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001-es BibID:BIBFORM116532
035-os BibID:(WoS)001070439900001 (Scopus)85169291237 (cikkazonosító)105702
Első szerző:Benea, Ioana Cristina
Cím:Biocatalytic synthesis of new polyesteramides from ?-caprolactam and hydroxy acids: Structural characterization, biodegradability, and suitability as drug nanocarriers / Ioana Cristina Benea, Izolda Kántor, Anamaria Todea, Alessandro Pellis, Ioan Bîtcan, Lajos Nagy, Sandor Kéki, Diana Maria Dreavā, Francisc Péter, Tivadar Feczkó
Dátum:2023
ISSN:1381-5148
Megjegyzések:The synthesis of polyesters and polyamides by enzyme-catalyzed processes in vitro was developed in the last decades as a green alternative to obtain biodegradable synthetic polymers with various applications, such as nanoparticle-sized carriers for drug delivery. Polyesteramides were much less studied in this respect, although having the presumable advantage of increased mechanical and thermic resistance brought by the amide moieties. In this work, polyesteramides were synthesized for the first time employing as raw materials epsilon-caprolactam and a hydroxy acid. L-malic, 3-hydroxybutyric, 12-hydroxystearic and 16-hydroxyhexadecanoic acid, respectively, were investigated as co-monomers in solventless or organic medium, using the immobilized lipase Novozyme 435 as catalyst. The short chain hydroxy acids holding secondary hydroxyl groups yielded oligomers with average degree of polymerization no higher than 4, while in the case of the long-chain 12-hydroxystearic acid this value increased to 7. The best results were achieved by using 16-hydroxyhexadecanoic acid in 2:1 M excess at 80. C, yielding a product with 75% copolymer content and average molecular weight higher than 3000 Da. The emulsion-solvent evaporation method allowed the efficient production of nanoparticles based on this copolymer, with sizes around 230 nm, used for the encapsulation of a model bioactive compound, the anticancer drug sorafenib. Production yields of >70% and encapsulation efficiencies of around 60% are very promising for further development of this approach.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Polyesteramide
Biocatalysis
Lipase
Polymer nanoparticle
Encapsulation
Megjelenés:Reactive & Functional Polymers. - 191 (2023), p. 1-17. -
További szerzők:Kántor Izolda Todea, Anamaria Pellis, Alessandro Bîtcan, Ioan Nagy Lajos (1979-) (vegyész) Kéki Sándor (1964-) (polimer kémikus) Dreava, Diana-Maria Péter, Francisc Feczkó Tivadar
Pályázati támogatás:TKP2021-EGA-20
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001-es BibID:BIBFORM115360
035-os BibID:(WoS)001070979000001 (Scopus)85168104200 (cikkazonosító)101229
Első szerző:Bîtcan, Ioan
Cím:One-pot green synthesis and characterization of novel furan-based oligoesters / Ioan Bîtcan, Alessandro Pellis, Andreea Petrovici, Diana-Maria Dreavă, Iulia Păușescu, Francisc Peter, Lajos Nagy, Sándor Kéki, Lucia Gardossi, Anamaria Todea
Dátum:2023
ISSN:2352-5541
Megjegyzések:The synthesis of bio-based poly(5-hydroxymethyl-2-furancarboxylate-co-ricinoleate) was investigated either from ricinoleic acid and 5-hydroxymethyl-2-furancarboxylic acid or directly from castor oil by green biocatalytic pathways. The reactions were carried out using commercially available native and immobilized hydrolases. The reactions were performed either in the absence of solvent or in different organic solvents or ionic liquids at various molar ratios and temperatures up to 80 ?C. The lipase from Pseudomonas stutzeri showed the highest catalytic efficiency at 50 ?C in t-butanol. To increase the sustainability of the process, in the next step, an original "onepot" system consisting of two consecutive reactions catalyzed by the same enzyme was developed. Ricinoleic acid, obtained by in-situ hydrolysis of castor oil, was used together with 5-hydroxymethyl-2-furancarboxylic acid as raw material for the oligoester synthesis at 100 mbar pressure in a solventless reaction system, yielding a product with average molecular weight of about 5800 gmol-1, in optimized conditions. The insertion of 5-hydroxymethyl-2-furancarboxylic acid units into the ricinoleic acid estolide backbone was demonstrated by MALDI-TOF MS and 2D NMR analysis. The thermal properties of the resulting products were evaluated by TG and DSC.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Ricinoleic acid
5-Hydroxymethyl-2-furancarboxylic acid
Enzymatic polymerization
Biocatalytic one-pot synthesis
Megjelenés:Sustainable Chemistry and Pharmacy. - 35 (2023), p. 101229-101243. -
További szerzők:Pellis, Alessandro Petrovici Andrea Dreava, Diana-Maria Pausescu, Iulia Péter, Francisc Nagy Lajos Kéki Sándor (1964-) (polimer kémikus) Gardossi, Lucia Todea, Anamaria
Pályázati támogatás:PN-III-P1-1.1-TE-2019-1573
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