Antioxidant, Antimicrobial and Antiproliferative Activities of Synthesized 2,2,5,5-Tetramethyl-9-aryl-3,4,5,6,7,9-hexahydro-1 H -xanthene-1,8(2 H )-dione Derivatives

IF 0.7 4区化学 Q4 CHEMISTRY, MULTIDISCIPLINARY

Croatica Chemica Acta Pub Date : 2018-01-02 DOI:10.5562/CCA3225

S. Zukić, E. Veljović, S. Špirtović-Halilović, Samija Muratović, A. Osmanović, S. Trifunović, I. Novaković, D. Završnik

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引用次数: 13

Abstract

Ten biologically active 2,2,5,5-tetramethyl-9-aryl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione derivatives were synthesized and their structures were confirmed by IR, 1H and 13C NMR spectroscopy and mass spectrometry. Synthesized compounds were scanned for their antioxidant, antimicrobial and antiproliferative activity. Antibacterial activity was tested by the diffusion and dilution method against Bacillus subtilis, Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa, while antifungal activity was tested against Candida albicans and Saccharomyces cerevisiae. Antiproliferative activity was tested against HeLa (cervical carcinoma), SW620 (colorectal adenocarcinoma, metastatic), hepatocellular carcinoma (HEpG2), lung carcinoma cells (A549) and mouse embryo fibroblast cell line (3T3). The best antioxidant activity showed compound 2 with two hydroxy groups substituted on phenyl ring in positions 2' and 3'. The best antimicrobial activity of all synthesized compounds showed compound 8, while the best antiproliferative activity showed compound 6. Results signify the importance of xanthene-1,8-dione derivatives as potential antioxidant and antiproliferative agents.

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合成的2,2,5-四甲基-9-芳基-3,4,5,6,7,9-六氢-1H-杂吨-1,8（2H）-二酮衍生物的抗氧化、抗菌和抗增殖活性

合成了10种具有生物活性的2,2,5,5-四甲基-9-芳基-3,4,5,6,7,9-六氢-1H-黄嘌呤-1,8（2H）-二酮衍生物，并通过IR、1H、13C NMR和质谱对其结构进行了确证。对合成的化合物进行了抗氧化、抗菌和抗增殖活性的扫描。采用扩散稀释法对枯草芽孢杆菌、金黄色葡萄球菌、大肠杆菌和铜绿假单胞菌进行抗菌活性测定，对白色念珠菌和酿酒酵母进行抗真菌活性测定。对HeLa（宫颈癌）、SW620（结直肠癌，转移性）、肝细胞癌（HEpG2）、肺癌细胞（A549）和小鼠胚胎成纤维细胞系（3T3）进行抗增殖活性测试。最佳抗氧化活性显示化合物2在苯环上2'和3'位置有两个羟基取代。所有合成的化合物中抗菌活性最好的是化合物8，而抗增殖活性最好的则是化合物6。结果表明，黄嘌呤1，8-二酮衍生物作为潜在的抗氧化剂和抗增殖剂的重要性。

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来源期刊

Croatica Chemica Acta 化学-化学综合

CiteScore

0.60

自引率

0.00%

发文量

审稿时长

18 months

期刊介绍： Croatica Chemica Acta (Croat. Chem. Acta, CCA), is an international journal of the Croatian Chemical Society publishing scientific articles of general interest to chemistry.