Skip to main content
SpringerLink
Log in

RETRACTED ARTICLE: A porous Cu(II)-based metal-organic framework with one-dimensional hexagonal channels for solvent-free cyanosilylation and anti-ovarian cancer activity

  • ORIGINAL PAPER
  • Published:
Journal of Polymer Research Aims and scope Submit manuscript

This article was retracted on 25 April 2024

This article has been updated

Abstract

On the basis of solvothermal reaction, a new porous Cu(II) metal-organic framework (MOF), {[(Cu(L)2(H2O)2](DMF)4)n (namely 1), can be formed via self-assembly of 3-(1H-pyrazol-4-yl)pyridine (namely HL) and Cu(II) ion in water and DMF mixed solvent. We characterized the MOF 1 via elemental analysis, powder X-ray diffraction (PXRD) and single crystal X-ray diffraction, thermogravimetric analysis (TGA) as well as Fourier-transform infrared spectra (FT-IR). In addition, MOF 1 can be used as a solvent free multiphase catalyst for cyanidation due to its open Cu(II) metal sites as well as a larger number of N atoms can be utilized as Lewis basic sites. In connection to these, the catalysis mechanism has also been discussed in detail. To explore the inhibitory function of compound 1a on Hey ovarian cancer cells viability, the CCK-8 was carried out, and the results revealed that compound 1a had good anti-cancer activity in vitro with the IC50 value of 2.81 ± 0.17 μg/mL. Besides, the anti-tumor mechanism of compound 1a was revealed by apoptosis and ROS detection, the results suggested that compound 1a anti-tumor activity owing to the inducing of cell apoptosis by increasing the ROS accumulation.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Scheme 1
Fig. 3
Fig. 4
Fig. 5
Fig. 6

Similar content being viewed by others

Change history

References

  1. Song JJ, Gallou F, Reeves JT, Tan Z, Yee NK, Senanayake CH (2006) Activation of TMSCN by N-heterocyclic Carbenes for facile Cyanosilylation of carbonyl compounds. J Org Chem 71(3):1273–1276

    Article  CAS  PubMed  Google Scholar 

  2. Duan CW, Hu LX, Ma JL (2018) Ionic liquids as an efficient medium for the mechanochemical synthesis of α-AlH3 nano-composites. J Mater Chem A 6:6309–6318

    Article  CAS  Google Scholar 

  3. Duan C, Cao Y, Hu L, Fu D, Ma J, Youngblood J (2019) An efficient mechanochemical synthesis of alpha-aluminum hydride: synergistic effect of TiF3 on the crystallization rate and selective formation of alpha-aluminum hydride polymorph. J Hazard Mater 373:141–151

    Article  CAS  PubMed  Google Scholar 

  4. Dekamin M, Mokhtari J, Naimijamal M (2009) Organocatalytic cyanosilylation of carbonyl compounds by tetrabutylammonium phthalimide-N-oxyl. Catal Commun 10(5):582–585

    Article  CAS  Google Scholar 

  5. Karimi B, Ma’Mani L (2004) A highly efficient and recyclable silica-based scandium(III) interphase catalyst for Cyanosilylation of carbonyl compounds. Org Lett 6(26):4813–4815

    Article  CAS  PubMed  Google Scholar 

  6. Sue YC, Wu JW, Chung SE, Kang CH, Tung KL, Wu KCW, Shieh FK (2014) Synthesis of hierarchical micro/Mesoporous structures via solid–aqueous Interface growth: Zeolitic Imidazolate Framework-8 on siliceous Mesocellular foams for enhanced Pervaporation of water/ethanol mixtures. ACS Appl Mater Inter 6(7):5192–5198

    Article  CAS  Google Scholar 

  7. Shieh FK, Wang SC, Yen CI, Wu CC, Dutta S, Chou LY, Morabito JV, Hu P, Hsu MH, Wu KCW, Tsung CK (2015) Imparting functionality to biocatalysts via embedding enzymes into Nanoporous materials by a de novo approach: size-selective sheltering of catalase in metal–organic framework microcrystals. J Am Chem Soc 137(13):4276–4279

    Article  CAS  PubMed  Google Scholar 

  8. Liao YT, Matsagar BM, Wu KCW (2018) Metal–organic framework (MOF)-derived effective solid catalysts for valorization of Lignocellulosic biomass. ACS Sustain Chem Eng 6(11):13628–13643

    Article  CAS  Google Scholar 

  9. Kaneti YV, Tang J, Salunkhe RR, Jiang X, Yu A, Wu KCW, Yamauchi Y (2016) Nanoarchitectured Design of Porous Materials and Nanocomposites from metal-organic frameworks. Adv Mater 29(12):1604898

    Article  Google Scholar 

  10. Feng YQ, Zhao Q, Bi DQ (2019) Solvothermal synthesis, structure and the second-order NLO properties of a novel non-metal 3-D Borophosphate: (NH4)2[B2P2O8(OH)2]. Chin J Struct Chem 38(11):1909–1915

    CAS  Google Scholar 

  11. Feng YQ, Jiang LT, Xing ZZ, Wang L (2018) Mixed-solvothermal synthesis, crystal structure and luminescence of a new dinuclear Yttrium(III) coordination polymer with 1-D wave-like infinite chains. Chin J Struct Chem 37(5):825–831

