Determination of pKa(s) of nilutamide through UV-visible spectroscopy

Silva, Fernando V.L.; Resende, Sara Pimenta; Araújo, Alberto N.; Prior, João A.V.

doi:10.1016/j.microc.2018.01.025

Cited by 13 publications

(8 citation statements)

References 11 publications

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“…15 In the latter, the pKa(s) of Nilutamide: approximately 10 and 14 were determined ( Figure 1B). 16 Retention time and electrophoresis mobility are depended on the pKa of the analyte and the pH of the mobile phase or analytical medium. Therefore, the pKa of the analyte is determined before HPLC or electrophoresis experiments.…”

Section: Albert and Serjeant Methodsmentioning

confidence: 99%

Recent Advancements in Spectrophotometric pKa Determinations: A Review

Berkhout

2019

IJPER

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The pKa value is a key feature in Absorption, Distribution, Metabolism and Excretion (ADME) of drugs, thus knowing this value is critical in drug development. In this review, pKa values determined in the past decade, using UV-Vis spectrometry, are discussed. To determine the pKa, four methods were applied; Henderson-Hasselbach, Albert-Serjeant, Bates-Schwarzenbach and Spectrometric titrations. This review will show the value of this aged but well-established technique in the past decade, due to its simplicity, accuracy, cost efficiency and reproducibility.

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Section: Albert and Serjeant Methodsmentioning

confidence: 99%

Recent Advancements in Spectrophotometric pKa Determinations: A Review

Berkhout

2019

IJPER

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“…The concentration of the compounds in the working solutions was 0.02 mM, pH was changed in the range 1.5–11 at 23 buffer solutions: 1.5–3.5 (interval 0.5 unit—HCl solution), 4.0–5.5 (interval 0.5 unit—acetic buffer [ 80 ]), 6.1–7.5 (interval 0.2 unit—PIPES (2-[4-(2-sulphoethyl)piperazine-1-ethanesulphonic acid) buffer [ 81 ]), 7.7–8.1 (interval 0.2 unit—HEPES (4-(2-hydroxyethyl)piperazine-1-ethanesulphonic acid) buffer [ 82 ]) and 9–11 (interval 1 unit—borate buffer [ 83 ]).…”

Section: Methodsmentioning

confidence: 99%

Metabolic Profiles of New Unsymmetrical Bisacridine Antitumor Agents in Electrochemical and Enzymatic Noncellular Systems and in Tumor Cells

et al. 2021

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New unsymmetrical bisacridines (UAs) demonstrated high activity not only against a set of tumor cell lines but also against human tumor xenografts in nude mice. Representative UA compounds, named C-2028, C-2045 and C-2053, were characterized in respect to their physicochemical properties and the following studies aimed to elucidate the role of metabolic transformations in UAs action. We demonstrated with phase I and phase II enzymes in vitro and in tumors cells that: (i) metabolic products generated by cytochrome P450 (P450), flavin monooxygenase (FMO) and UDP-glucuronosyltransferase (UGT) isoenzymes in noncellular systems retained the compound’s dimeric structures, (ii) the main transformation pathway is the nitro group reduction with P450 isoenzymes and the metabolism to N-oxide derivative with FMO1, (iii), the selected UGT1 isoenzymes participated in the glucuronidation of one compound, C-2045, the hydroxy derivative. Metabolism in tumor cells, HCT-116 and HT-29, of normal and higher UGT1A10 expression, respectively, also resulted in the glucuronidation of only C-2045 and the specific distribution of all compounds between the cell medium and cell extract was demonstrated. Moreover, P4503A4 activity was inhibited by C-2045 and C-2053, whereas C-2028 affected UGT1A and UGT2B action. The above conclusions indicate the optimal strategy for the balance among antitumor therapeutic efficacy and drug resistance in the future antitumor therapy.

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“…The lower panel shows second-generation non-steroidal ARIs. The bulky benzene ring is common in these structures to effectively fill the ligand-binding domain of the AR [ 32 , 49 , 50 , 51 , 43 , 35 , 52 ]. …”

Section: First-generation Lbd-targeting Arismentioning

confidence: 99%