Synthesis and antiproliferative properties of ibuprofen–oligo(3-hydroxybutyrate) conjugates

Zawidlak-Węgrzyńska, Barbara; Kawalec, Michał; Bosek, Izabela; Luczyk-Juzwa, Maria; Adamus, Grażyna; Rusin, Aleksandra; Filipczak, Piotr T.; Głowala-Kosińska, Magdalena; Wolanska, Katarzyna; Krawczyk, Z; Kurcok, Piotr

doi:10.1016/j.ejmech.2010.01.020

Cited by 52 publications

(42 citation statements)

References 42 publications

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“…Studies with ibuprofen and its derivatives are envisaged in order to evaluate other applications of the compound. Syntheses of conjugates of ibuprofen with oligo(3-hydroxybutyrate) (OHB) have just been published [13]. The results described show that ibuprofen conjugated with OHB exhibited a significantly increased ability to inhibit proliferation of HT-29 and HCT 116 colon cancer cells in vitro [13].…”

mentioning

confidence: 83%

“…Syntheses of conjugates of ibuprofen with oligo(3-hydroxybutyrate) (OHB) have just been published [13]. The results described show that ibuprofen conjugated with OHB exhibited a significantly increased ability to inhibit proliferation of HT-29 and HCT 116 colon cancer cells in vitro [13]. Here, we describe the synthesis, spectroscopic characterization and antibacterial studies in vitro of a novel gold(I) complex with ibuprofen.…”

mentioning

confidence: 84%

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Chemical, spectroscopic characterization and antibacterial activities in vitro of a novel gold(I)–ibuprofen complex

Fiori

Lustri

Magalhães

et al. 2011

Inorganic Chemistry Communications

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mentioning

confidence: 83%

mentioning

confidence: 84%

Chemical, spectroscopic characterization and antibacterial activities in vitro of a novel gold(I)–ibuprofen complex

Fiori

Lustri

Magalhães

et al. 2011

Inorganic Chemistry Communications

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“…At the present time, PHAs are used to prepare microparticles loaded with analgesics [8] and anti-inflammatory drugs; their release kinetics has been studied quite well [9][10][11][12]. PHA microparticles, films, and 3D matrices are promising carriers for antibiotics, enabling the sustained release of the drug [13][14][15][16].…”

Section: Introductionmentioning

confidence: 99%

Microparticles prepared from biodegradable polyhydroxyalkanoates as matrix for encapsulation of cytostatic drug

Murueva

Shishatskaya

Kuzmina

et al. 2013

J Mater Sci: Mater Med

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Microparticles made from degradable polyhydroxyalkanoates of different chemical compositions a homopolymer of 3-hydroxybutyric acid, copolymers of 3-hydroxybutyric and 4-hydroxybutyric acids (P3HB/4HB), 3-hydroxybutyric and 3-hydroxyvaleric acids (P3HB/3HV), 3-hydroxybutyric and 3-hydroxyhexanoic acids (P3HB/ 3HHx) were prepared using the solvent evaporation technique, from double emulsions. The study addresses the influence of the chemical compositions on the size and npotential of microparticles. P3HB microparticles loaded with doxorubicin have been prepared and investigated. Their average diameter and n-potential have been found to be dependent upon the level of loading (1, 5, and 10 % of the polymer mass). Investigation of the in vitro drug release behavior showed that the total drug released from the microparticle into the medium increased with mass concentration of the drug. In this study mouse fibroblast NIH 3T3 cells were cultivated on PHA microparticles, and results of using fluorescent DAPI DNA stain, and MTT assay showed that microparticles prepared from PHAs of different chemical compositions did not exhibit cytotoxicity to cells cultured on them and proved to be highly biocompatible. Cell attachment and proliferation on PHA microparticles were similar to those on polystyrene. The cytostatic drug encapsulated in P3HB/3HV microparticles has been proven to be effective against HeLa tumor cells.

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“…They have already been used as non-toxic carriers of selected drug precursors [8][9]31 . Furthermore, the biological studies of these drug conjugates indicated that the conjugates of drug with OHB are more efficiently accumulated by cells comparing to unconjugated ones.…”

Section: Introductionmentioning

confidence: 99%

Designing of Biodegradable and Biocompatible Release and Delivery Systems of Selected Antioxidants Used in Cosmetology

et al. 2015

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Conjugates of antioxidants p-anisic (p-AA) and vanillic (VA) acids with nontoxic, biocompatible, and biodegradedable oligo-(R,S)-(3-hydoxybutyrate) carrier were synthesized, and their structural and biological characterization was performed. The molecular structure of the bioconjugates, in which antioxidants are covalently bonded with oligo(3-hydroxybutyrate) (OHB) chains, has been proven by mass spectrometry supported by NMR. The bioconjugate hydrolytic degradation studies allowed gaining thorough insight into the hydrolysis process and confirmed the release of p-AA and VA. In vitro studies demonstrated that all of the conjugates studied were well tolerated by KB and HaCaT cell lines, as they had no marked cytotoxicity, while conjugates with a relatively short OHB carrier are optimal to support keratinocyte function. The preliminary study of the biological activity confirmed the protective effect of VA-OHB conjugates against H2O2-induced lipid peroxidation in human keratinocytes (HaCaT). It was also demonstrated that the selected bioconjugates can penetrate all layers of the skin, which shows their functionality and opens up their potential application in cosmetology.

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Synthesis and antiproliferative properties of ibuprofen–oligo(3-hydroxybutyrate) conjugates

Cited by 52 publications

References 42 publications

Chemical, spectroscopic characterization and antibacterial activities in vitro of a novel gold(I)–ibuprofen complex

Chemical, spectroscopic characterization and antibacterial activities in vitro of a novel gold(I)–ibuprofen complex

Microparticles prepared from biodegradable polyhydroxyalkanoates as matrix for encapsulation of cytostatic drug

Designing of Biodegradable and Biocompatible Release and Delivery Systems of Selected Antioxidants Used in Cosmetology

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