Bioactive 1,1′-unsymmetrical bi-functional ferrocenyl compounds using a novel solvent free one pot multicomponent reaction method

被引:13
作者
Barik, Tulasi [1 ]
Ghosh, Avishek [1 ]
Mishra, Abtar [2 ]
Dhiman, Rohan [2 ]
Sasamori, Takahiro [3 ]
Chatterjee, Saurav [1 ]
机构
[1] Natl Inst Technol Rourkela, Dept Chem, Rourkela 769008, Odisha, India
[2] Natl Inst Technol Rourkela, Dept Life Sci, Rourkela 769008, Odisha, India
[3] Nagoya City Univ, Grad Sch Nat Sci, Nagoya, Aichi 4678501, Japan
关键词
Solvent free; Anticancer; Ferrocenyl; Unsymmetrical; Rice husk ash; RAPID COLORIMETRIC ASSAY; KNOEVENAGEL CONDENSATION; SELECTIVE REDUCTION; DIPEPTIDE CHAINS; METAL-COMPLEXES; SERUM-ALBUMIN; THIOSEMICARBAZONES; ANTIBACTERIAL; ALDEHYDES; IRON;
D O I
10.1016/j.jorganchem.2019.121095
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A solvent free synthetic method using rice husk ash (RHA) as solid support has been designed for selective functionalization and preparation of novel 1,1'- unsymmetrically bi-functionalized ferrocenyl compounds. The selectively functionalized intermediate compound, Ferrocenyl-1-acetyl-1'-thiosemicarbazone, has been structurally characterized using single crystal X-ray diffraction technique which revealed distinct inter-molecular hydrogen bonding interactions across the thiosemicarbazone chains. Cytotoxic evaluation of five different unsymmetrically bi-functionalized thiosemicarbazone - hydrazone compounds showed potent activity against human leukemia (THP-1) cell line. The unsymmetrical ferrocenyl compounds also showed strong BSA and DNA binding interactions and reversible redox properties. (C) 2019 Elsevier B.V. All rights reserved.
引用
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页数:11
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