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Volume 16
Issue 3
10.3390/ph16030370
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Article

Rational Coformer Selection in the Development of 6-Propyl-2-thiouracil Pharmaceutical Cocrystals

by
Francisco Javier Acebedo-Martínez
1,
Carolina Alarcón-Payer
2,
Cristóbal Verdugo-Escamilla
1,
Jesús Martín
3,
Antonio Frontera
4,*,
Alicia Domínguez-Martín
5,*,
Jaime Gómez-Morales
1 and
Duane Choquesillo-Lazarte
1,*
1
Laboratorio de Estudios Cristalográficos, IACT, CSIC-Universidad de Granada, Avda. de las Palmeras 4, 18100 Armilla, Spain
2
Servicio de Farmacia, Hospital Universitario Virgen de las Nieves, 18014 Granada, Spain
3
Fundación MEDINA, Centro de Excelencia en Investigación de Medicamentos Innovadores en Andalucía, Parque Tecnológico Ciencias de la Salud, Avda. del Conocimiento 34, 18016 Armilla, Spain
4
Department of Chemistry, Universitat de les Illes Balears, Crta de Valldemossa km 7.5, 07122 Palma de Mallorca (Baleares), Spain
5
Department of Inorganic Chemistry, Faculty of Pharmacy, University of Granada, 18071 Granada, Spain
*
Authors to whom correspondence should be addressed.
Pharmaceuticals 2023, 16(3), 370; https://doi.org/10.3390/ph16030370
Submission received: 7 February 2023 / Revised: 20 February 2023 / Accepted: 24 February 2023 / Published: 28 February 2023
(This article belongs to the Special Issue Polymorphs, Salts, and Cocrystals in Drug Delivery)
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Abstract

Pharmaceutical multicomponent solids have proved to efficiently modulate the physicochemical properties of active pharmaceutical ingredients. In this context, polyphenols are interesting coformers for designing pharmaceutical cocrystals due to their wide safety profile and interesting antioxidant properties. The novel 6-propyl-2-thiouracil multicomponent solids have been obtained by mechanochemical synthesis and fully characterized by powder and single-crystal X-ray diffraction methods. The analysis of supramolecular synthons has been further performed with computational methods, with both results revealing a robust supramolecular organization influenced by the different positions of the hydroxyl groups within the polyphenolic coformers. All novel 6-propyl-2-thiouracil cocrystals show an enhanced solubility profile, but unfortunately, their thermodynamic stability in aqueous media is limited to 24 h.
Keywords: propylthiouracil; polyphenols; cocrystals; mechanochemistry; crystal engineering propylthiouracil; polyphenols; cocrystals; mechanochemistry; crystal engineering
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MDPI and ACS Style

Acebedo-Martínez, F.J.; Alarcón-Payer, C.; Verdugo-Escamilla, C.; Martín, J.; Frontera, A.; Domínguez-Martín, A.; Gómez-Morales, J.; Choquesillo-Lazarte, D. Rational Coformer Selection in the Development of 6-Propyl-2-thiouracil Pharmaceutical Cocrystals. Pharmaceuticals 2023, 16, 370. https://doi.org/10.3390/ph16030370

AMA Style

Acebedo-Martínez FJ, Alarcón-Payer C, Verdugo-Escamilla C, Martín J, Frontera A, Domínguez-Martín A, Gómez-Morales J, Choquesillo-Lazarte D. Rational Coformer Selection in the Development of 6-Propyl-2-thiouracil Pharmaceutical Cocrystals. Pharmaceuticals. 2023; 16(3):370. https://doi.org/10.3390/ph16030370

Chicago/Turabian Style

Acebedo-Martínez, Francisco Javier, Carolina Alarcón-Payer, Cristóbal Verdugo-Escamilla, Jesús Martín, Antonio Frontera, Alicia Domínguez-Martín, Jaime Gómez-Morales, and Duane Choquesillo-Lazarte. 2023. "Rational Coformer Selection in the Development of 6-Propyl-2-thiouracil Pharmaceutical Cocrystals" Pharmaceuticals 16, no. 3: 370. https://doi.org/10.3390/ph16030370

APA Style

Acebedo-Martínez, F. J., Alarcón-Payer, C., Verdugo-Escamilla, C., Martín, J., Frontera, A., Domínguez-Martín, A., Gómez-Morales, J., & Choquesillo-Lazarte, D. (2023). Rational Coformer Selection in the Development of 6-Propyl-2-thiouracil Pharmaceutical Cocrystals. Pharmaceuticals, 16(3), 370. https://doi.org/10.3390/ph16030370

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