In this report, we have described the concise elaboration of 12 novel 5‐thiourea‐4‐aza‐2,3‐didehydropodophyllotoxin‐derivatives by the unconventional multicomponent reaction was based on a catalyst‐free and atom‐economical method. The synthetic approach features methodology using sulfur element in thiourea synthesis. Cytotoxicity of compounds was evaluated for their inhibition rate of cell growth against two human tumor cell lines (MCF‐7 and Hep‐G2). Some new 5‐thiourea‐4‐aza‐2,3‐didehydropodophyllotoxin such as 15a, 15d, 15l exhibit very good cytotoxicity and much more stronger than their precursor 5 amino‐4‐aza‐2,3‐didehydropodophyllotoxin. The number and chemical characters of the Cα substituents of the thiourea group may have a decisive role in the activity of the molecules. Docking studies of the tested molecules proved that compound 15a, 15d, 15l exhibit high binding affinity toward human topoisomerase II beta in compare to the reference inhibitor, etoposide. Further dock pose analysis sugessted these molecules as potential inhibitors‐based on their key interaction with residues within binding site of the protein.
HKUST-1 (MOF-199), a metal-organic framework material is synthesized from Cu(OH)2 and modified by Pt. The prepared catalysts were used to reduce 4-nitrophenol (4-NP) into 4-aminophenol (4-AP). Featured results of the catalysts by XRD, SEM, TEM, FTIR, BET, DTA/TGA... showed that metal modified process with reduced agent ethylene glycol had high efficiency, with modified yield up to 90 %. Under our experimental conditions, the catalysts based HKUST-1, containing Pt had high efficiency; conversion was greater than 93 % in reduced reaction of 4-NP. Thus, the catalyst sample contained 2% Pt was the most suitable for the reduction with conversion gained 99,4 % after 250s.
The catalyst Pt/HKHUST-1 was used for synthesis 4-aminophenol (4-AP) by reducsion 4-nitrophenol (4-NP). Factors that affected to the reaction were tested: ratio 4-NP/NaBH4, temperature and time of the reaction. Changing the ratio of 4-NP/NaBH4 in the direction of increasing NaBH4, the reaction rate increases. However, it is acceptable to reduce the reaction rate when synthesizing with high concentration of reactants. The 4-AP synthesis is performed with ratio 4-NP/NaBH4 = 1/5, suitable time and temperature for this reaction is 60 minutes and 15 oC. The catalyst sample containing 2% Pt on HKUST-1 material was used to synthesize 4-AP with the yield of 65.3% (average 64.2%), the catalyst has good stability, can reused many times. The purity of 4-AP after refining was 99 %.
The catalyst Pt/HKHUST-1 was used for synthesis 4-aminophenol (4-AP) by reducsion 4-nitrophenol (4-NP). Factors that affected to the reaction were tested: ratio 4-NP/NaBH4, temperature and time of the reaction. Changing the ratio of 4-NP/NaBH4 in the direction of increasing NaBH4, the reaction rate increases. However, it is acceptable to reduce the reaction rate when synthesizing with high concentration of reactants. The 4-AP synthesis is performed with ratio 4-NP/NaBH4 = 1/5, suitable time and temperature for this reaction is 60 minutes and 15 oC. The catalyst sample containing 2% Pt on HKUST-1 material was used to synthesize 4-AP with the yield of 65.3% (average 64.2%), the catalyst has good stability, can reused many times. The purity of 4-AP after refining was 99 %.
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