Volume 39 Issue 12
Dec.  2022
Turn off MathJax
Article Contents
ZHANG Zuer, LIN Qiaoqiao, XIAO Zhiyin, et al. Preparation of electrospun composite fibers functionalized with an iron complex and their CO-release behavior[J]. Acta Materiae Compositae Sinica, 2022, 39(12): 5846-5855. doi: 10.13801/j.cnki.fhclxb.20211216.004
Citation: ZHANG Zuer, LIN Qiaoqiao, XIAO Zhiyin, et al. Preparation of electrospun composite fibers functionalized with an iron complex and their CO-release behavior[J]. Acta Materiae Compositae Sinica, 2022, 39(12): 5846-5855. doi: 10.13801/j.cnki.fhclxb.20211216.004

Preparation of electrospun composite fibers functionalized with an iron complex and their CO-release behavior

doi: 10.13801/j.cnki.fhclxb.20211216.004
  • Received Date: 2021-10-27
  • Accepted Date: 2021-12-08
  • Rev Recd Date: 2021-11-27
  • Available Online: 2021-12-17
  • Publish Date: 2022-12-01
  • CO-releasing materials are valuable for CO medicinal applications. Herein, by using an iron complex, [Fe(η5-Cp)(CO)2I] as iron-based carbon monoxide-releasing molecule (FeCORM), cellulose acetate (CA) and polyvinylpyrrolidone (PVP) as matrix polymers, CA-PVP-based composite fibers with various amounts of FeCORM were prepared via electrospinning technology in a mixture solution of dimethylacetamide/acetone. The composite fibers were characterized by means of ATR-FTIR, UV-vis DRS, SEM techniques. CO-releasing performance of the composite fibers was then investigated upon irradiation of blue/green/red lights, and their corresponding kinetic data were obtained, respectively. The amounts of CO released by the composite fibers were further quantified. Our results demonstrate that the rates of CO-release for the composite fibers are depending on both the contents of FeCORM and the wavelengths of the light sources. Generally, the lower the content and the shorter the wavelength, the faster the release rate should be. Additionally, first-order kinetics are assigned to the CO-release process of the composite fibers, with a rate constant kobs between 1.59-0.11 min−1, and a half-life t1/2 between 0.4-6.3 min, respectively. Furthermore, a satisfied linear-relationship is estimated between the dose of released CO for the composite fibers y and the mass percentage of FeCORM x with the equation following: y=0.0284x−0.0158.

     

