萘取代苯并[c]香豆素的合成、表征及抑菌活性评价

IF 1.3 3区化学 Q3 CHEMISTRY, ORGANIC

Heterocyclic Communications Pub Date : 2019-01-01 DOI:10.1515/hc-2019-0024

Mrugesh Patel, Kaushal P. Patel

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引用次数: 10

摘要

摘要:在醋酸钠存在下，选定一组乙酰萘与多种3-香豆醇基甲基溴化吡啶盐(1a-d)在回流冰醋酸中反应，合成萘取代苯并[c]香豆素(2a-f)的新型同族化合物。合成化合物的结构通过元素分析和各种光谱技术，如1H-NMR, 13C-NMR, DEPT和MS光谱数据得到证实。采用四氮唑染料3-(4,5-二甲基噻唑-2-酰基)-2,5-二苯基溴化四氮唑(MTT)细胞活力试验，对合成的化合物对宫颈癌(HeLa)、乳腺癌(MCF-7)和肺癌(A549)等不同人类癌细胞的抑菌活性和细胞毒性进行了筛选。虽然程度不同，但在所有三种癌细胞系上都观察到显著的生长抑制和细胞毒性作用。化合物2b和2e对上述癌细胞具有明显的生长抑制作用和细胞毒性。

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Naphthalene substituted benzo[c]coumarins: Synthesis, characterization and evaluation of antibacterial activity and cytotoxicity

Abstract Novel congeners of naphthalene substituted benzo[c]coumarins (2a-f) were synthesized by reaction of various 3-coumarinoyl methyl pyridinium bromide salts (1a-d) with a selected set of acetyl naphthalene in the presence of sodium acetate in refluxing glacial acetic acid. Structures of the synthesized compounds were confirmed by elemental analysis and by various spectroscopic techniques such as 1H-NMR, 13C-NMR, DEPT, and MS spectral data. Synthesised compounds were screened for antibacterial activity and cytotoxicity against different human cancer cell lines including cervix cancer (HeLa), breast cancer (MCF-7) and lung cancer (A549) using tetrazolium dye 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) cell viability assay. Although with varying degrees, a significant growth inhibitory and cytotoxic effects were observed on all three cancer cell lines. Compounds 2b and 2e showed significant growth inhibitory and cytotoxicity against aforementioned cancer cell lines.

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来源期刊

Heterocyclic Communications 化学-有机化学

CiteScore

3.80

自引率

4.30%

发文量

审稿时长

1.4 months

期刊介绍： Heterocyclic Communications (HC) is a bimonthly, peer-reviewed journal publishing preliminary communications, research articles, and reviews on significant developments in all phases of heterocyclic chemistry, including general synthesis, natural products, computational analysis, considerable biological activity and inorganic ring systems. Clear presentation of experimental and computational data is strongly emphasized. Heterocyclic chemistry is a rapidly growing field. By some estimates original research papers in heterocyclic chemistry have increased to more than 60% of the current organic chemistry literature published. This explosive growth is even greater when considering heterocyclic research published in materials science, physical, biophysical, analytical, bioorganic, pharmaceutical, medicinal and natural products journals. There is a need, therefore, for a journal dedicated explicitly to heterocyclic chemistry and the properties of heterocyclic compounds.