Synthesis, and Anticancer Evaluation of 4-[(Indol-3-yl)-arylmethyl]-1-phenyl-3-methyl-5-pyrazolone Derivatives via a Magnetic Aminated Starch Biocatalyst

被引:1
|
作者
Ramshini, Ali [1 ]
Nezhad, Shefa Mirani [1 ]
Pourmousavi, Seied Ali [1 ]
Nazarzadeh Zare, Ehsan [1 ]
Pourjafar, Mona [2 ]
Sharifi, Esmaeel [3 ,4 ]
机构
[1] Damghan Univ, Sch Chem, Damghan 3671645667, Iran
[2] Hamadan Univ Med Sci, Res Ctr Mol Med, Hamadan 6517838636, Iran
[3] Hamadan Univ Med Sci, Canc Res Ctr, Hamadan 6517838636, Iran
[4] Hamadan Univ Med Sci, Sch Adv Med Sci & Technol, Dept Tissue Engn & Biomat, Hamadan 6517838636, Iran
关键词
biocatalysis; magnetic aminated starch; pyrazolone derivatives; anticancer; PYRAZOLONE DERIVATIVES; CATALYST;
D O I
10.3390/catal13050908
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
An eco-friendly biocatalyst was constructed in three steps. In the first step, the tosylated starch (TsST) was synthesized by using a 4-toluenesulfonyl chloride. In the second step, the aminated starch was synthesized via the reaction of TsST with para-phenylenediamine. In the third step, the magnetic biocatalyst was fabricated by an in situ coprecipitation process from ferric and ferrous salts in the existence of aminated starch (AST). The biocatalyst was characterized by H-1 NMR, EDX, FESEM, FTIR, VSM, and TGA analyses. The magnetic aminated starch (MAST) was used as a biocatalyst for the synthesis of 4-[(indol-3-yl)-arylmethyl]-1-phenyl-3-methyl-5-pyrazolone derivatives. The various products were prepared in noteworthy yields (85-93%) in fast reaction times (35-80 min) without laborious work-up procedures. The anticancer evaluation of some 4-[(indol-3-yl)-arylmethyl]-1-phenyl-3-methyl-5-pyrazolones derivatives was studied on the survival rate of breast cancer cell lines (MCF-7) and human fibroblast cells by using an MTT assay. Additionally, recovery of the biocatalyst was studied, and results showed that the MAST was easily isolated from the reaction flask and could be recycled for up to six consecutive cycles without meaningfully falling in its efficiency.
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页数:20
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