Facile nucleophilic substitution approach for the spectrofluorimetric assay of natamycin based on diarylpyrrolone formation, evaluation of method greenness

Abstract An ecofriendly, effective, and selective spectrofluorimetric approach for natamycin analysis was developed using fluorescamine as a fluorogenic probe. Natamycin is the only topical ocular antifungal medication that is presently on the market for treating keratitis, conjunctivitis, and bleph...

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Main Authors: Sayed M. Derayea, Fatma F. Mohammed
Format: Article
Language:English
Published: BMC 2025-01-01
Series:BMC Chemistry
Subjects:
Online Access:https://doi.org/10.1186/s13065-025-01388-3
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author Sayed M. Derayea
Fatma F. Mohammed
author_facet Sayed M. Derayea
Fatma F. Mohammed
author_sort Sayed M. Derayea
collection DOAJ
description Abstract An ecofriendly, effective, and selective spectrofluorimetric approach for natamycin analysis was developed using fluorescamine as a fluorogenic probe. Natamycin is the only topical ocular antifungal medication that is presently on the market for treating keratitis, conjunctivitis, and blepharitis caused by yeast and other fungi. Owing to its primary aliphatic amino group, natamycin can easily interact with fluorescamine resulting in the formation of the highly fluorescent diaryl pyrrolone derivative. The derivatization reaction was completed within very short time at room temperature in borate buffer solution (pH 7.6). The fluorescence intensity of the reaction product was monitored at 465 nm after exciting at 390 nm. The linearity range of the spectrofluorimetric method was 0.25–4.0 µg/mL of natamycin with limit of detection (LOD) of 0.082 µg/mL. The method was applied for the determination of the cited drug in pharmaceutical eye drops and artificial aqueous humor with high percentage recoveries and low relative standard deviations. In addition, the involved analytical procedure was green based on the results of the ecology scale scores.
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spelling doaj-art-8733cd1e89624679b8f59ad4fac4086f2025-01-26T12:13:10ZengBMCBMC Chemistry2661-801X2025-01-0119111210.1186/s13065-025-01388-3Facile nucleophilic substitution approach for the spectrofluorimetric assay of natamycin based on diarylpyrrolone formation, evaluation of method greennessSayed M. Derayea0Fatma F. Mohammed1Analytical Chemistry Department, Faculty of Pharmacy, Minia UniversityAnalytical Chemistry Department, Faculty of Pharmacy, Minia UniversityAbstract An ecofriendly, effective, and selective spectrofluorimetric approach for natamycin analysis was developed using fluorescamine as a fluorogenic probe. Natamycin is the only topical ocular antifungal medication that is presently on the market for treating keratitis, conjunctivitis, and blepharitis caused by yeast and other fungi. Owing to its primary aliphatic amino group, natamycin can easily interact with fluorescamine resulting in the formation of the highly fluorescent diaryl pyrrolone derivative. The derivatization reaction was completed within very short time at room temperature in borate buffer solution (pH 7.6). The fluorescence intensity of the reaction product was monitored at 465 nm after exciting at 390 nm. The linearity range of the spectrofluorimetric method was 0.25–4.0 µg/mL of natamycin with limit of detection (LOD) of 0.082 µg/mL. The method was applied for the determination of the cited drug in pharmaceutical eye drops and artificial aqueous humor with high percentage recoveries and low relative standard deviations. In addition, the involved analytical procedure was green based on the results of the ecology scale scores.https://doi.org/10.1186/s13065-025-01388-3NatamycinNucleophilic substitution reactionSpectrofluorimetryAqueous humourFluorescamine
spellingShingle Sayed M. Derayea
Fatma F. Mohammed
Facile nucleophilic substitution approach for the spectrofluorimetric assay of natamycin based on diarylpyrrolone formation, evaluation of method greenness
BMC Chemistry
Natamycin
Nucleophilic substitution reaction
Spectrofluorimetry
Aqueous humour
Fluorescamine
title Facile nucleophilic substitution approach for the spectrofluorimetric assay of natamycin based on diarylpyrrolone formation, evaluation of method greenness
title_full Facile nucleophilic substitution approach for the spectrofluorimetric assay of natamycin based on diarylpyrrolone formation, evaluation of method greenness
title_fullStr Facile nucleophilic substitution approach for the spectrofluorimetric assay of natamycin based on diarylpyrrolone formation, evaluation of method greenness
title_full_unstemmed Facile nucleophilic substitution approach for the spectrofluorimetric assay of natamycin based on diarylpyrrolone formation, evaluation of method greenness
title_short Facile nucleophilic substitution approach for the spectrofluorimetric assay of natamycin based on diarylpyrrolone formation, evaluation of method greenness
title_sort facile nucleophilic substitution approach for the spectrofluorimetric assay of natamycin based on diarylpyrrolone formation evaluation of method greenness
topic Natamycin
Nucleophilic substitution reaction
Spectrofluorimetry
Aqueous humour
Fluorescamine
url https://doi.org/10.1186/s13065-025-01388-3
work_keys_str_mv AT sayedmderayea facilenucleophilicsubstitutionapproachforthespectrofluorimetricassayofnatamycinbasedondiarylpyrroloneformationevaluationofmethodgreenness
AT fatmafmohammed facilenucleophilicsubstitutionapproachforthespectrofluorimetricassayofnatamycinbasedondiarylpyrroloneformationevaluationofmethodgreenness