Ultrasound-assisted continuous crystallization of metastable polymorphic pharmaceutical in a slug-flow tubular crystallizer

Liao, Huadong; Huang, Wenfeng; Zhou, Ling; Fang, Lan; Gao, Zhenguo; Yin, Qiuxiang

doi:10.1016/j.ultsonch.2023.106627

Cited by 3 publications

(2 citation statements)

References 39 publications

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“…In this paper, the influence of solution pH, ultrasonic power, and activated carbon dose on activated carbon adsorption behavior of bacterial endotoxin and salvianolic acids were investigated using RSM [24] , [25] . Simultaneously, in order to assess the potential problem of activated carbon shedding caused by ultrasonic treatment, a safety evaluation of an animal model for allergic evaluation of injection was performed [26] , while ultrasound assisted optimization of activated carbon adsorption parameters was performed, which not only expanded the application scope of ultrasound in the pharmaceutical industry [27] , but also provided the research foundation for efficient and standardized injection production.…”

Section: Introductionmentioning

confidence: 99%

Ultrasonic-assisted activated carbon separation removing bacterial endotoxin from salvia miltiorrhizae injection

Li,

Tang,

et al. 2024

Ultrasonics Sonochemistry

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Section: Introductionmentioning

confidence: 99%

Ultrasonic-assisted activated carbon separation removing bacterial endotoxin from salvia miltiorrhizae injection

Li,

Tang,

et al. 2024

Ultrasonics Sonochemistry

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“…For example, Yang’s team obtained the metastable form B through antisolvent crystallization in a microchannel reactor under microgravity and a continuous mixed-suspension mixed-product removal crystallization setup, respectively. It is an effective method to regulate polymorphs by continuous crystallization, − but the ethanol–water mixing solvent was still used. Thus, there is a need to develop new methods for the preparation of pure polymorphs of l -histidine.…”

Section: Introductionmentioning

confidence: 99%

Selective Crystallization of l-Histidine Metastable Polymorphs: The Role and Mechanism of Additives

Wang,

Liu,

Wang

et al. 2024

Crystal Growth & Design

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L-Histidine forms A and B usually crystallize simultaneously in pure aqueous solution, posing a significant challenge in selectively obtaining one pure polymorph. In this study, we accomplished the selective crystallization of L-histidine form B using a strategy of additives. A series of additives with selective abilities were discovered and investigated. The results showed that the selective ability of the additives on L-histidine form B varied significantly with the lengths of the carbon chain and the types of substituent groups in the additives. Taking L-valine as a representative, the mechanism of selective crystallization of form B by additives was studied through solution NMR spectroscopy, combined with crystal structure analysis, density functional theory calculations, and molecular dynamics simulations. The results revealed that the additive is prone to bind to the −COO − group of Lhistidine through its −NH 3 + group. The difference in molecular stacking between form A and form B originates from their unique dimers (referred to as characteristic dimers in this paper). And the stability of the characteristic dimer of form B is stronger than that of form A in solution in the presence of additives. On the one hand, the additives exhibit a stronger inhibitory effect on the growth of form A with −COO − groups exposed on both sides of the a-axis compared to that of form B with −COO − groups exposed on one side of the a-axis. On the other hand, the addition of additives enhances the relative stability of the characteristic dimer of L-histidine form B compared to that of form A, which makes more of the smallest interacting units of form B in the solution for nucleation and growth. This study offers valuable insights into the crystallization of L-histidine in the pharmaceutical industry and provides guidance for the regulation of polymorphs by using additive strategies.

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Application and development of ultrasound in industrial crystallization

Xiang,

Fu,

Wang

et al. 2024

Ultrasonics Sonochemistry

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Ultrasound-assisted continuous crystallization of metastable polymorphic pharmaceutical in a slug-flow tubular crystallizer

Cited by 3 publications

References 39 publications

Ultrasonic-assisted activated carbon separation removing bacterial endotoxin from salvia miltiorrhizae injection

Ultrasonic-assisted activated carbon separation removing bacterial endotoxin from salvia miltiorrhizae injection

Selective Crystallization of l-Histidine Metastable Polymorphs: The Role and Mechanism of Additives

Application and development of ultrasound in industrial crystallization

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