Estimation of purity of antimicrobial lead compound sulfonamide-anthranilate derivative methyl-ester-toluene-sulfonamide using LC to develop a new drug application.
DoE
HPLC
QbD
methyl-ester-toluene-sulfonamide
sulphonamide-anthranilate derivative
Journal
Biomedical chromatography : BMC
ISSN: 1099-0801
Titre abrégé: Biomed Chromatogr
Pays: England
ID NLM: 8610241
Informations de publication
Date de publication:
Aug 2023
Aug 2023
Historique:
revised:
10
03
2023
received:
16
01
2023
accepted:
06
04
2023
medline:
13
7
2023
pubmed:
19
4
2023
entrez:
18
4
2023
Statut:
ppublish
Résumé
The newly synthesized lead molecule methyl-ester-toluene-sulfonamide is the combined derivative of sulfonamide-anthranilate. It was estimated by gradient elution using 0.1% triethylamine in water with pH 2.0 as mobile phase A and the mixture of acetonitrile and tetrahydrofuran in the ratio of 975:25 (v/v) as mobile phase B at a flow rate of 0.8 ml/min and 210 nm wavelength on an Agilent 1260 infinity series HPLC system equipped with a diode array detector. The column used was ACE 3 C18-PFP (250 × 4.6 mm, 3 μm i.d.) operating at 40°C. The gradient program was time (min)/% B: 0.0/50, 3.0/50, 15.0/70, 25.0/90, 30.0/90, 31/50, and 38/50. The method is simple, accurate, rapid, and selective. The method was linear with a concentration range of 1.6-240 μg/ml. The accuracy data obtained were 98.5-100.5%. The method validation data and quality by design-based robustness study results indicate that the developed method is robust and fit for routine use in the quality control laboratory. Therefore, the ready availability of the method can be useful in pharmaceutical new drug development.
Substances chimiques
Anti-Infective Agents
0
Toluene
3FPU23BG52
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e5646Informations de copyright
© 2023 John Wiley & Sons Ltd.
Références
Andersen, K. V., Larsen, S., Alhede, B., Gelting, N., & Buchardt, O. (1989). Characterization of two polymorphic forms of tolfenamic acid, N-(2-methyl-3-chlorophenyl) anthranilic acid: their crystal structures and relative stabilities. Journal of the Chemical Society, Perkin Transactions, 2(10), 1443-1447. https://doi.org/10.1039/P29890001443
Doungsoongnuen, S., Worachartcheewan, A., Pingaew, R., Suksrichavalit, T., Prachayasittikul, S., Ruchirawat, S., & Prachayasittikul, V. (2011). Investigation on biological activities of anthranilic acid sulfonamide analogs. EXCLI Journal, 10, 155-161.
Genç, Y., Özkanca, R., & Bekdemir, Y. (2008). Antimicrobial activity of some sulfonamide derivatives on clinical isolates of Staphylococus aureus. Annals of Clinical Microbiology and Antimicrobials, 7(1), 17. https://doi.org/10.1186/1476-0711-7-17
Henry, R. J. (1943). The mode of action of sulfonamides. Bacteriological Reviews, 7(4), 175-262. https://doi.org/10.1128/br.7.4.175-262.1943
ICH Harmonized Tripartite Guideline. (2005). Validation of analytical procedures: text and methodology Q2 (R1).
Kazakevich, Y. V., & Lobrutto, R. (2007). HPLC for pharmaceutical scientists. John Wiley & Sons. 10.1002/0470087951
Kirane, A., Toombs, J. E., Ostapoff, K., Carbon, J. G., Zaknoen, S., Braunfeld, J., & Brekken, R. A. (2012). Apricoxib, a novel inhibitor of COX-2, markedly improves standard therapy response in molecularly defined models of pancreatic cancer. Clinical Cancer Research, 18(18), 5031-5042. https://doi.org/10.1158/1078-0432.CCR-12-0453
Konduru, N., Gundla, R., Dongala, T., Katari, N. K., & Mallavarapu, R. (2022). Development and validation of liquid chromatography method for determination of Ibrutinib in finished dosage forms using quality by design approach. Separation Science Plus, 5, 254-266.
