared spectroscopy spectra confirmed the amide bond of memantine-DBD-COCl. The derivative was stable up to 24 h and could be monitored by high performance liquid chromatography (HPLC) coupled with a fluorescence detector using a VertiSep GES C18 column, acetonitrile and water (80 : 20) as the mobile phase with a flow rate of 1 mL/min using the excitation and emission wavelengths at 430 and 520 nm, respectively. The derivative was eluted at 4.50 min and was separated from the DBD-COCl. Preliminary validation data reveals good linearity (r2≥0.99), repeatability (%RSD < 0.54) and accuracy (%R between 94 and 119%) with a limit of detection of 0.79 μg/mL. |
| format | Article |
| id | doaj-art-ec287ce55f2e4e728ff645e7e285bc8e |
| institution | DOAJ |
| issn | 2090-9063 2090-9071 |
| language | English |
| publishDate | 2015-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Chemistry |
| spelling | doaj-art-ec287ce55f2e4e728ff645e7e285bc8e2025-08-20T03:21:23ZengWileyJournal of Chemistry2090-90632090-90712015-01-01201510.1155/2015/672183672183HPLC-Fluorescent Analysis of Memantine: An Investigation on Fluorescent Derivative FormationPornpan Prapatpong0Thanayu Techa-In1Wantaporn Padungpuak2Sawanya Buranaphalin3Leena Suntornsuk4Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Mahidol University, 447 Sri-Ayudhaya Road, Rajathevee, Bangkok 10400, ThailandDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Mahidol University, 447 Sri-Ayudhaya Road, Rajathevee, Bangkok 10400, ThailandDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Mahidol University, 447 Sri-Ayudhaya Road, Rajathevee, Bangkok 10400, ThailandDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Mahidol University, 447 Sri-Ayudhaya Road, Rajathevee, Bangkok 10400, ThailandDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Mahidol University, 447 Sri-Ayudhaya Road, Rajathevee, Bangkok 10400, ThailandMemantine is an N-methyl-D-aspartate receptor antagonist recommended for treatment of Alzheimer’s disease. Due to the lack of chromophores/fluorophores in memantine molecule, this work focuses on a novel procedure for memantine-fluorescent derivative formation enabling it to be monitored by a fluorescence detector. 4-(N-Chloroformylmethyl-N-methyl)amino-7-N,N-dimethylaminosulphonyl 2,1,3-benzoxadiazole (DBD-COCl) was chosen as a fluorescent probe since the carbonyl chloride of DBD-COCl could easily react with the amine on memantine to form the fluorescent derivative. The derivatization was achieved at 5 : 1 of DBD-COCl and memantine, at 60°C for 50 min. Structure elucidation from mass spectrometry and infrared spectroscopy spectra confirmed the amide bond of memantine-DBD-COCl. The derivative was stable up to 24 h and could be monitored by high performance liquid chromatography (HPLC) coupled with a fluorescence detector using a VertiSep GES C18 column, acetonitrile and water (80 : 20) as the mobile phase with a flow rate of 1 mL/min using the excitation and emission wavelengths at 430 and 520 nm, respectively. The derivative was eluted at 4.50 min and was separated from the DBD-COCl. Preliminary validation data reveals good linearity (r2≥0.99), repeatability (%RSD < 0.54) and accuracy (%R between 94 and 119%) with a limit of detection of 0.79 μg/mL.http://dx.doi.org/10.1155/2015/672183 |
| spellingShingle | Pornpan Prapatpong Thanayu Techa-In Wantaporn Padungpuak Sawanya Buranaphalin Leena Suntornsuk HPLC-Fluorescent Analysis of Memantine: An Investigation on Fluorescent Derivative Formation Journal of Chemistry |
| title | HPLC-Fluorescent Analysis of Memantine: An Investigation on Fluorescent Derivative Formation |
| title_full | HPLC-Fluorescent Analysis of Memantine: An Investigation on Fluorescent Derivative Formation |
| title_fullStr | HPLC-Fluorescent Analysis of Memantine: An Investigation on Fluorescent Derivative Formation |
| title_full_unstemmed | HPLC-Fluorescent Analysis of Memantine: An Investigation on Fluorescent Derivative Formation |
| title_short | HPLC-Fluorescent Analysis of Memantine: An Investigation on Fluorescent Derivative Formation |
| title_sort | hplc fluorescent analysis of memantine an investigation on fluorescent derivative formation |
| url | http://dx.doi.org/10.1155/2015/672183 |
| work_keys_str_mv | AT pornpanprapatpong hplcfluorescentanalysisofmemantineaninvestigationonfluorescentderivativeformation AT thanayutechain hplcfluorescentanalysisofmemantineaninvestigationonfluorescentderivativeformation AT wantapornpadungpuak hplcfluorescentanalysisofmemantineaninvestigationonfluorescentderivativeformation AT sawanyaburanaphalin hplcfluorescentanalysisofmemantineaninvestigationonfluorescentderivativeformation AT leenasuntornsuk hplcfluorescentanalysisofmemantineaninvestigationonfluorescentderivativeformation |