Degradation of lisinopril: A physico-chemical study

Hinojosa-Torres, J.; Aceves-Hernández, Juan Manuel; Paz, M. Da; Castaño, V. M.; Agacino-Valdés, Esther

doi:10.1016/j.molstruc.2007.03.064

Cited by 5 publications

(2 citation statements)

References 7 publications

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“…A constant weight was maintained between 100-175℃ indicated that no alteration occurred in the dehydrated lisinopril crystal during this stage. Beyond ℃, the lisinopril crystal melted (Tm = 178-179 ℃) and degraded, which is similar to findings reported in the literature (Hinojosa-Torres et al, 2008). TGA data of the other components (amlodipine and PEO 100,000) and the formulation blends predicted that all the components would remain stable and no degradation of the drugs and excipients was likely to occur at the printing temperatures (40 °C).…”

Section: Polyprintlet Characterisationsupporting

confidence: 85%

Non-destructive dose verification of two drugs within 3D printed polyprintlets

Trenfield

Tan

Goyanes³

et al. 2020

International Journal of Pharmaceutics

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Three-dimensional printing (3DP) is a revolutionary technology in pharmaceuticals, enabling the personalisation of flexible-dose drug products and 3D printed polypills (polyprintlets). A major barrier to entry of this technology is the lack of non-destructive quality control methods capable of verifying the dosage of multiple drugs in polyprintlets at the point of dispensing.In the present study, 3D printed films and cylindrical polyprintlets were loaded with flexible, therapeutic dosages of two distinct drugs (amlodipine and lisinopril) across concentration ranges of 1-5% w/w and 2-10% w/w, respectively. The polyprintlets were non-destructively analysed for dose content using a portable near infrared (NIR) spectrometer and validated calibration models were developed using partial least squares (PLS) regression, which showed excellent linearity (R 2 Pred = 0.997, 0.991), accuracy (RMSEP= 0.24%, 0.24%) and specificity (LV1= 82.77%, 79.55%) for amlodipine and lisinopril, respectively. X-ray powder diffraction (XRPD) and thermogravimetric analysis (TGA) showed that sintering partially transformed the phase of both drugs from the crystalline to amorphous forms. For the first time, we report a non-destructive, RTR quality control of two separate active ingredients in a single 3D printed drug product using NIR spectroscopy, overcoming a major barrier to the integration of 3D printing into clinical practice.

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Section: Polyprintlet Characterisationsupporting

confidence: 85%

Non-destructive dose verification of two drugs within 3D printed polyprintlets

Trenfield

Tan

Goyanes³

et al. 2020

International Journal of Pharmaceutics

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“…However, because of the difficulty in obtaining a single crystal of suitable size for diffraction, there has thus far been no structural report about the dihydrate phase of lisinopril. The dihydrate phase of lisinopril is also known to undergo dehydration upon being heated to an anhydrous phase via a metastable monohydrate phase. , Although establishing the mechanism of such a two-step dehydration process is very important for the systematic understanding of the dehydration and hydration processes of pharmaceutical materials, it has not been achieved to date because of the lack of crystal structure information for the two dehydrated phases and the dihydrate phase. Therefore, in this study, crystal structures of the dihydrate, monohydrate, and anhydrous phases of lisinopril have been determined via PXRD to establish the mechanistic aspects of the dehydration and hydration processes.…”

Section: Introductionmentioning

confidence: 99%

Mechanism of Dehydration–Hydration Processes of Lisinopril Dihydrate Investigated by ab Initio Powder X-ray Diffraction Analysis

Fujii

Uekusa

Itoda

et al. 2012

Crystal Growth & Design

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Lisinopril is extensively used as an ethical anti-hypertensive drug in its dihydrate crystalline phase, where this phase undergoes dehydration to the metastable monohydrate and anhydrous phases upon being heated. The mechanistic aspects of this two-step dehydration process are successfully established from their crystal structures, determined for the first time by ab initio powder X-ray diffraction (PXRD) analysis. Furthermore, the hydration process of the anhydrous phase was investigated by humidity-controlled PXRD and dynamic vapor sorption. Although the dehydration process of the dihydrate phase proceeded in two steps via the metastable monohydrate phase, the hydration process from the anhydrous phase to the dihydrate phase proceeded in a single step. The mechanisms of these different pathways for the dehydration and hydration processes were also established from the crystal structures.

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Combination of anti-hypertensive drugs: a molecular dynamics simulation study

et al. 2017

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The anti-hypertensive drugs amlodipine, atenolol and lisinopril, in ordinary and PEGylated forms, with different combined-ratios, were studied by molecular dynamics simulations using GROMACS software. Twenty simulation systems were designed to evaluate the interactions of drug mixtures with a dimyristoylphosphatidylcholine (DMPC) lipid bilayer membrane, in the presence of water molecules. In the course of simulations, various properties of the systems were investigated, including drug location, diffusion and mass distribution in the membrane; drug orientation; the lipid chain disorder as a result of drug penetration into the DMPC membrane; the number of hydrogen bonds; and drug surface area. According to the results obtained, combined drugs penetrate deeper into the DMPC lipid bilayer membrane, and the lipid chains remain ordered. Also, the combined PEGylated drugs, at a combination ratio of 1:1:1, enhance drug penetration into the DMPC membrane, reduce drug agglomeration, orient the drug in a proper angle for easy penetration into the membrane, and decrease undesirable lipotoxicity due to distorted membrane self-assembly and thickness. Graphical abstract ᅟ.

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Degradation of lisinopril: A physico-chemical study

Cited by 5 publications

References 7 publications

Non-destructive dose verification of two drugs within 3D printed polyprintlets

Non-destructive dose verification of two drugs within 3D printed polyprintlets

Mechanism of Dehydration–Hydration Processes of Lisinopril Dihydrate Investigated by ab Initio Powder X-ray Diffraction Analysis

Combination of anti-hypertensive drugs: a molecular dynamics simulation study

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