Konduru, N., Gundla, R., Katari, N. K., Paidikondala, K., Reddy, A. S., & Jagadabi, V. (2020). Development and validation of a stability-indicating method for Ibrutinib: identification and separation of degradation products, known and genotoxic impurities using RP-HPLC/PDA and QDa mass detectors. Analytical Chemistry Letters, 10, 113-136. https://doi.org/10.1080/22297928.2019.1673814
Konduru, N., Kowtharapu, L. P., & Gundla, R. (2022). Unique liquid chromatography technique for the determination of mirabegron in the presence of polymers; robustness by design expert in the light of quality by design. Biomedical Chromatography, 36, e5449. https://doi.org/10.1002/bmc.5449
Kowtharapu, L. P., Katari, N. K., Sandoval, C. A., Muchakayala, S. K., & Rekulapally, V. K. (2022a). Green liquid chromatography method for the determination of related substances present in Olopatadine HCl nasal spray formulation, robustness by design expert. Journal of AOAC International, 105, 1247-1257. https://doi.org/10.1093/jaoacint/qsac072
Kowtharapu, L. P., Katari, N. K., Sandoval, C. A., Muchakayala, S. K., & Rekulapally, V. K. (2022b). Unique green chromatography method for the determination of serotonin receptor antagonist (Ondansetron hydrochloride) related substances in a liquid formulation, robustness by quality by design-based design of experiments approach. Journal of Separation Science, 45, 1711-1726. https://doi.org/10.1002/jssc.202100979
Kowtharapu, L. P., Katari, N. K., Surekha, C. H., Sandoval, C. A., Muchakayala, S. K., & Konduru, N. (2022). A QBD and green liquid chromatography technique for the determination of mast cell stabilizer and histamine receptor antagonist (Olopatadine HCl) in multiple formulations. Biomedical Chromatography: BMC, 36, e5359. https://doi.org/10.1002/bmc.5359
Kulmatycki, K. M., Abouchehade, K., Sattari, S., & Jamali, F. (2001). Drug-disease interactions: reduced β-adrenergic and potassium channel antagonist activities of sotalol in the presence of acute and chronic inflammatory conditions in the rat. British Journal of Pharmacology, 133(2), 286-294. https://doi.org/10.1038/sj.bjp.0704067
Muchakayala, S. K., Katari, N. K., Dongala, T., Marisetti, V. M., Vyas, G., & Vegesna, R. V. (2022). Eco-friendly and green chromatographic method for the simultaneous determination of chlorocresol and betamethasone dipropionate in topical formulations using box-Behnken design. Journal of the Iranian Chemical Society, 19, 1397-1412. https://doi.org/10.1007/s13738-021-02388-5
Muchakayala, S. K., Katari, N. K., Saripella, K. K., Schaaf, H., Marisetti, V. M., Ettaboina, S. K., & Rekulapally, V. K. (2022). Implementation of analytical quality by design and green chemistry principles to develop an ultra-high performance liquid chromatography method for the determination of Fluocinolone Acetonide impurities from its drug substance and topical oil formulations. Journal of Chromatography A, 1679, 463380. https://doi.org/10.1016/j.chroma.2022.463380
Muchakayala, S. K., Katari, N. K., Saripella, K. K., Schaaf, H., Marisetti, V. M., Kowtharapu, L. P., & Jonnalagadda, S. B. (2022). AQbD based green UPLC method to determine mycophenolate mofetil impurities and identification of degradation products by QToF LCMS. Scientific Reports, 12, 19138. https://doi.org/10.1038/s41598-022-22998-0
Muchakayala, S. K., Pavithra, K., Katari, N. K., Marisetti, V. M., Dongala, T., & Vegesna, R. V. (2021). Development and validation of a RP-UPLC method for the determination of betamethasone dipropionate impurities in topical formulations using a multivariate central composite design. Analytical Methods, 13, 3705-3723. https://doi.org/10.1039/D1AY01096D
Naresh, K., & Madhuri, G. V. (2014). Stability indicating method of carbidopa and levodopa assay in carbidopa, levodopa and entacapone film coated tablets by RP-HPLC. International Journal of Pharmaceutical Sciences and Research, 5, 5530-5538. https://doi.org/10.13040/IJPSR.0975-8232.5
Otten, H. (1986). Domagk and the development of the sulphonamides. Journal of Antimicrobial Chemotherapy, 17, 689-690. https://doi.org/10.1093/jac/17.6.689
Reddy Saddala, M. P., Konduru, N., Gundla, R., & Kowtharapu, L. P. (2022). Development and validation of novel RP-HPLC method for midostaurin determination using analytical quality by design approach from regulatory perspective and determination of major degradation compounds of midostaurin using LC-MS. Biomedical Chromatography, 36, e5486. https://doi.org/10.1002/bmc.5486
Tilles, S. A. (2001). Practical issues in the management of hypersensitivity reactions: sulfonamides. Southern Medical Journal, 94(8), 817-824. https://doi.org/10.1097/00007611-200194080-00014
United States Pharmacopeia. USP 43 NF 38 General Chapters: <1225> Validation of compendial procedures. (2020a). United States Pharmacopeial Convention, Rockville, Maryland, USA.
United States Pharmacopeia. USP 43 NF 38 General Chapters: <621> Chromatography. (2020b). United States Pharmacopeial Convention, Rockville, Maryland, USA.