  • loading
  • [1]
    KIM H P, RYTER S W, CHOI A M K. CO as a cellular signaling molecule[J]. Annual Review of Pharmacology and Toxicology,2006,46(1):411-449. doi: 10.1146/annurev.pharmtox.46.120604.141053
    [2]
    MANN B E. Medicinal organometallic chemistry[M]. Berlin: Springer-Verlag Berlin Heidelberg, 2010.
    [3]
    MOTTERLINI R, OTTERBEIN L E. The therapeutic potential of carbon monoxide[J]. Nature Reviews Drug Dis-covery,2010,9(9):728-743. doi: 10.1038/nrd3228
    [4]
    ADACH W, OLAS B. Carbon monoxide and its donors–their implications for medicine[J]. Future Medicinal Chemistry,2019,11(1):61-73. doi: 10.4155/fmc-2018-0215
    [5]
    ISMAILOVA A, KUTER D, BOHLE D S, et al. An overview of the potential therapeutic applications of CO-releasing molecules[J]. Bioinorganic Chemistry and Applications, 2018, 2018: 8547364.
    [6]
    ANDREADOU I, ILIODROMITIS E K, RASSAF T, et al. The role of gasotransmitters NO, H2S and CO in myocardial ischaemia/reperfusion injury and cardioprotection by preconditioning, postconditioning and remote conditioning[J]. British Journal of Pharmacology,2015,172(6):1587-1606. doi: 10.1111/bph.12811
    [7]
    RUAN Y, WANG L, ZHAO Y, et al. Carbon monoxide potently prevents ischemia-induced high-mobility group box 1 translocation and release and protects against lethal renal ischemia-reperfusion injury[J]. Kidney International,2014,86(3):525-537. doi: 10.1038/ki.2014.80
    [8]
    MOTTERLINI R, CLARK J E, FORESTI R, et al. Carbon monoxide-releasing molecules-Characterization of biochemical and vascular activities[J]. Circulation Research,2002,90(2):E17-E24.
    [9]
    FORD P C. Metal complex strategies for photo-uncaging the small molecule bioregulators nitric oxide and carbon monoxide[J]. Coordination Chemistry Reviews,2018,376:548-564. doi: 10.1016/j.ccr.2018.07.018
    [10]
    LING K, MEN F, WANG W C, et al. Carbon monoxide and its controlled release: Therapeutic application, detection and development of carbon monoxide-releasing molecules (CO-RMs)[J]. Journal of Medicinal Chemistry,2018,61(7):2611-2635.
    [11]
    ABEYRATHNA N, WASHINGTON K, BASHUR C, et al. Nonmetallic carbon monoxide releasing molecules (CORMs)[J]. Organic & Biomolecular Chemistry,2017,15(41):8692-8699.
    [12]
    MARHENKE J, TREVINO K, WORKS C. The chemistry, biology and design of photochemical CO releasing molecules and the efforts to detect CO for biological applications[J]. Coordination Chemistry Reviews,2016,306:533-543. doi: 10.1016/j.ccr.2015.02.017
    [13]
    ROMAO C C, BLATTLER W A, SEIXAS J D, et al. Developing drug molecules for therapy with carbon monoxide[J]. Chemical Society Reviews,2012,41(9):3571-3583. doi: 10.1039/c2cs15317c
    [14]
    JIANG X, XIAO Z, ZHONG W, et al. Brief survey of diiron and monoiron carbonyl complexes and their potentials as CO-releasing molecules (CORMs)[J]. Coordination Che-mistry Reviews,2021,429:213634. doi: 10.1016/j.ccr.2020.213634
    [15]
    GUO Z, JIN J, XIAO Z, et al. Four iron(II) carbonyl complexes containing both pyridyl and halide ligands: Their synthesis, characterization, stability, and anticancer activity[J]. Applied Organometallic Chemistry,2021,35(1):e6045.
    [16]
    GUO J, GUO Z, XIAO Z, et al. Further exploration of the reaction between cis-[Fe(CO)4I2] and alkylamines: An aminium salt of fac-[Fe(CO)3I3] or an amine-bound complex of fac-[Fe(CO)3I2(NH2R)]?[J]. Applied Organometallic Chemistry,2021,35(8):e6280.
    [17]
    YANG X, JIN J, GUO Z, et al. The monoiron anion fac-[Fe(CO)3I3] and its organic aminium salts: Their preparation, CO-release, and cytotoxicity[J]. New Journal of Chemistry,2020,44(25):10300-10308. doi: 10.1039/D0NJ01182G
    [18]
    XIAO Z, JIANG R, JIN J, et al. Diiron(II) pentacarbonyl complexes as CO-releasing molecules: Their synthesis, characterization, CO-releasing behaviour and biocompatibility[J]. Dalton Transactions,2019,48(2):468-477. doi: 10.1039/C8DT03982H
    [19]
    OU J, ZHENG W, XIAO Z, et al. Core-shell materials bearing iron(II) carbonyl units and their CO-release via an upconversion process[J]. Journal of Materials Chemistry B,2017,5(41):8161-8168. doi: 10.1039/C7TB01434A
    [20]
    JIANG X, CHEN L, WANG X, et al. Photoinduced carbon monoxide release from half-sandwich iron(II) carbonyl complexes by visible irradiation: Kinetic analysis and mechanistic investigation[J]. Chemistry—A European Journal,2015,21(37):13065-13072. doi: 10.1002/chem.201501348
    [21]
    JIANG X, LONG L, WANG H, et al. Diiron hexacarbonyl complexes as potential CO-RMs: CO-releasing initiated by a substitution reaction with cysteamine and structural correlation to the bridging linkage[J]. Dalton Transactions,2014,43(26):9968-9975. doi: 10.1039/C3DT53620C
    [22]
    LONG L, JIANG X, WANG X, et al. Water-soluble diiron hexacarbonyl complex as a CO-RM: Controllable CO-releasing, releasing mechanism and biocompatibility[J]. Dalton Transactions,2013,42(44):15663-15669. doi: 10.1039/c3dt51281a
    [23]
    MENG J, JIN Z, ZHAO P, et al. A multistage assembly/disassembly strategy for tumor-targeted CO delivery[J]. Science Advances,2020,6(20):eaba1362. doi: 10.1126/sciadv.aba1362
    [24]
    WANG X S, ZENG J Y, LI M J, et al. Highly stable iron carbonyl complex delivery nanosystem for improving cancer therapy[J]. ACS Nano,2020,14(8):9848-9860. doi: 10.1021/acsnano.0c02516
    [25]
    LI Y, DANG J, LIANG Q, et al. Carbon monoxide (CO)-Strengthened cooperative bioreductive anti-tumor therapy via mitochondrial exhaustion and hypoxia induction[J]. Biomaterials,2019,209:138-151. doi: 10.1016/j.biomaterials.2019.04.004
    [26]
    YAO X, YANG P, JIN Z, et al. Multifunctional nanoplatform for photoacoustic imaging-guided combined therapy enhanced by CO induced ferroptosis[J]. Biomaterials,2019,197:268-283. doi: 10.1016/j.biomaterials.2019.01.026
    [27]
    NAKAE T, HIROTSU M, NAKAJIMA H. CO release from N, C, S-pincer iron(III) carbonyl complexes induced by visible-to-NIR light irradiation: Mechanistic insight into effects of axial phosphorus ligands[J]. Inorganic Chemistry,2018,57(14):8615-8626. doi: 10.1021/acs.inorgchem.8b01407
    [28]
    SITNIKOV N S, LI Y, ZHANG D, et al. Design, synthesis, and functional evaluation of CO-releasing molecules triggered by penicillin G amidase as a model protease[J]. Angewandte Chemie International Edition,2015,54(42):12314-12318. doi: 10.1002/anie.201502445
    [29]
    ROMANSKI S, KRAUS B, SCHATZSCHNEIDER U, et al. Acyloxybutadiene iron tricarbonyl complexes as enzyme-triggered CO-releasing molecules (ET-CORMs)[J]. Angewandte Chemie International Edition,2011,50(10):2392-2396. doi: 10.1002/anie.201006598
    [30]
    INABA H, FUJITA K, UENO T. Design of biomaterials for intracellular delivery of carbon monoxide[J]. Biomaterials Science,2015,3(11):1423-1438. doi: 10.1039/C5BM00210A
    [31]
    曹延娟, 辛斌杰, 张杰, 等. 天然纤维素/聚丙烯腈抗菌纳米纤维的制备与表征[J]. 复合材料学报, 2015, 32(4):1042-1052.

