NDLI: Preformulation studies of novel 5'-O-carbonates of lamivudine with biological activity: solubility and stability assays.

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Preformulation studies of novel 5'-O-carbonates of lamivudine with biological activity: solubility and stability assays.

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Gualdesi, María S. Ravetti, Soledad Raviolo, Mónica A. Briñón, Margarita C.
Description	Country affiliation: Argentina Author Affiliation: Gualdesi MS ( Departamento de Farmacia, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Ciudad Universitaria , Córdoba , Argentina.)
Abstract	As a part of preformulation studies, the aim of this work was to examine the solubility and stability of a series of 5'-O-carbonates of lamivudine with proven antihuman immunodeficiency virus activity. Solubility studies were carried out using pure solvents (water, ethanol and polyethylene glycol 400 [PEG 400]), as well as cosolvents in binary mixture systems (water-ethanol and water-PEG 400). These ionizable compounds showed that their aqueous solubility is decreasing as the carbon length of the substituent moiety increases, but being enhanced as the pH was reduced from 7.4 to 1.2. Thus, 3TC-Metha an active compound of the series, with an intrinsic solubility at 25 °C of 17 mg/mL, was about 70 times more soluble than 3TC-Octa (0.24 mg/mL), and at pHs of 1.2, 5.8 and 7.4 had intrinsic solubilities of 36.48, 19.20 and 15.40 mg/mL, respectively. In addition, the solubility was enhanced significantly by using ethanol and PEG 400 as cosolvents. A stability study was conducted in buffer solutions at pH 1.2, 5.8, 7.4 and 13.0 and in human plasma at 37 °C. Stability-indicating high-performance liquid chromatography procedure was found to be selective, sensitive and accurate for these compounds and good recovery, linearity and precision were also observed.
File Format	HTM / HTML
ISSN	03639045
Issue Number	9
Volume Number	40
e-ISSN	15205762
Journal	Drug Development and Industrial Pharmacy
Language	English
Publisher	Taylor & Francis
Publisher Date	2014-09-01
Publisher Place	Great Britain (UK)
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Discipline Pharmacology Carbonates Chemistry Lamivudine Buffers Chemistry, Pharmaceutical Methods Drug Stability Ethanol Humans Hydrogen-ion Concentration Plasma Polyethylene Glycols Solubility Solutions Solvents Water Journal Article Research Support, Non-u.s. Gov't
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Drug Discovery Pharmacology Pharmaceutical Science

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