Comparison of the Utility of RP-TLC Technique and Different Computational Methods to Assess the Lipophilicity of Selected Antiparasitic, Antihypertensive, and Anti-inflammatory Drugs

Molecules with poor aqueous solubility are difficult to formulate using conventional approaches and are associated with many formulation delivery issues. To overcome these obstacles, nanosuspension technology can be one of the promising approaches. Hence, in this study, the feasibility of mefenamic acid (MA) oral nanosuspension was investigated for pediatric delivery by studying the role of excipients and optimizing the techniques. Nanosuspensions of MA were prepared by adopting an antisolvent precipitation method, followed by ultrasonication with varying concentrations of polymers, surfactants, and microfluidics. The prepared nanosuspensions were evaluated for particle size, morphology, and rheological measures. Hydroxypropyl methylcellulose (HPMC) with varying concentrations and different stabilizers including Tween® 80 and sodium dodecyl sulfate (SLS) were used to restrain the particle size growth of the developed nanosuspension. The optimized nanosuspension formula was stable for more than 3 weeks and showed a reduced particle size of 510 nm with a polydispersity index of 0.329. It was observed that the type and ratio of polymer stabilizers were responsive on the particle contour and dimension and stability. We have developed a biologically compatible oral nanoformulation for a first-in-class drug beautifully designed for pediatric delivery that will be progressed toward further in vivo enabling studies. Finally, the nanosuspension could be considered a promising carrier for pediatric delivery of MA through the oral route with enhanced biological impact.

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“…The recorded log P of MA (5.30) in the present work was found to be in good agreement with its literature value [30].…”

Section: Solubility Data and Partition Coefficient Of Masupporting

confidence: 91%

“…The logarithmic partition coefficient (log P) value of MA at 25 • C was estimated to be 5.30 ± 0.05. The equilibrium log p value of MA at 25 • C has been reported to be 5.12 [30].…”

Section: Solubility Data and Partition Coefficient Of Mamentioning

confidence: 99%

Investigating the Feasibility of Mefenamic Acid Nanosuspension for Pediatric Delivery: Preparation, Characterization, and Role of Excipients

Perween¹,

Alshehri

Easwari³

et al. 2021

Processes

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“…The tested compounds show moderate Caco-2 permeability, because the logPaap values are lower than 0.9. Most monotriazoles (3)(4)(5)(6)(7)(8)(9)(10) were characterized by better Caco-2 permeability than bistriazoles (11)(12)(13)(14)(15)(16)(17)(18). The higher HIA index shows that most derivatives could be absorbed from the gastrointestinal system into the bloodstream, except from triazole 15 which could be poorly absorbed.…”

Section: Discussionmentioning

confidence: 99%

“…Thin-layer chromatography methods have many advantages compared with the "shake-flask" method. The most important is possibility of determined the lipophilicity of many compounds in the same time, low time-consuming, high-precisions and high reproducibility [5][6][7][8][9][10].…”

Section: Introductionmentioning

confidence: 99%

Assessment of Bioavailability Parameters of Mono- and Bistriazole Derivatives of Propynoylbetulin

Kadela-Tomanek,

Sokal,

Stocerz

et al. 2024

Applied Sciences

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Bioavailability describes the properties that determine the passage of a compound through biological barriers. In many cases, bioavailability depends on the lipophilicity of the compound. In this study, the lipophilicity as well as other bioavailability properties of the mono- and bistriazole derivatives of betulin are presented. The lipophilicity was determined using RP-TLC and theoretical methods. The experimental lipophilicity of mono- and bistriazole derivatives is in the range from 4.39 to 7.85 and from 3.75 to 8.83, respectively. The lipophilicity of mono- and bistriazoles is similar, and the logPTLC depends on the type of substituent at the triazole ring. The introduction of a substituent with oxygen and nitrogen atoms decreases lipophilicity. Comparing the experimental and theoretical lipophilicity shows that the milogP and XLOGP3 programs best reproduce the experimental values. The in silico-determined pharmacokinetic parameters show that monotriazole derivatives could be used as oral drugs while bistriazoles show low availability after oral administration. Triazoles could be used as transdermal drugs. The analysis of in silico bioavailability parameters shows that the type of substituent at the triazole ring influences the pharmacokinetic properties, while the number of triazole rings slightly affects the bioavailability properties of the compound.

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“…Lipophilicity is believed to regulate the transport of a biologically active substance in its environment. Therefore, optimization of lipophilicity allows us to find the optimal drug structure in terms of quantification, structure-activity relationship studies (QSAR) [3][4][5].…”

Section: Introductionmentioning

confidence: 99%

Lipophilicity and Pharmacokinetic Properties of New Anticancer Dipyridothiazine with 1,2,3-Triazole Substituents

Morak‐Młodawska

Jeleń

2022

Molecules

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The lipophilicity parameters (logPcalcd, RM0 and logPTLC) of 10 new active anticancer dipirydothiazines with a 1,2,3-triazole ring were determined theoretically using computational methods and experimentally by reversed-phase TLC. Experimental lipophilicity was assessed using mobile phases (a mixture of TRIS buffer and acetone) using a linear correlation between the RM retention parameter and the volume of acetone. The RM0 parameter was correlated with the specific hydrophobic surface b, revealing two congenerative subgroups: 1,2,3-triazole-1,6-diazaphenothiazines and 1,2,3-triazole-1,8-diazaphenothiazines hybrids. The RM0 parameter was converted into the logPTLC lipophilicity parameter using a calibration curve. The investigated compounds appeared to be moderately lipophilic. Lipophilicity has been compared with molecular descriptors and ADME properties. The new derivatives followed Lipinski’s, Ghose’s and Veber’s rules.

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Comparison of the Utility of RP-TLC Technique and Different Computational Methods to Assess the Lipophilicity of Selected Antiparasitic, Antihypertensive, and Anti-inflammatory Drugs

Cited by 6 publications

References 33 publications

Investigating the Feasibility of Mefenamic Acid Nanosuspension for Pediatric Delivery: Preparation, Characterization, and Role of Excipients

Investigating the Feasibility of Mefenamic Acid Nanosuspension for Pediatric Delivery: Preparation, Characterization, and Role of Excipients

Assessment of Bioavailability Parameters of Mono- and Bistriazole Derivatives of Propynoylbetulin

Lipophilicity and Pharmacokinetic Properties of New Anticancer Dipyridothiazine with 1,2,3-Triazole Substituents

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