Editor-in-Chief İlkay Küçükgüzel Associate Editor Aslı Türe Online ISSN 2630-6344 Publisher Marmara University Frequency Bimonthly (Six issues / year) Abbreviation J.Res.Pharm. Former Name Marmara Pharmaceutical Journal
Marmara Pharmaceutical Journal 2017 , Vol 21 , Issue 2
New-Generation Jeffamine® D230 Core Amine, TRIS and Carboxylterminated PAMAM Dendrimers: Synthesis, Characterization and the Solubility Application for a Model NSAID Drug Ibuprofen
Ali Serol Ertürk1,Mustafa Ulvi Gürbüz2,Metin Tülü2
1Department of Basic Pharmaceutical Sciences, Faculty of Pharmacy, Adıyaman University, 02040, Adıyaman, Turkey
2Department of Chemistry, Yıldız Technical University, 34210, Istanbul, Turkey
DOI : 10.12991/marupj.300924 Many therapeutically active drugs are poor water soluble and, therefore, bioavailability of these molecules in the living cells is low and a major problem. In this study, new-generation Jeffamine® D230 core, amine (NH2), Tris(hydroxymethyl) aminomethane (TRIS), and carboxyl (COOH) terminated poly(amidoamine) PAMAM dendrimers (PAMAMs) were synthesized. Synthesized new-generation PAMAMs were characterized by 1H NMR, 13C NMR, ATR-FTIR, and investigated as solubility enhancer of a sample non-steroidal anti-inflammatory drug (NSAID) Ibuprofen (IBU). The effect of generation size (D2-D4), concentration (0-2.0 mM), and surface functional group (NH2, COOH, TRIS) of the synthesized new-generation PAMAMs on the aqueous solubility of IBU was also investigated. The observed solubility enhancement of IBU was in the order of D4.COOH (18.21 mg/mL)> D3.COOH (13.21 mg/mL)> D4.TRIS (10.30 mg/mL)> D2.COOH (8.55 mg/mL)> D3.TRIS (6.04 mg/mL)> D4.NH2 (4.56 mg/mL)> D3.NH2 (3.36 mg/mL)> D2.TRIS (2.42 mg/mL)> D2.NH2 (1.86 mg/mL). Results showed that synthesized PAMAMs improved the solubility of IBU significantly (30 to 247-fold) with an increasing generation size, and concentration. Keywords : Dendrimers, poly (amidoamine) PAMAM, Jeffamine, drug carrier, NSAID, ibuprofen
Marmara University