The influence of lidocaine conformers on micronized particle size: Quantum chemical and NMR insights

被引：3

作者：

Belov, Konstantin, V ^{[1
]}

Krestyaninov, Michael A. ^{[1
]}

Dyshin, Alexey A. ^{[1
]}

Khodov, Ilya A. ^{[1
]}

机构：

[1] Russian Acad Sci, GA Krestov Inst Solut Chem, Akad Skaya Str 1, Ivanovo 153045, Russia

来源：

JOURNAL OF MOLECULAR LIQUIDS | 2024年 / 396卷

基金：

俄罗斯科学基金会;

关键词：

Lidocaine; Structure; Micronized particles; Dimerization; Temperature; Quantum chemical calculations; NOESY; NMR; scCO( 2);

D O I：

10.1016/j.molliq.2024.124120

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

This research extends the understanding of lidocaine conformer distributions under various isobaric conditions (10, 20, and 30 MPa) and temperatures (35, 50, and 70 C). Employing quantum chemical calculations and NOESY spectroscopy, the study explores the influence of lidocaine conformers on micronized particle sizes. Results reveal that Trans-conformers, stabilized by intramolecular hydrogen bonds, dominate under specific conditions, impacting the formation of lidocaine dimers. The NOESY analysis demonstrates consistent conformer proportions, highlighting the stability of ethyl fragment positions. These findings contribute significantly to comprehending lidocaine's behavior during the rapid expansion from supercritical to aqueous solution (RESAS) process, offering crucial insights for pharmaceutical formulation design.

引用

页数：5

共 18 条

[1] Micronization of luteolin using supercritical carbon dioxide: Characterization of particles and biological activity in vitro
dos Santos, Aline Elias
Dal Magro, Camila
de Britto, Luan Saturnino
Silva Aguiar, Gean Pablo
de Oliveira, Jose Vladimir
Lanza, Marcelo
[J]. JOURNAL OF SUPERCRITICAL FLUIDS, 2022, 181
[2] CO2 utilization as gas antisolvent for the pharmaceutical micro and nanoparticle production: A review
Esfandiari, Nadia
Sajadian, Seyed Ali
[J]. ARABIAN JOURNAL OF CHEMISTRY, 2022, 15 (10)
[3] Nanoparticles and Nanocrystals by Supercritical CO2-Assisted Techniques for Pharmaceutical Applications: A Review
Franco, Paola
De Marco, Iolanda
[J]. APPLIED SCIENCES-BASEL, 2021, 11 (04): : 1 - 27
[4] Analysis of the spatial structure of calixarenes in solutions by 2-D NMR (NOESY) spectroscopy
Gadiev, T. A.
Khairutdinov, B. I.
Antipin, I. S.
Klochkov, V. V.
[J]. APPLIED MAGNETIC RESONANCE, 2006, 30 (02) : 165 - 173
[5] Shape effect on non-covalent dimer stability using classic scaled particle theory
Graziano, Giuseppe
[J]. CHEMICAL PHYSICS LETTERS, 2020, 743 (743)
[6] Cell- Based in Vitro Blood-Brain Barrier Model Can Rapidly Evaluate Nanoparticles' Brain Permeability in Association with Particle Size and Surface Modification
Hanada, Sanshiro
Fujioka, Kouki
Inoue, Yuriko
Kanaya, Fumihide
Manome, Yoshinobu
Yamamoto, Kenji
[J]. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2014, 15 (02): : 1812 - 1825
[7] Avogadro: an advanced semantic chemical editor, visualization, and analysis platform
Hanwell, Marcus D.
Curtis, Donald E.
Lonie, David C.
Vandermeersch, Tim
Zurek, Eva
Hutchison, Geoffrey R.
[J]. JOURNAL OF CHEMINFORMATICS, 2012, 4
[8] Revisiting the initial rate approximation in kinetic NOE measurements
Hu, Haitao
Krishnamurthy, Krish
[J]. JOURNAL OF MAGNETIC RESONANCE, 2006, 182 (01) : 173 - 177
[9] Development of nanoparticles for pharmaceutical preparations using supercritical techniques
Islam, Tariqul
Al Ragib, Abdullah
Ferdosh, Sahena
Uddin, A. B. M. Helal
Haque Akanda, Md. Jahurul
Mia, Md. Abdur Rashid
Prasad, Reddy D. M.
Kamaruzzaman, Bin Yunus
Islam Sarker, Md. Zaidul
[J]. CHEMICAL ENGINEERING COMMUNICATIONS, 2022, 209 (12) : 1642 - 1663
[10] Pressure effect on lidocaine conformational equilibria in scCO2: A study by 2D NOESY
Khodov, I. A.
Belov, K. V.
Dyshin, A. A.
Krestyaninov, M. A.
Kiselev, M. G.
[J]. JOURNAL OF MOLECULAR LIQUIDS, 2022, 367

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