Heterobifunctional poly(ε-caprolactone): Synthesis of α-cholesterol-ω-pyrene PCL via combination of ring-opening polymerization and “click” chemistry

Erdagi, Sevinç Ilkar; Doğancı, Erdinç; Uyanık, Cavit; Yılmaz, Faruk

doi:10.1016/j.reactfunctpolym.2015.12.005

Cited by 13 publications

(2 citation statements)

References 76 publications

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“…The synthesis of the β-sitosterol-curcumin (BS-CUR) conjugate was successfully accomplished using a strategy similar to the one described previously [18]. The general synthetic method for the preparation of BS-CUR is outlined in Scheme 1.…”

Section: Resultsmentioning

confidence: 99%

Meme Kanseri Tedavisi için Potansiyel Bir Aday Olan Kurkumin--Sitosterol Konjugatının Tasarımı, Sentezi ve Biyolojik Değerlendirmesi

Erdagi

2022

Bilecik Şeyh Edebali Üniversitesi Fen Bilimleri Dergisi

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In this study, a novel steroidal conjugate was prepared via a convenient click chemistry technique. -sitosterol (BS), a widely distributed phytosterol throughout the plant kingdom, was chosen as a steroidal component. It is known that BS uses in the stabilization of cell membranes and has beneficial effects in different diseases. On the other hand, curcumin (CUR), a phenolic compound, was used as a phytochemical agent with a variety of biological activities. The steroidal conjugate (BS-CUR) was achieved in high yield using azide-alkyne cyclization reaction. The structure of BS-CUR was elucidated by using FTIR, NMR, HRMS, and fluorescence spectroscopy techniques. In vitro cytotoxicity assays of the BS-CUR conjugate were evaluated against human breast cancer (MDA-MB-231) and healthy mouse fibroblast cell line (L929), respectively. The preliminary evaluation indicated that BS conjugate exhibited good cytotoxicity compare with the native compounds, CUR and BS. The BS-CUR conjugate could be considered a potential compound for further design and synthesis of highly effective anticancer agents.

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Section: Resultsmentioning

confidence: 99%

Meme Kanseri Tedavisi için Potansiyel Bir Aday Olan Kurkumin--Sitosterol Konjugatının Tasarımı, Sentezi ve Biyolojik Değerlendirmesi

Erdagi

2022

Bilecik Şeyh Edebali Üniversitesi Fen Bilimleri Dergisi

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“…The synthesis of PCL has been widely reported in the literature [42][43][44][45][46] and was achieved by ROP of ε-CL in the presence of Sn(Oct) 2 as acatalyst (Scheme 1). Sn(Oct) 2 has many convenient properties such as high activity, it is easy to handle, inexpensive, and it was approved by the Food and Drug Administration (FDA) as long as used within a limit of 20 ppm of residual tin in medical polymers for commercial purposes [46].…”

Section: Synthesis and Characterization Of Poly(ε-caprolactone)mentioning

confidence: 99%

Effect of Keratin Waste on Poly(ε-Caprolactone) Films: Structural Characterization, Thermal Properties, and Keratinocytes Viability and Proliferation Studies

Rinaldi,

Coccia,

Ferrentino

et al. 2024

Advances in Polymer Technology

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Keratin extracted (KE) from chicken feathers was used for the production of composite films comprising poly(ε-caprolactone) (PCL) and keratin (PCL/KE films). The process involved the extraction of keratin from chicken feathers using a 0.1 M NaOH solution, followed by characterization via sodium dodecyl sulfate-polyacrylamide gel electrophoresis (SDS-PAGE). The PCL was synthesized through the ring-opening polymerization (ROP) of ε-caprolactone (ԑ-CL) with Sn(Oct)2 as a catalyst. Films were prepared via solvent casting, including pure PCL films and those enriched with different weight percentages of KE (10%, 15%, 25%, and 30%). The films were characterized by differential scanning calorimetry (DSC), thermogravimetric analysis (TG), and scanning electron microscopy (SEM). SEM analysis revealed a more uniform incorporation of KE within the PCL matrix in the case of the 15% keratin-enriched film (PCL/KE15) as compared to other keratin percentages. The thermal analysis showed a positive influence of keratin on the thermal stability of the films. Keratinocytes viability and proliferation tests on the PCL/KE15 film demonstrated compatibility with cells. Collectively, these results hold relevance for potential biomedical applications of PCL/KE films.

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Click Reactions in Polymer Synthesis

Huang

Qin

Tang

2021

Encyclopedia of Polymer Science and Technology

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Click reactions, with remarkable merits including high efficiency, atom economy, mild reaction conditions, good functionality tolerance, simple isolation process, and regio‐ and/or stereoselectivity, have drawn intense attention of polymer chemists and found widespread applications in polymer synthesis. Besides the famous Cu(I)‐catalyzed azide–alkyne click reaction, plentiful click reactions, such as Diels–Alder, thiol‐based, nonaldol carbonyl, amino‐yne, hydroxyl–yne, and sulfur(VI) fluoride‐exchange click reactions, have also been introduced into the field of polymer chemistry. With these efficient click reactions in hand, diverse functional groups can be readily incorporated into polymer chains to endow them with desired functionalities. Copolymers with complex structures, such as block, graft, star, and cyclic polymers, can be synthesized using click reaction as polymer conjugation method. These click reactions have also been developed into facile polymerization techniques, that is, click polymerization, for the direct synthesis of linear, hyperbranched, and cross‐linked polymers with various properties. This article intends to give a brief summary of click reactions applied in polymer synthesis, including preparation of polymers and postpolymerization modification of preformed polymers.

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Heterobifunctional poly(ε-caprolactone): Synthesis of α-cholesterol-ω-pyrene PCL via combination of ring-opening polymerization and “click” chemistry

Cited by 13 publications

References 76 publications

Meme Kanseri Tedavisi için Potansiyel Bir Aday Olan Kurkumin--Sitosterol Konjugatının Tasarımı, Sentezi ve Biyolojik Değerlendirmesi

Meme Kanseri Tedavisi için Potansiyel Bir Aday Olan Kurkumin--Sitosterol Konjugatının Tasarımı, Sentezi ve Biyolojik Değerlendirmesi

Effect of Keratin Waste on Poly(ε-Caprolactone) Films: Structural Characterization, Thermal Properties, and Keratinocytes Viability and Proliferation Studies

Click Reactions in Polymer Synthesis

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