Preparation of a new reusable magnetic organocatalyst to synthesis of polyhydroquinoline derivatives as cytotoxic Agents: Synthesis and biological evaluation

被引:4
作者
Amiri-Zirtol, Leila [1 ]
Yargholi, Ali [2 ]
Emami, Leila [1 ]
Karimi, Zahra [3 ]
Khabnadideh, Soghra [1 ]
机构
[1] Shiraz Univ Med Sci, Pharmaceut Sci Res Ctr, Shiraz, Iran
[2] Shiraz Univ Med Sci, Sch Pharm, Shiraz, Iran
[3] Iran Univ Sci & Technol IUST, Sch Chem Petr & Gas Engn, Tehran, Iran
关键词
Polyhydroquinoline; Red Mud; Magnetic Organocatalyst; Cytotoxic; MTT;
D O I
10.1016/j.jscs.2024.101922
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
One of the most important ways to practice environmental stewardship is to turn waste materials into useful nanomaterials through ecological recycling. This work introduces a magnetic organocatalyst made from red mud waste, adding to the "greening" of global chemical processes. The new composite (Fe3O4@SiO2@(CH2)(3)@4-(2-Aminoethyl)-morpholine) is introduced and characterized by different spectroscopic methods such as fourier transform infrared (FT-IR), X-ray diffraction (XRD), field emission scanning electron microscopy (FE-SEM), energy-dispersive X-ray spectroscopy (EDX), mapping, thermogravimetric analysis (TGA) and vibrating-sample magnetometers (VSM). Catalytic activity of the catalyst was evaluated in production of some polyhydroquinoline derivatives and the results showed efficiency. Nine polyhydroquinoline derivatives were synthesized (M-1-M-9) and their cytotoxic properties evaluated against two human-cancerous cell lines (Hep-G2 and SW480) by MTT assay. Most of the compounds exhibited high inhibitory activity against two studied cell lines. M2 bearing 2-chloro substitution on phenyl ring was exhibited appropriate activity (IC50 = 14.70 +/- 3.11 mu M) against SW480 cell line in comparison to cisplatin as positive control.
引用
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页数:13
相关论文
共 55 条
[41]  
Shaikh IRJJoC, 2014, Organocatalysis: key trends in green synthetic chemistry, challenges, scope towards heterogenization, and importance from research and industrial point of view, V2014
[42]  
Shaikh M.A., 2018, Morpholinium Glycolate as an Efficient and Reusable Catalyst for the Synthesis of Bis (pyrazol-5-Ol) Derivatives under Solvent-Free Conditions, V8, P73
[43]   Ultrasound-Promoted preparation and application of novel bifunctional core/shell Fe3O4@SiO2@PTS-APG as a robust catalyst in the expeditious synthesis of Hantzsch esters [J].
Shakib, Peyman ;
Dekamin, Mohammad G. ;
Valiey, Ehsan ;
Karami, Shahriar ;
Dohendou, Mohammad .
SCIENTIFIC REPORTS, 2023, 13 (01)
[44]  
Sharma S., 2021, Synthesis of MCM-41 Supported Cobalt (II) Complex for the Formation of Polyhydroquinoline Derivatives, V199
[45]  
Shiri L, 2018, Magnetic Fe3O4 nanoparticles supported imine/Thiophene-nickel (II) complex: A new and highly active heterogeneous catalyst for the synthesis of polyhydroquinolines and 2, 3-dihydroquinazoline-4(1H)-ones, V32, pe3943
[46]  
Smiri M., 2020, Remove of Humic Acid from Water Using Magnetite Nanoparticles, V1
[47]  
Soleimani F., 2020, Comparing Catalytic Activity of MgMnO3 and SrMnO3 Nanocatalyst for Synthesis of Polyhydroquinoline and New Derivatives via Hantzsch Reaction, V44, P1011
[48]  
Soleimani-Amiri S., 2024, Novel Butane Sulfonic AcidFunctionalized Core-shell Magnetic Nanocatalysts for Ultrasound-Assisted Coumarin Synthesis, V48, P2299
[49]  
Vaysipour S., 2020, Synthesis and Characterization of Copper (II)-Poly (acrylic Acid)/m-MCM-41 Nanocomposite as a Novel Mesoporous Solid Acid Catalyst for the One-Pot Synthesis of Polyhydroquinoline Derivatives, V176
[50]  
Wang T., 2016, Amino Acid-Derived Bifunctional Phosphines for Enantioselective Transformations, V49, P1369