Reversible interconversion of pharmaceutical salt polymorphs facilitated by mechanical methods

Chemical Communications, Год журнала: 2023, Номер 59(50), С. 7779 - 7782

Опубликована: Янв. 1, 2023

Salification of the drug trimethoprim with enantiopure D- or L-lactic acid afforded salts up to five times improved solubility. Both are polymorphic and we demonstrate fully reversible interconversion (cycling) between polymorphs using mechanochemistry slurry methods. We show polymorph requires both solvent contact mechanical force, revealing strategies for cycling solid material forms.

Язык: Английский

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Hesperetin–4,4′-bipyridine cocrystal: Polymorphism, crystal structures, and thermodynamic relationship

Journal of Molecular Structure, Год журнала: 2024, Номер 1320, С. 139719 - 139719

Опубликована: Авг. 20, 2024

Язык: Английский

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Crystal engineering of ionic cocrystals comprising Na/K salts of hesperetin with hesperetin molecules and solubility modulation

IUCrJ, Год журнала: 2023, Номер 10(3), С. 329 - 340

Опубликована: Март 27, 2023

Hesperetin (HES) is a weakly acidic flavonoid of topical interest owing to its antiviral properties. Despite the presence HES in many dietary supplements, bioavailability hindered by poor aqueous solubility (1.35 µg ml −1 ) and rapid first-pass metabolism. Cocrystallization has evolved as promising approach generate novel crystal forms biologically active compounds enhance physicochemical properties without covalent modification. In this work, engineering principles were employed prepare characterize various HES. Specifically, two salts six new ionic cocrystals (ICCs) involving sodium or potassium studied using single-crystal X-ray diffraction (SCXRD) powder thermal measurements. Structures seven crystalline elucidated SCXRD, which revealed families isostructural ICCs terms their packing confirmed phenol...phenolate (PhOH...PhO − supramolecular heterosynthons. Diverse conformations observed amongst these structures, including unfolded folded (previously unreported) conformations. One ICC, with salt (NESNAH), was scalable gram scale found be stable after accelerated stability testing (exposure elevated heat humidity). HESNAH reached C max 10 min PBS buffer 6.8 compared 240 pure addition, relative 5.5 times greater, offering possibility improved bioavailability.

Язык: Английский

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Polymorphism in cocrystals of metronidazole benzoate

CrystEngComm, Год журнала: 2023, Номер 25(33), С. 4716 - 4728

Опубликована: Янв. 1, 2023

Two polymorphic cocrystals from the metronidazole benzoate with salicylic acid and fumaric as coformers are reported in this work.

Язык: Английский

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