    CAS  Google Scholar 

  12. Feng YQ, Chen SY, Wang L, Xing ZZ (2018) Ionothermal synthesis, structure and luminescent properties of a new 2-D bismuth (III) coordination polymer with (6,5)-connected topological sheet. Chin J Struct Chem 37(10):1656–1662

    CAS  Google Scholar 

  13. Feng Y, Fan H, Zhong Z, Wang H, Qiu D (2016) Cd3(MoO4)(TeO3)2: a polar 3D compound containing d10−d0 SCALP effect Cations. Inorg Chem 55(22):11987–11992

    Article  CAS  PubMed  Google Scholar 

  14. Feng Y, Li M, Fan H, Huang Q, Qiu D, Shi H (2015) A novel open-framework copper borophosphate containing 1-D borophosphate anion with 10-MR windows and 12-MR channels. Dalton T 44(3):894–897

    Article  CAS  Google Scholar 

  15. de Oliveira A, Alves JS, de Lima GF, De Abreu HA (2018) Acidic and basic sites of M2DEBDC (M = mg or Mn and E = O or S) acting as catalysts for cyanosilylation of aldehydes. Polyhedron 154:98–107

    Article  Google Scholar 

  16. de Oliveira A, Mavrandonakis A, de Lima GF, De Abreu HA (2017) Cyanosilylation of aldehydes catalyzed by MIL-101(Cr): a theoretical investigation. ChemistrySelect 2(26):7813–7820

    Article  Google Scholar 

  17. Zheng S, Wang J, Xiong Y (2008) Theoretical investigation on isomerization of Et2AlCN to Et2AlNC and cyanation of aldimine. J Mol Struct THEOCHEM 869(1–3):83–88

    Article  CAS  Google Scholar 

  18. Li H, Gao G, Chen R, Ge X, Guo S, Hao LY (2019) The influence ranking for testers in bug tracking systems. Int J Softw Eng Know 29(1):93–113

    Article  CAS  Google Scholar 

  19. Guo S, Chen R, Li H, Zhang T, Liu Y (2019) Identify severity bug report with distribution imbalance by CR-SMOTE and ELM. Int J Softw Eng Know 29(2):139–175

    Article  Google Scholar 

  20. Guo S, Chen R, Wei M, Li H, Liu Y (2018) Ensemble data reduction techniques and multi-RSMOTE via fuzzy integral for bug report classification. IEEE Access 6:45934–45950

    Article  Google Scholar 

  21. Schoedel A, Scherb C, Bein T (2010) Oriented Nanoscale films of metal–organic frameworks by RoomTemperature gel-layer synthesis. Angew Chemie Int Ed 49(40):7225–7228

    Article  CAS  Google Scholar 

  22. Biemmi E, Scherb C, Bein T (2007) Oriented growth of the metal organic framework Cu3(BTC)2(H2O)3·xH2O tunable with functionalized self-assembled monolayers. J Am Chem Soc 129(26):8054–8055

    Article  CAS  PubMed  Google Scholar 

  23. Chen DM, Zhang NN, Liu CS, Du M (2017) Template-directed synthesis of a luminescent Tb-MOF material for highly selective Fe3+ and Al3+ ions detection and VOC vapor sensing. J Mater Chem C 5(9):2311–2317

    Article  CAS  Google Scholar 

  24. Zhang Z, Chen J, Bao Z, Chang G, Xing H, Ren Q (2015) Insight into the catalytic properties and applications of metal–organic frameworks in the cyanosilylation of aldehydes. RSC Adv 5(97):79355–79360

    Article  CAS  Google Scholar 

  25. Wang W, Cui L, Sun P, Shi L, Yue C, Li F (2018) Reusable N-heterocyclic Carbene complex catalysts and beyond: a perspective on recycling strategies. Chem Rev 118(19):9843–9929

    Article  CAS  PubMed  Google Scholar 

Download references

Author information

Author notes

  1. Su-Fen Li and Hao Guo contributed equally to this work.

Authors and Affiliations

  1. Department of Gynaecology and Obstetrics, The Second Affiliated Hospital of Army Medical University, Chongqing, China

    Su-Fen Li, Yan Huang, Chun-Mei Li & Jing Han

  2. Department of Cardiovascular, Chongqing Public Health Medical Center, Pingdingshan Hospital District, Chongqing, China

    Hao Guo

  3. Department of Chemistry, Inner Mongolia University, Tongliao, Inner Mongolia, China

    Yang Liu

Authors
  1. Su-Fen Li
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Hao Guo
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yan Huang
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Chun-Mei Li
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Yang Liu
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Jing Han
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Jing Han.

Ethics declarations

Conflict of interest

The author(s) declare(s) that there is no conflict of interest regarding the publication of this paper.

Additional information

Publisher’s note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

This article has been retracted. Please see the retraction notice for more detail:https://doi.org/10.1007/s10965-024-03985-7

Electronic supplementary material

ESM 1

(CIF 19 kb)

Rights and permissions

Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Li, SF., Guo, H., Huang, Y. et al. RETRACTED ARTICLE: A porous Cu(II)-based metal-organic framework with one-dimensional hexagonal channels for solvent-free cyanosilylation and anti-ovarian cancer activity. J Polym Res 27, 63 (2020). https://doi.org/10.1007/s10965-019-2002-3

Download citation

  • Received:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1007/s10965-019-2002-3

Keywords

Search

Navigation