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Evaluation of antibacterial and anticancer properties of poly(3-hydroxybutyrate) functionalized with different amino compounds.
- Source :
-
International journal of biological macromolecules [Int J Biol Macromol] 2019 Feb 01; Vol. 122, pp. 793-805. Date of Electronic Publication: 2018 Oct 25. - Publication Year :
- 2019
-
Abstract
- The chemical modification of biodegradable poly(3-hydroxybutyrate) (PHB) is useful for biomedical applications. In this study, the transesterification reaction of PHB was carried out under reflux conditions in the presence of 1,4-butanediol to form telechelic PHB-diol. Further modification of PHB-diol into PHB-diacrylate was carried out by the reaction of PHB-diol with acryloyl chloride. PHB-diacrylate was grafted with amino compounds such as 1,4-butanediamine, 1,3-propanediamine, 1,2-ethylenediamine, piperazine, cyclohexylamine, 2,2'-(ethane-1,2-diylbis(oxy)) diethanamine (jeffamine EDR 148) and morpholine via Michael-type addition reaction. The functionalized amino-PHB polymers were characterized by using FTIR and <superscript>1</superscript> H NMR techniques. XRD showed that amino-PHB polymers have different crystallinity compared with neat PHB. Some biological activities of amino-PHB polymers were determined such as antibacterial, antioxidant and anticancer activities. In this regard, the results showed that PHB-ethylenediamine revealed a potent antibacterial activity against Staphlococcus aureus, Escherichia coli, Klebsiella pneumoniae and Pseudomonas aeruginosa. All amino-PHB polymers under the study showed reasonable antioxidant activity. Among these polymers, PHB-piperazine showed a potent anticancer effect against in vivo Ehrlich ascetic carcinoma bearing mice.<br /> (Copyright © 2018 Elsevier B.V. All rights reserved.)
- Subjects :
- Animals
Antioxidants chemistry
Antioxidants pharmacology
Esterification
Female
Mice
Structure-Activity Relationship
Anti-Bacterial Agents chemistry
Anti-Bacterial Agents pharmacology
Antineoplastic Agents chemistry
Antineoplastic Agents pharmacology
Hydroxybutyrates chemistry
Hydroxybutyrates pharmacology
Polyesters chemistry
Polyesters pharmacology
Subjects
Details
- Language :
- English
- ISSN :
- 1879-0003
- Volume :
- 122
- Database :
- MEDLINE
- Journal :
- International journal of biological macromolecules
- Publication Type :
- Academic Journal
- Accession number :
- 30416099
- Full Text :
- https://doi.org/10.1016/j.ijbiomac.2018.10.164