    CAO Y J, XIN B J, ZHANG J, et al. Preparation and characterization of natural cellulose/polyacrylonitrile antibacterial nanofibers[J]. Acta Materiae Compositae Sinica,2015,32(4):1042-1052(in Chinese).
    [32]
    周可可, 唐亚丽, 卢立新, 等. 氧化纳米纤维素增强再生纤维素全纤维素复合薄膜的制备及性能[J]. 复合材料学报, 2020, 37(7):1657-1666.

    ZHOU K K, TANG Y L, LU L X, et al. Preparation and pro-perties of all-cellulose composite films with oxidized cellulose nanofibrils reinforcing regenerated cellulose[J]. Acta Materiae Compositae Sinica,2020,37(7):1657-1666(in Chinese).
    [33]
    ZHU D, XIAO Z, LIU X. Introducing polyethyleneimine (PEI) into the electrospun fibrous membranes containing diiron mimics of [FeFe]-hydrogenase: Membrane electrodes and their electrocatalysis on proton reduction in aqueous media[J]. International Journal of Hydrogen Energy,2015,40(15):5081-5091. doi: 10.1016/j.ijhydene.2015.02.050
    [34]
    XU E, XIAO Z, LIU H, et al. [FeFe]-hydrogenase-inspired membrane electrode and its catalytic evolution of hydrogen in water[J]. RSC Advances,2012,2(27):10171-10174. doi: 10.1039/c2ra21036c
    [35]
    LONG Y, YAN X, WANG X, et al. Electrospinning: Nanofabrication and applications[M]. New York: William Andrew Publishing, 2019.
  • 加载中

Catalog

    通讯作者: 陈斌, bchen63@163.com
    • 1. 

      沈阳化工大学材料科学与工程学院 沈阳 110142

    1. 本站搜索
    2. 百度学术搜索
    3. 万方数据库搜索
    4. CNKI搜索

    Figures(11)  / Tables(3)

    Article Metrics

    Article views (819) PDF downloads(32) Cited by()
    Proportional views
    Related

    /

    DownLoad:  Full-Size Img  PowerPoint
    Return
    Return