دورية أكاديمية
أعرض في EDS

The use of green protic ionic liquids in the crystallization of isoniazid: Evaluation of physicochemical and biological properties of drug.

التفاصيل البيبلوغرافية
العنوان: The use of green protic ionic liquids in the crystallization of isoniazid: Evaluation of physicochemical and biological properties of drug.
المؤلفون: Reis CLB; Department of Chemical Engineering, Federal University of Ceará, Campus do Pici, Bloco 709, 60440-900 Fortaleza, Ceará, Brazil., Campelo TA; Department of Pathology, Federal University of Ceará, Alexandre Baraúna St., 949, Rodolfo Teófilo, 60430-160 Fortaleza, Ceará, Brazil., Frota CC; Department of Pathology, Federal University of Ceará, Alexandre Baraúna St., 949, Rodolfo Teófilo, 60430-160 Fortaleza, Ceará, Brazil., Ayala AP; Department of Physics, Federal University of Ceará, Mister Hull Ave., Pici, 60440-900 Fortaleza, Ceará, Brazil., Silva LMA; Embrapa Agroindústria Tropical, Dra. Sara Mesquita St., 2270, Pici, 60511-110 Fortaleza, Ceará, Brazil., Rocha MVP; Department of Chemical Engineering, Federal University of Ceará, Campus do Pici, Bloco 709, 60440-900 Fortaleza, Ceará, Brazil., Santiago-Aguiar RS; Department of Chemical Engineering, Federal University of Ceará, Campus do Pici, Bloco 709, 60440-900 Fortaleza, Ceará, Brazil. Electronic address: rilvia@ufc.br.
المصدر: European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V [Eur J Pharm Biopharm] 2024 Aug; Vol. 201, pp. 114345. Date of Electronic Publication: 2024 May 31.
نوع المنشور: Journal Article
اللغة: English
بيانات الدورية: Publisher: Elsevier Science Country of Publication: Netherlands NLM ID: 9109778 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1873-3441 (Electronic) Linking ISSN: 09396411 NLM ISO Abbreviation: Eur J Pharm Biopharm Subsets: MEDLINE
أسماء مطبوعة: Publication: Amsterdam : Elsevier Science
Original Publication: Stuttgart : Wissenschaftliche Verlagsgesellschaft, c1991-
مواضيع طبية MeSH: Isoniazid*/chemistry , Isoniazid*/pharmacology , Crystallization* , Antitubercular Agents*/pharmacology , Antitubercular Agents*/chemistry , Ionic Liquids*/chemistry , Solubility*, Animals ; Artemia/drug effects ; Mycobacterium tuberculosis/drug effects ; Green Chemistry Technology/methods ; Drug Stability
مستخلص: This study evaluated the synthesis of protic ionic liquids (PILs), 2-hydroxy ethylammonium formate (2-HEAF) and 2-hydroxy ethylammonium acetate (2-HEAA), and their applicability in the crystallization process of the active pharmaceutical ingredient isoniazid (INH) as anti-solvent. Isoniazid is an antibiotic used in the treatment of tuberculosis infections, being used as a first-line chemotherapeutic agent against Mycobacterium tuberculosis. Futhermore, this investigation was conducted in order to evaluate how these PILs can influence the habit, solubility, stability, and therapeutic efficiency of the obtained isoniazid crystals. The 2-HEAF and 2-HEAA PILs were easily formed in reactions between ethanolamine and carboxylic acids (formic or acetic acid), and they have no toxicity against Artemia salina. The PILs were able to crystallize isoniazid, influencing the crystal habit and size. The greatest variations in the hydrogen signals of the NH 2 and NH groups of the amine and low variations in the chemical shifts of the hydrogens of the cation of the ethanolamine group from 2-HEAA and 2-HEAF indicate that PILs establish possibly weak interactions with INH. The obtained crystals were amorphous and showed higher solubility in water than standard INH. Moreover, these crystals showed therapeutic efficiency inantimycobacterial activity to inhibit the growth of Mycobacterium tuberculosis. The INH:2-HEAF only degraded 5.1 % (w/w), however, INH:2-HEAA degraded 32.8 % (w/w) after 60 days in an accelerated atmosphere. Then, the 2-HEAA and 2-HEAF were able to crystallize isoniazid, being a new application for these PILs. The used PILs also influenced the characteristics of isoniazid crystals.
Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.
(Copyright © 2024 Elsevier B.V. All rights reserved.)
فهرسة مساهمة: Keywords: Antimycobacterial activity; Isoniazid; Protic ionic liquid; Solubility; Stability
المشرفين على المادة: V83O1VOZ8L (Isoniazid)
0 (Antitubercular Agents)
0 (Ionic Liquids)
تواريخ الأحداث: Date Created: 20240601 Date Completed: 20240711 Latest Revision: 20240711
رمز التحديث: 20240712
DOI: 10.1016/j.ejpb.2024.114345
PMID: 38823540
قاعدة البيانات: MEDLINE
الوصف
تدمد:1873-3441
DOI:10.1016/j.ejpb.2024.114345