A Hydrophobic Derivative of Ciprofloxacin as a New Photoinitiator of Two-Photon Polymerization: Synthesis and Usage for the Formation of Biocompatible Polylactide-Based 3D Scaffolds

被引:4
作者
Bardakova, Kseniia N. [1 ,2 ]
Faletrov, Yaroslav V. [3 ,4 ]
Epifanov, Evgenii O. [1 ]
Minaev, Nikita V. [1 ]
Kaplin, Vladislav S. [5 ]
Piskun, Yuliya A. [3 ,4 ]
Koteneva, Polina I. [6 ]
Shkumatov, Vladimir M. [3 ,4 ]
Aksenova, Nadezhda A. [5 ,6 ]
Shpichka, Anastasia I. [2 ,6 ,7 ]
Solovieva, Anna B. [5 ]
Kostjuk, Sergei V. [3 ,4 ,6 ]
Timashev, Peter S. [1 ,5 ,6 ,7 ]
机构
[1] Russian Acad Sci, Inst Photon Technol, Res Ctr Crystallog & Photon, 2 Pionerskaya St, Troitsk 108840, Russia
[2] Sechenov Univ, World Class Res Ctr Digital Biodesign & Personali, 8-2 Trubetskaya St, Moscow 119991, Russia
[3] Belarusian State Univ, Res Inst Phys Chem Problems, Belarus 14 Leningradskaya St, Minsk 220030, BELARUS
[4] Belarusian State Univ, Dept Chem, 14 Leningradskaya St, Minsk 220006, BELARUS
[5] Russian Acad Sci, Semenov Fed Res Ctr Chem Phys, 4 Kosygina St, Moscow 119991, Russia
[6] Sechenov Univ, Inst Regenerat Med, 8-2 Trubetskaya St, Moscow 119991, Russia
[7] Lomonosov Moscow State Univ, Dept Chem, 1-3 Leninskiye Gory, Moscow 119991, Russia
基金
俄罗斯基础研究基金会;
关键词
two-photon polymerization; scaffold; photoinitiator; ciprofloxacin; photopolymerization; star-shaped polylactide; fluorescence quantum yield; post-curing; mechanical properties; MECHANICAL-PROPERTIES; LASER; FLUOROQUINOLONES; ENHANCEMENT; INITIATORS; RESOLUTION; VISCOSITY; EFFICIENT;
D O I
10.3390/polym13193385
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A hydrophobic derivative of ciprofloxacin, hexanoylated ciprofloxacin (CPF-hex), has been used as a photoinitiator (PI) for two-photon polymerization (2PP) for the first time. We present, here, the synthesis of CPF-hex and its application for 2PP of methacrylate-terminated star-shaped poly (D,L-lactide), as well a systematic study on the optical, physicochemical and mechanical properties of the photocurable resin and prepared three-dimensional scaffolds. CPF-hex exhibited good solubility in the photocurable resin, high absorption at the two-photon wavelength and a low fluorescence quantum yield = 0.079. Structuring tests showed a relatively broad processing window and revealed the efficiency of CPF-hex as a 2PP PI. The prepared three-dimensional scaffolds showed good thermal stability; thermal decomposition was observed only at 314 & DEG;C. In addition, they demonstrated an increase in Young's modulus after the UV post-curing (from 336 & PLUSMN; 79 MPa to 564 & PLUSMN; 183 MPa, which is close to those of a cancellous (trabecular) bone). Moreover, using CPF-hex as a 2PP PI did not compromise the scaffolds' low cytotoxicity, thus they are suitable for potential application in bone tissue regeneration.</p>
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页数:16
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